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Background: Arugula is an essential oil crop of cruciferous species worldwide and serves as a salad vegetable. Purple plant leaves provide nutrients benefiting human beings and are mainly attributed to high anthocyanins. In this study, we collected a purple arugula cultivar with purple leaves and a green arugula with green leaves. The genetic bases and mechanisms underlying purple leaf formation in arugula remain unclear. Therefore, we conducted integrative metabolomics and transcriptomics of two arugula cultivars with different leaf colors. Methods: To study the underlying mechanisms, transcriptomic and metabolomic analyses were carried out. Results: Metabolomic analysis revealed that 84 of 747 metabolites were significantly differentially expressed, comprising 30 depleted and 49 enriched metabolites. Further analysis showed that cyanidin is the main components responsible for the purple color. A total of 144,790 unigenes were obtained by transcriptomic analysis, with 13,204 unigenes differentially expressed, comprising 8120 downregulated and 5084 upregulated unigenes. Seven structural genes, PAL, C4H, 4CL, CHS, CCoAOMT, LDOX, and UFGT, were identified as candidate genes associated with anthocyanin accumulation through combined analysis of transcriptome and metabolome. Conclusions: Collectively, the differences in the expression levels of PAL, C4H, 4CL, CHS, CCoAOMT, LDOX, and UFGT might be responsible for purple leaf coloration, providing important data for the discovery of candidate genes and molecular bases controlling the purple leaves in arugula. [ABSTRACT FROM AUTHOR]

Acer rubrum L. is one of the most prevalent ornamental species of the genus Acer, due to its straight and tall stems and beautiful leaf colors. For this study, the Oxford Nanopore platform and Hi-C technology were employed to obtain a chromosome-scale genome for A. rubrum. The genome size of A. rubrum was 1.69 Gb with an N50 of 549.44 Kb, and a total of 39 pseudochromosomes were generated with a 99.61% genome. The A. rubrum genome was predicted to have 64644 genes, of which 97.34% were functionally annotated. Genome annotation identified 67.14% as the transposable element (TE) repeat sequence, with long terminal repeats (LTR) being the richest (55.68%). Genome evolution analysis indicated that A. rubrum diverged from A. yangbiense ∼6.34 million years ago. We identified 13 genes related to pigment synthesis in A. rubrum leaves, where the expressions of four ArF3′H genes were consistent with the synthesis of cyanidin (a key pigment) in red leaves. Correlation analysis verified that the pigmentation of A. rubrum leaves was under the coordinated regulation of non-structural carbohydrates and hormones. The genomic sequence of A. rubrum will facilitate genomic breeding research for this species, while providing the valuable utilization of Aceraceae resources. • The chromosome-scale genome of A. rubrum was obtained. • An advance in the determination of complex genomes in polyploid plants. • Regulatory among pigments, hormones, and carbohydrates in A. rubrum leaves. [ABSTRACT FROM AUTHOR]

Cymbidium ensifolium L. is a significant ornamental plant in Orchidaceae. Aside fromits attractive flowers, its leaf coloration is also an important ornamental trait. However, there is an apparent lack of studies concerning the intricatemechanism of leaf coloration in C. ensifolium. In this study, we report a systematic evaluation of leaf coloration utilizing transcriptome and metabolome profiles of purple, yellow, and green leaves. In total, 40 anthocyanins and 67 flavonoids were quantified along with chlorophyll content. The tissue-transcriptome profile identified 26,499 differentially expressed genes (DEGs). The highest chlorophyll contents were identified in green leaves, followed by yellow and purple leaves. We identified key anthocyanins and flavonoids associated with leaf coloration, including cyanidin-3-O-sophoroside, naringenin-7-O-glucoside, delphinidin, cyanidin, petunidin, and quercetin, diosmetin, sinensetin, and naringenin chalcone. Moreover, genes encoding UDP-glucoronosyl, UDPglucosyl transferase, chalcone synthesis, flavodoxin, cytochrome P450, and AMP-binding enzyme were identified as key structural genes affecting leaf coloration in C. ensifolium. In summary, copigmentation resulting from several key metabolites modulated by structural genes was identified as governing leaf coloration in C. ensifolium. Further functional verification of the identified DEGs and co-accumulation of metabolites can provide a tool tomodify leaf color and improve the aesthetic value of C. ensifolium. [ABSTRACT FROM AUTHOR]

Rice (Oryza sativa L.) grain hull color is an easily observable trait and regarded as a crucial morphological marker in rice breeding. Here, a purple gradient grain hull mutant (pg) was found from natural mutations of a straw-white grain hull rice variety IARI 6184B (Orzya sativa L. subsp. indica). The color of the mutant grain hulls changed from straw-white to pink, then purple, and finally brownish-yellow. Ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) identified 217 flavonoids, including 18 anthocyanins, among which cyanidin O-syringic acid had the highest concentration in pink (66.2 × 106) and purple (68.0 × 106) grain hulls. The relative contents of hesperetin O-malonyl-hexoside, apigenin derivatives, genistein derivatives, and kaempferol 3-O derivatives were consistently downregulated during pg grain hull development. Conversely, 12 anthocyanins were upregulated in colored hulls, and cyanidin 3-O-malonylhexoside was abundant only in pink and purple grain hulls. Moreover, the candidate gene was mapped into a 1.38 Mb region on chromosome 4 through bulked segregant analysis based on deep sequencing (BSA-seq) and gene mapping approaches. These results increased our understanding of anthocyanin biosynthesis in rice grains, helping rice breeders to select new rice varieties with desirable grain traits. [ABSTRACT FROM AUTHOR]

Consumption of high fat diets (HFD) mimics a modern or "Western style" diet pattern and can impair intestinal barrier integrity, leading to endotoxemia and associated unhealthy conditions. This study investigated if supplementation with an anthocyanin (cyanidin and delphinidin glucosides)-rich extract (CDRE) could revert or mitigate HFD-induced alterations of colonic physiology in part through the regulation of Toll-Like Receptor 4 (TLR-4)- and redox-regulated signaling. C57BL/6J male mice were fed for 4 weeks with a control or an HFD. Then, mice were divided in four groups fed either control or HFD, or these diets supplemented with CDRE for the subsequent 4 weeks. After 8 weeks on the HFD we observed in the colon: i) disruption of tight junction structure and function; ii) increased TLR-4 expression; iii) increased NADPH oxidase NOX1 expression, and iv) activation of redox-sensitive and TLR-4-triggered pathways, i.e. NF-κB, ERK1/2, JNK1/2, PI3K/Akt. All these events were prevented or reverted by CDRE supplementation. Supporting the relevance of CDRE-mediated downregulation of TLR-4 on its colon beneficial effect; in vitro (Caco-2 cell monolayers), cyanidin, delphinidin and their metabolites protocatechuic and gallic acid, mitigated lipopolysaccharide (LPS)-induced monolayer permeabilization by restoring tight junction structure and dynamics and preventing lipid/protein oxidation. The CDRE also mitigated HFD-mediated alterations in parameters of goblet cell differentiation and function, including the downregulation of markers of goblet cell differentiation (Klf4), and intestinal mucosa healing (Tff3). Results show that a short-term supplementation with cyanidin and delphinidin, protect from HFD-induced alterations in colon physiology in part through the modulation of TLR-4- and redox-regulated signaling. [Display omitted] • Anthocyanins mitigate high fat diet-induced alteration in colonic physiology. • Cyanidin and delphinidin mitigate high fat diet/LPS-induced barrier integrity loss. • Anthocyanins actions are in part mediated by redox-regulated mechanisms. • Anthocyanins actions are in part mediated by TLR-4-regulated mechanisms. [ABSTRACT FROM AUTHOR]

Red coloration in apples, an important quality trait, is primarily attributed to the accumulation of anthocyanins. Centuries of breeding have produced a wide variety of apples with different levels of anthocyanins in response to genetic and environmental stimuli. The Huashuo apple shows a much darker red color than its sister line, Huarui. Thirteen different anthocyanins were detected in Huashuo and Huarui apples, of which ten were significantly more abundant in Huashuo apples, confirming that the color difference is indeed attributed to high anthocyanins accumulation rather than the types of anthocyanins. In particular, the contents of cyanidin 3-O-galactoside levels were highest among anthocyanins in both cultivars, reaching >5000 μg·g−1 at the last color transition stage in Huashuo apples, while only >3000 μg·g−1 in Huarui apples. Moreover, the expression of most structural genes, especially DFR, CHI, and 4CL associated with anthocyanin synthesis, were higher in Huashuo apples than in Huarui apples. Combined transcriptomics, metabolomics, and qRT-PCR analysis revealed that six transcription factors from the MYB and bZIP transcription factor families likely play key roles in the dark coloring of Huashuo apples. These results provide deeper insights into apple coloring and suggest a series of candidate genes for breeding anthocyanin-rich cultivars. [ABSTRACT FROM AUTHOR]

The present study evaluated the effect of gum arabic (GA) edible coating pretreatment on the quality of dried red raspberries. Red raspberries were independently pretreated with varied concentrations of GA (3, 5, and 10% (w/v) by dipping for 2 min before oven-drying at 60 °C until the moisture content was below 8% (18–24 h). Raspberries dipped in distilled water were used as the control samples. Quality attributes including colour, moisture content, water activity (aw), hardness, hygroscopicity, rehydration capacity, total soluble solids (TSS), titratable acidity (TA), pH, anthocyanin composition, ascorbic acid (AA) content, total phenolic content (TPC), antioxidant activity, peroxidase (POD), and polyphenol oxidase (PPO) enzyme activity were investigated. GA pretreatment of the raspberries improved the aw (lower), hardness (lower), TSS, TSS/TA ratio, BrimA, AA content, and TPC, whilst it significantly (p < 0.05) reduced the colour properties (redness, chroma, hue angle, and total colour differences) and the total anthocyanin content when compared with the control samples. The DPPH radical scavenging activity, POD, and PPO enzymes residual activities were not significantly (p > 0.05) affected by GA pretreatment. Five different types of anthocyanins, including cyanidin dihexoside, cyanidin 3-O-galactoside, cyanidin 3-O-glucosyl-rutinoside, and cyanidin 3-O-rutinoside were identified and quantified with cyanidin dihexoside being the primary anthocyanin, varying from 951.18–1053.70 µg/g DM. GA pretreatment of raspberries between 3 and 5% could result in improved physicochemical, antioxidant properties and minimum loss of anthocyanins. [ABSTRACT FROM AUTHOR]

Colorful flowers of rapeseed (Brassica napus L.) have been a hotspot for researchers, but the underlying mechanisms of pigment formation still need to be clarified. In this study, two stages of unopened rapeseed petals with red, white, and yellow colors were selected to identify the metabolites and genes involved in red pigment formation. Metabolomic analysis showed that flavonoids enriched the most co-differentially accumulated metabolites among all categories, and showed higher accumulation in red petal rapeseed than in white and yellow petal ones. RNA-seq analysis showed that among co-differentially expressed genes involved in red pigment formation, genes involved in anthocyanin (belonging to flavonoids) biosynthesis pathway were largely regulated by ANS, DFR, and UF3GT. The expression of those genes was higher in red petals of rapeseed than in white and yellow petals ones as well. Results of RNA interference of BnaA03.ANS in red rapeseed altered petal colors from raspberry red to beige red and zinc yellow under different interference levels, with the contents of pelargonidin, cyanidin, lutein, neoxanthin, b-carotene, and lycopene significantly decreased. However, overexpression of BnaA03.ANS in yellow rapeseed petals did not change the color of yellow petals. This study confirmed the important function of flavonoids, especially anthocyanins on red pigment formation, and for the first time, identified the irreplaceable role of BnaA03.ANS on red-flowered rapeseed. [ABSTRACT FROM AUTHOR]

Bauhinia variegata petals are colorful, rich in anthocyanins, and have ornamental, nutritional, and medicinal value. However, the regulatory mechanism of anthocyanin accumulation in B. variegata remains unclear. In this study, a combined analysis of the metabolome and transcriptome was performed in red and white B. variegata cultivars in the early, middle, and blooming stages. A total of 46 different anthocyanins were identified, of which 27 showed marked differences in accumulation between the two cultivars, and contribute to their different petal colors. Malvidin 3-O-galactoside, peonidin 3-O-galactoside, cyanidin 3-O-glucoside, cyanidin 3-O-galactoside, and malvidin 3-O-glucoside were much more abundant in the second stage of flowering. In the blooming stage, except for the anthocyanins mentioned, delphinidin 3-O-galactoside and petunidin 3-O-galactoside were the most abundant anthocyanins in the red flowers, indicating that malvidin, peonidin, cyanidin, delphinidin, and petunidin were all responsible for the red color of petals in B. variegata. RNA sequencing identified 2,431 differentially expressed genes (DEGs), of which 26 were involved in the anthocyanin synthesis pathway. Correlations between the anthocyanin biosynthesis-related DEGs and anthocyanin contents were explored, and the DEGs involved in anthocyanin accumulation in B. variegata petals were identified. Eighteen of these DEGs encoded key catalytic enzymes, such as anthocyanidin reductase (ANR) and flavonoid-3'5'-hydroxylase (F3'5'H), and 17 of them encoded transcription factors (TFs) belonging to 14 families (including MYB, NAC, SPL, ERF, and CHR28). These results improve our understanding of the roles of anthocyanins, catalytic enzymes, and TFs in B. variegata petal-color expression. [ABSTRACT FROM AUTHOR]

Anthocyanins are water-soluble plant pigments mainly stored in the plant vacuoles. Glutathione S-transferases (GSTs) are a multifunctional enzyme family, which can regulate substance metabolism and biological and abiotic stresses in plants. However, few reports were focused on the involvement of GSTs in anthocyanin sequestration in red skin radish. Here, we identified a glutathione S-transferase gene RsGSTF12 that played roles in anthocyanin sequestration in radish. The bioinformatics analysis revealed that RsGSTF12 belonged to the phi (F) class of glutathione S-transferases and showed a high homology with AtGSTF12, followed by AtGSTF11. The subcellular localization assay showed that RsGSTF12 was located in the endoplasmic reticulum and tonoplast. Temporal and spatial gene expression-specific analyses uncovered a strong correlation of RsGSTF12 with anthocyanin accumulation in radish sprouts. The anthocyanin solubility assay found RsGSTF12 was capable of improving cyanidin water solubility in vitro. Transiently expressing RsGSTF12 in radish cotyledons was able to increase their anthocyanin sequestrations. Furthermore, the functional complementation and overexpression of the Arabidopsis thaliana tt19 mutant and wild type demonstrated that RsGSTF12 might play an indispensable role in anthocyanin accumulation in radish. Taken together, we provide compelling evidence that RsGSTF12 functions critically in how anthocyanins are sequestrated in radish, which may enrich our understanding of the mechanism of anthocyanin sequestration. [ABSTRACT FROM AUTHOR]

The effect of temperature on the stability of anthocyanin extract from aronia as pigment and catechin as copigment was presented. The pigment:copigment system was investigated with different concentration from 1:1 to 1:50 molar ratio and at different temperatures at heating (25 to 80℃) and cooling (opposite to 25℃). The thermodynamic parameters such as the Gibbs free energy (ΔG), enthalpy (ΔH) and entropy (ΔS) were calculated. The obtained results confirmed that the interaction between pigment: copigment complex was destroyed at heating to 80℃ and with following cooling to 25℃ inreversibility of the copigmentation process was not observed. [ABSTRACT FROM AUTHOR]

Management of pod borer, Helicoverpa armigera in pigeonpea (Cajanus cajan L.), an important legume crop, has been a pertinent endeavor globally. As with other crops, wild relatives of pigeonpea are bestowed with various resistance traits that include the ability to deter the H. armigera. Understanding the molecular basis of pod borer resistance could provide useful leads for the management of this notorious herbivore. Earlier studies by our group in deciphering the resistance response to herbivory through multiomics approaches in the pigeonpea wild relative, Cajanus platycarpus, divulged the involvement of the flavonoid biosynthesis pathway, speculating an active chemical response of the wild relative to herbivory. The present study is a deeper understanding of the chemical basis of pod borer (H. armigera) resistance in, C. platycarpus, with focus on the flavonoid biosynthesis pathway. To substantiate, quantification of transcripts in H. armigera-challenged C. platycarpus (8 h, 24 h, 48 h, 96 h) showed dynamic upregulation (up to 11-fold) of pivotal pathway genes such as chalcone synthase, dihydroflavonol-4-reductase, flavonoid-3′5′-hydroxylase, flavonol synthase, leucoanthocyanidin reductase, and anthocyanidin synthase. Targeted LC-MS analyses demonstrated a concomitant increase (up to 4-fold) in naringenin, kaempferol, quercetin, delphinidin, cyanidin, epigallocatechin, and epicatechin-3-gallate. Interestingly, H. armigera diet overlaid with the over-produced flavonoids (100 ppm) showed deleterious effects on growth leading to a prolonged larval period demonstrating noteworthy coherence between over-accumulation of pathway transcripts/metabolites. The study depicts novel evidence for the directed metabolic reprogramming of the flavonoid biosynthesis pathway in the wild relative to pod borer; plant metabolic potential is worth exploiting for pest management. [ABSTRACT FROM AUTHOR]

Anthocyanin content is important for both the external and internal fruit quality of cultivated strawberries, but the mechanism of its accumulation in pinkish-skinned and white-fleshed strawberries is puzzling. Here, we found that the factor determining variation in the flesh color was not the FaMYB10 but the FaC4H in the cultivated strawberry Benihoppe and its white-fleshed mutant Xiaobai. Compared with Benihoppe, there was no significant difference in the coding sequence and expression level of FaMYB10 in Xiaobai's flesh. Instead, the transcription of FaC4H was dramatically inhibited. The combined analyses of transcriptomics and metabolomics showed that the differential genes and metabolites were significantly enriched in the phenylpropanoid biosynthesis pathway. Furthermore, the transient overexpression of FaC4H greatly restored anthocyanins' accumulation in Xiaobai's flesh and did not produce additional pigment species, as in Benihoppe. The transcriptional repression of FaC4H was not directly caused by promoter methylations, lncRNAs, or microRNAs. In addition, the unexpressed FaF3′H, which resulted in the loss of cyanidin 3-O-glucoside in the flesh, was not due to methylation in promoters. Our findings suggested that the repression of FaC4H was responsible for the natural formation of pinkish-skinned and white-fleshed strawberries. [ABSTRACT FROM AUTHOR]

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Low light caused by industrial development and environment change has become a limitation in crop production. This condition inhibits the petiole anthocyanin synthesis and even its tastes in purple cai-tai (Brassicarapa L. var. purpurea); however, the molecular basis of the inhibitory effects by low light on anthocyanin synthesis in purple cai-tai petiole is less reported. In this study, we performed an integrated analysis of transcriptomes and metabolisms to decipher key genes and/or metabolites that responsible for low light acclimation in a purple cai-tai cultivar, XH1. Results shows that anthocyanin is obviously repressed by low light treatment, and consistently the structural genes related to the anthocyanin biosynthesis pathway is significantly enriched in the list of differentially expressed genes according to both GO and KEGG analysis. Furthermore, the amounts of some metabolites related to anthocyanin are dramatically decreased under low light treatment, such as cyanindin 3-O-glucoside chloride, cyanindin O-syringic acid, and cyanidin 3-O-rutinoside. In addition, we found that five transcription factors in TCP gene family especially BrTCP15 is substantially downregulated by low light treatments. The expression pattern of BrTCP15 in response to low light treatment was further confirmed by qPCR. This study reports the inhibitory effects of the anthocyanin biosynthesis pathway and BrTCP15 by low light treatments, and extends our knowledge on regulatory mechanism of the anthocyanin biosynthetic pathway in response to low light in B. rapa L. [ABSTRACT FROM AUTHOR]

LC-MS I m/z i : 463 [M + H] SP + sp , 461 [M - H] SP - sp (luteolin + 1 mol glucuronic acid), 287 [M - 176 + H] SP + sp , 285 [M - 176 - H] SP - sp (luteolin). As a result, we isolated and characterized nine flavonoids, i.e. 6-hydroxyluteolin 7 I O i -sophoroside ( B 1 b ), 6-hydroxyluteolin 7 I O i -glucoside ( B 2 b ), 6-hydroxyluteolin 7 I O i -sambubioside ( B 3 b ), 6-hydroxyluteolin 7 I O i -glucuronide ( B 4 b ), 6-hydroxyluteolin 7 I O i -methylglucuronide ( B 5 b ), scutellarein 7 I O i -sophoroside ( B 6 b ), scutellarein 7 I O i -glucuronide ( B 7 b ), luteolin 7 I O i -glucuronide ( B 8 b ), and pedalitin ( B 9 b ). Moreover, flower anthocyanins were isolated from 87 I Penstemon i species and identified as 3 I O i -glucoside, 3,5-di I O i -glucoside and 3 I O i -arabinosides of pelargonidin, cyanidin, and delphinidin [[9]]. [Extracted from the article]

Flavonoids are specialized metabolites produced by plants, as free aglycones or as glycosylated derivatives, which are particularly endowed with a variety of beneficial health properties. The antioxidant, anti-inflammatory, antimicrobial, anticancer, antifungal, antiviral, anti-Alzheimer’s, anti-obesity, antidiabetic, and antihypertensive effects of flavonoids are now known. These bioactive phytochemicals have been shown to act on different molecular targets in cells including the plasma membrane. Due to their polyhydroxylated structure, lipophilicity, and planar conformation, they can either bind at the bilayer interface or interact with the hydrophobic fatty acid tails of the membrane. The interaction of quercetin, cyanidin, and their O-glucosides with planar lipid membranes (PLMs) similar in composition to those of the intestine was monitored using an electrophysiological approach. The obtained results show that the tested flavonoids interact with PLM and form conductive units. The modality of interaction with the lipids of the bilayer and the alteration of the biophysical parameters of PLMs induced by the tested substances provided information on their location in the membrane, helping to elucidate the mechanism of action which underlies some pharmacological properties of flavonoids. To our knowledge, the interaction of quercetin, cyanidin, and their O-glucosides with PLM surrogates of the intestinal membrane has never been previously monitored.

Enhancing the shelf life of fruit and vegetable products is an important research field in the food industry. Smoothies are an alternative to filtered juices and highly processed beverages. High-pressure processing (HPP) has recently gained increasing attention as a non-thermal technology to reduce microbiological load while preserving juice quality-related properties. Herein, the combination of blanching and HPP to treat strawberry smoothies at industrial scale was compared with conventional thermally pasteurized (TP) and untreated (NT) smoothies. Analysis focused on physicochemical (pH, °Brix, colour, and viscosity) and microbiological properties, and bioactive compound contents. Additionally, phenolic compounds were analysed by HPLC-ESI-TOF-MS, vitamin C content was analysed by HPLC-UV-Vis, and antioxidant activity was determined by DPPH and ABTS assays. HPP samples treated at 600 MPa for 3 min at 4 °C showed increased viscosity and a significant increase in phenolic compounds (particularly p -coumaroyl hexose) related to TP and untreated samples (26.8 and 17.6%, respectively) and maintained colour stability compared to untreated samples. Anthocyanidins retention was better in HPP- than in TP- treated samples. Vitamin C content increased significantly by 15% in HPP-treated samples, contributing to enhanced antioxidant potential (12%), as shown by the minimal microbiological load observed, in comparison with untreated samples. These findings suggest that HPP is an effective alternative to TP for improving the overall quality of strawberry smoothies. • Blanching and HPP combined treatments for improved nutritional quality of industrial strawberry smoothies. • Blanching and HPP maintained color, bioactive compounds, and quality of treated smoothies. • Achieved a significant 16% rise in the phenolic compounds in comparison with un-treated. • Vitamin C content increased by 15%, contributing to a 12% enhanced antioxidant activity compared with un-treated. • Blanching and HPP treatment ensured microbial stability in strawberry smoothies. [ABSTRACT FROM AUTHOR]

• 16 h day/8 h dark can significantly shorten the maturity period in pepper. • Color in fruit skin is the combined result of various species from anthocyanins and carotenods. • Anthocyanin synthesis did not cease, and its degradation and accumulation of carotenoids proceeded simultaneously as the fruits matured. The need for a lengthy maturation period and delayed changes in color are the key factors that reduce the market value of hot peppers (Capsicum annuum L.). This study assessed the effects of different photoperiods on the reduction of the maturation period and changes in color of hot peppers. The use of a photoperiod of 16 h day/8 h night (the T4 group) resulted in a higher percentage of red hot peppers, earlier seed maturity and shorter days for the hot peppers to mature compared to the control. This suggests that the T4 group reduced the period of hot pepper maturity. An additional analysis found that the promotion of the process of changes in the color and the formation of red color in the fruits that is owing to the T4 group is the result of a combination of α-carotene, β-carotene, γ-carotene, and capsorubin. In addition, anthocyanins, including delphinidin, malvidin, and cyanidin, played a key role in the formation of purple in the hot peppers, and these pigments were related to some key differentially expressed genes. Interestingly, the biosynthesis of anthocyanins did not stop as the hot peppers matured, and the degradation and accumulation of the carotenoids proceeded simultaneously. The T4 treatment inhibited the degradation of anthocyanins, which indicated that the color of the hot peppers is owing to a mixture of anthocyanins and carotenoids. This study provides insight into the mechanism of pigment biosynthesis and the potential use of photoperiods in the process of speed breeding peppers. [ABSTRACT FROM AUTHOR]

• Anthocyanin determined sepal color in Aquilegia oxysepala. • Flavones determined sepal color in Aquilegia oxysepala f. pallidiflora. • Transcriptome identified anthocyanin biosynthesis structural genes. • Broad-target metabolome revealed secondary substances profiles. • Integration analysis predicted key regulatory networks and transcription factors. Aquilegia oxysepala is a perennial native to northeast China with widespread practical uses and exhibiting dark red sepals. A. oxysepala f. pallidiflora is a natural variant of A. oxysepala with pale yellow sepals. To reveal the regulatory mechanisms involved in sepal color evolution, sepals of two Aquilegia species were subjected to transcriptome and broad-target metabolome analyses. Key regulatory networks were predicted to correlate with the anthocyanin biosynthesis pathway, based on co-joint and weighted gene co-expression network analyses. In total of 9000 differentially expressed genes and 1159 metabolites were identified. Using Kyoto Encyclopedia of Genes and Genomes enrichment analysis, 15 structural genes and 8 anthocyanins were annotated in the pathways of anthocyanin biosynthesis. Anthocyanins were detected in both A. oxysepala species. Cyanidin and delphinidin glucoside were the main substances that determined sepal color in A. oxysepala , and apigenin glucoside was the main respective compound in A. oxysepala f. pallidiflora. Compared with A. oxysepala, A. oxysepala f. pallidiflora exhibited downregulation of anthocyanin biosynthesis and transport genes. ERF, bHLH, B3, C2H2, HB_PHD, Trihelix, WRKY, MYB, NAC, Whirly, and M-type_MADS played key roles in anthocyanin biosynthesis. This study elucidated the molecular characteristics of color variation in A. oxysepala , providing new insights into adaptive evolution of Aquilegia and a theoretical basis for innovative breeding of Aquilegia. [ABSTRACT FROM AUTHOR]

• Disruption of IL-17A interaction with IL-17RA restored efferocytosis in an adjuvant model of RA. • IL-17A suppressed efferocytosis via ADAM17 mediated cleavage of MERTK. • IL-17A driven defective efferocytosis was also dependent on drp-1 mediated mitochondrial fission. • Inhibition of IL-17A binding to IL-17RA sensitized macrophages to immunosuppressive PD-L1 signaling. • Molecular switching of STAT-3 to STAT-5 activation abrogates negative impact of IL-17A signaling on efferocytosis. Defective clearance of apoptotic cells due to impaired efferocytosis sustains error in self-tolerance that exacerbates rheumatoid arthritis (RA). However, the molecular determinant that directly or specifically impairs efferocytosis in RA is not yet studied. We identified a new perspective that IL-17A significantly impedes efferocytosis via preferential activation of the JAK/STAT-3/ADAM17 signaling axis. In contrast, disruption of the IL-17A/IL-17RA interaction using cyanidin or silencing of IL-17RA obstructed JAK/STAT-3 activation that further abolished ADAM17 expression. Subsequent depletion of ADAM17 inhibited the shedding of Mer tyrosine kinase receptor (MERTK), which significantly increased apoptotic cell intake and restored efferocytosis in adjuvant-induced arthritic (AA) model. Concomitantly, the amplification of the efferocytosis process due to IL-17A/IL-17RA interaction disruption was sensitive to mitochondrial fission mediated via Drp-1 phosphorylation downstream of STAT-3 inhibition. As expected, cyanidin treated AA synovial macrophages that exhibited increased efferocytosis demonstrated a phenotypic shift towards CD163 anti-inflammatory phenotype in a STAT-5 dependent manner. Similar results were obtained in IL-17A-sensitized AA synovial macrophages treated with S3I-201 (a STAT-3 inhibitor) indicating that IL-17A influences efferocytosis via the STAT-3 pathway. In view of our previous work where cyanidin restored Th17/Treg balance, our present investigation fulfils a critical gap by providing scientific validation that cyanidin escalated PD-L1 expression during the efferocytosis process that could have impacted the restoration of Th17/Treg balance in an AA model. Together, these data corroborate the hypothesis that IL-17A signaling can impair efferocytosis via regulating STAT-3/ADAM17/FL-MERTK axis and that its inhibition can amplify a pro-resolution signal against RA progression. [ABSTRACT FROM AUTHOR]

• Chiral CNC-cyanidin films with multiple stimulus responses for freshness monitoring. • CNC and cyanidins are ecologically-friendly natural substances with no toxicity. • The samples with enhanced strength exhibit good flexibility under bended states. • CNC-cyanidin films displayed significant color variation over the pH range of 2–13. • The sample could be a convenient and visual diagnostic freshness monitor in real-time. Biobased multi-stimulation materials have received considerable attention for intelligent packaging and anti-counterfeiting applications. Cellulose nanocrystals (CNCs) and cyanidins are good material candidates for monitoring food freshness as they are eco-friendly natural substances. This work incorporated cyanidin with a CNC-hosting substrate to develop a simple, environment-friendly colorimetric device to visualize food freshness. Across the pH range of 2–13, the indicator exhibited noticeable color changes ranging from red to gray and eventually to orange. The CNC-cyanidin (CC) film exhibited a dramatic color change from blue to dark red and high sensitivity at a relative humidity of 30 %–100 %. In corresponding to the total volatile elemental nitrogen (TVB-N) level of shrimp, the indicator showed distinguishable colors at different stages of shrimp. The findings imply that the samples have substantial potential for use as an intelligent indicator for tracking shrimp freshness. [ABSTRACT FROM AUTHOR]

The present study investigated water-soluble pectin (WSP), chelating pectin (CSP), sodium carbonate-soluble pectin (NSP), and cyanidin-3- O -glucoside (C3G). Various ultrasonic treatments (688, 1376, 2064, 2431, and 3437 W/cm2, 10 min) were used to modify the three types of pectin, and the structural changes in pectin and the interaction mechanisms between pectin and cyanidin were analysed. The experimental results indicated that ultrasonic (US) modification reduced the molecular weight and degree of methylation (DE) of pectin. The DE values of WSP and CSP decreased by 24.51% and 80.12%, respectively. US modification disrupted the branched structure of pectin and reduces the ratio of rhamnose/galacturonic acid, which caused an increase in the linearity of pectin. US modification enhanced the interaction between the three pectins and anthocyanins, and the US condition of 2064 W/cm2 for 10 min increased the binding rate by 15.71%–46.18%. NSP had the largest binding rate, and US modification had the greatest improvement in WSP binding rate. After US modification, the particle size of the pectin-cyanidin complex decreased, and the zeta potential increased. After heat treatment, the residual mass percentage of the pectin-C3G complex increased, which suggested that the encapsulation of C3G in pectin improved thermal stability. Therefore, US treatment is a versatile processing tool that reduces the DE of pectin and enhances its linearity, which offers a promising approach to promoting pectin-C3G complexes. [Display omitted] • Ultrasound improved pectin linearity, reduced its molecular weight and methylation. • Ultrasonic modified pectin enhanced its binding ability with cyanidin. • Alkali-soluble pectin had the strongest binding ability for cyanidin. • Binding ability of ultrasonic modified water-soluble pectin was increased the most. • Low methylation and high linearity modification improved pectin binding ability. [ABSTRACT FROM AUTHOR]

[Display omitted] • Freeze-drying increases the extraction rate of anthocyanins from Lycium ruthenicum. • Different drying pretreatment affects anthocyanin composition and concentration. • Ultrasonic-assisted enzymatic extraction of anthocyanins can reach 3.16 g/100 g. • Pretreatments had less effect on the types of anthocyanins, but more on the content. Extraction of anthocyanins from Lycium ruthenicum Murr. (L. ruthenicum) is a notable challenge in food production, requiring methods that balance efficiency and safety. In this study, we conducted a comparative analysis the extraction of anthocyanins by natural air drying (NAD), vacuum freeze drying (VFD), hot air drying (HAD), and vacuum microwave drying (MVD) combined with ultrasonic-assisted enzymolysis extraction (UAEE). The results demonstrated that the extraction yield and antioxidant activity of anthocyanins were significantly higher in VFD. This phenomenon can be attributed to the modification of raw material's microstructure, leading to an increased extraction yield of specific anthocyanins such as Cyanidin-3-galactoside, Delphinidin chloride, Cyanidin, and Petunidin. According to the pretreatment results, the extraction process of anthocyanins was further optimized. The highest yield (3.16 g/100 g) was obtained in following conditions: 0.24 % pectinase, 48 °C, solid:liquid = 1:21, and 21 min ultrasonic time. This study improves the commercial value and potential application of L. ruthenicum in food industry. [ABSTRACT FROM AUTHOR]

[Display omitted] • A methodology combining HPLC-CADD was established to investigate the regulatory effects of food on hepatic glycemic metabolism. • The main components of Chongqing Tuocha, were identified for the first time. These components include catechins, phenolic acids, and flavonols, and a lower amount of anthocyanins. • Our exploration identified Caffeic acid, Pelargonidin, and Cyanidin as potential regulators of liver glucose. We investigated and visualized their mechanisms of action utilizing molecular dynamics simulations. • The constituents identified in Chongqing Tuocha can ultimately influence the expression of the insulin receptor IRS-1 and the glucose receptor GLUT-2 in hepatocytes through FXR/FGF/19, Keap1-Nrf2/OH-1/SOD, and PPAR-α/UCP-2. Chongqing Tuocha (CT) is a regional specialty of southwest China, traditionally believed to have properties that regulate blood sugar levels, although its precise mechanism remains elusive. Our research employed methodologies including HPLC, molecular docking, molecular dynamics simulation, circular dichroism spectrum (CD) and cell experiments to investigate the active compounds and underlying mechanisms of CT in liver glucose metabolism. The findings highlight catechins as the predominant compounds in CT, accompanied by flavonols, glycosides, phenolic acids, and a minor quantity of anthocyanins. Autodock analysis identifies caffeic acid, pelargonin, and cyanidin as showing the highest potential for hypoglycemic effects. Molecular dynamics simulation and CD illustrate intricate binding interactions of small molecular ligands. Cell studies verify the significant impact of these distinctive compounds on downstream proteins associated with critical hypoglycemic pathways. This research elucidates the active compounds and potential mechanisms of CT in managing hypoglycemia, laying the groundwork for forthcoming animal trials and guiding therapeutic interventions. [ABSTRACT FROM AUTHOR]

New antiviral treatments are needed to deal with the unpredictable emergence of viruses. Furthermore, vaccines and antivirals are only available for just a few viral infections, and antiviral drug resistance is an increasing concern. Cyanidin (a natural product also called A18), a key flavonoid that is present in red berries and other fruits, attenuates the development of several diseases, through its anti-inflammatory effects. Regarding its mechanism of action, A18 was identified as an IL-17A inhibitor, resulting in the attenuation of IL-17A signaling and associated diseases in mice. Importantly, A18 also inhibits the NF-κB signaling pathway in different cell types and conditions in vitro and in vivo. In this study, we report that A18 restricts RSV, HSV-1, canine coronavirus, and SARS-CoV-2 multiplication, indicating a broad-spectrum antiviral activity. We also found that A18 can control cytokine and NF-κB induction in RSV-infected cells independently of its antiviral activity. Furthermore, in mice infected with RSV, A18 not only significantly reduces viral titers in the lungs, but also diminishes lung injury. Thus, these results provide evidence that A18 could be used as a broad-spectrum antiviral and may contribute to the development of novel therapeutic targets to control these viral infections and pathogenesis.

Prunus tomentosa Thunb. has excellent nutritional, economic, and ornamental values with different fruit color. The red coloration of fruit is determined by anthocyanin pigmentation, which is an attractive trait for consumers. However, the mechanisms underlying fruit color formation in the P. tomentosa cherry are not well understood. In this research, the pigmentation patterns in red-color P. tomentosa (RP) fruit and white-color P. tomentosa (WP) were evaluated. Anthocyanin content in matured RP fruit was significantly abundant compared with WP fruit. Metabolomic profiling revealed that pelargonidin 3- O -glucoside, cyanidin 3- O -rutinoside, and pelargonidin 3- O -rutinoside were the predominant anthocyanin compounds in the RP fruit, while, WP fruit had less anthocyanin compositions and lower level. Then, integrative analyses of transcriptome and metabolome identified 285 significant differentially expressed genes (DEGs) closely related to anthocyanin differentially expressed metabolites (DEMs). Among them, nine genes were involved in anthocyanin biosynthesis, transport and degradation pathway, including four biosynthesis genes (PtPAL1 , PtDFR , PtANS, and PtUFGT), two transport genes (PtGST11 , PtABC10), and three degradation genes (PtPOD1 , PtPOD16, PtPOD73). Transcriptome data and real-time PCR showed that the transcript levels of biosynthesis and transport genes were significantly higher in RP than in WP, especially PtANS, PtUFGT, and PtGST11 , suggesting they may play key roles in red-colored fruit formation. Meanwhile, the degradation-related genes PtPOD1/16/73 took on exactly opposite trend, suggesting their potential effects on anthocyanin degradation. These results provide novel insights into color patterns formation mechanisms of cherries fruit, and the candidate key genes identified in anthocyanin biosynthesis, transport and degradation may provide a valuable resource for cherry breeding research in future. [ABSTRACT FROM AUTHOR]

Aqueous methanolic (20:80) crude extract of the outer peel of Allium ascalonicum (onions) was fractionated into anthocyanin (II), acidic (i.e., phenolic acids, Ia), neutral A (i.e., flavanols, Ib) and neutral B (i.e., flavonols, Ic) phenols using C-18 and hydrophilic-lipophilic balanced (HLB) Co-polymer cartridges. The fractions were analysed for total phenolic, total flavonoids, antibacterial activity, antioxidant potential and lipoxygenase (LOX) inhibition. The recovery of total phenols and bio functional activity in all fractions were found to be more in HLB. All fractions showed antimicrobial activity against tested strains with phenolic acids (Ia) being most active and flavanol (Ib) least active, while the highest free radical scavenging, reducing power and LOX inhibition was exhibited by flavonol (Ic) and least by flavanols (Ib). HPLC analysis revealed the presence of vanillic acid and quercetin in non-anthocyanin I and cyanidin in anthocyanin II. [ABSTRACT FROM AUTHOR]

Red amaranth is an important fresh vegetable with valuable nutritional properties. Blue light is favorable for the accumulation of many metabolites and inhibits hypocotyl elongation in plants. However, the relation between metabolite induction and the inhibition of hypocotyl elongation by blue light in red amaranth is unclear. Here, we used LC-MS/MS-based widely targeted metabolomics to identify key compounds and to compare the metabolite composition of red amaranth under dark and blue light conditions. A total of 444 metabolites were identified, 37 of which differed between the two conditions. A pathway enrichment analysis also identified significant differences between the two conditions. Fifteen lipids, all up-regulated under the blue light, were significantly different. The amino acid content was lower under the blue light than under the dark condition. We found cyanidin chloride and anthocyanin 3-O-beta-D-glucoside which are the two components involved in the anthocyanin pathway. Our results verify the high nutritional quality of the red amaranth and suggest that blue light influences metabolite synthesis and hypocotyl elongation in the species. [ABSTRACT FROM AUTHOR]

Tulipa gesneriana has rich cultivars with abundant flower colors; among them, black tulips have become precious cultivars for their rareness in nature. It is of great significance to understand its color formation mechanism for breeding new cultivars with a blackish flower color in the future. In this present study, petals at five developmental stages of Tulipa gesneriana 'Queen of Night' (shorted for 'QN'), a typical black tulip cultivar, were collected to identity the flavonoid composition and compare the accumulation along with the flower development process, aiming to explore the metabolic mechanism of its flower coloration. By using UPLC-Q-TOF-MS, three anthocyanins and nineteen anthoxanthins (including eighteen flavonols and one flavone) were detected in the petals of 'QN'. The anthocyanins were identified as delphinidin 3-o-rutinoside, cyanidin 3-o-rutinoside and pelargonidin 3-o-rutinoside, respectively. The main flavonols were identified as quercetin, kaempferol, isorhamnetin, naringin and their glycosides. The only one flavone substance was identified as an apigenin derivative. By comparing the content, anthocyanins were the most abundant substance in the petals of 'QN', and showed obvious regularity in the development process. With the flower opening, the anthocyanin content accumulated continuously, and reached the highest level at 3575.9 μg·g−1·FW at S5, accounting for 80% of the total flavonoids. Among them, delphinidin 3-o-rutinoside and cyanidin 3-o-rutinoside made the main contribution to the coloration of 'QN'. The content of anthoxanthins increased first and then decreased, reaching the highest to 1114.8 μg·g−1·FW at S3. Quercetin and its glycosides were the most important flavonol substances in the petals of 'QN', accounting for more than 60% of the total anthoxanthins in the five stages. The content of a flavone identified was extremely low, suggesting a limited role in the flower color of 'QN'. Taken together, the flower color presentation of 'QN' was closely related to the composition and accumulation of anthocyanins and flavonols; anthocyanins were the main substances that determine the petal coloration of 'QN', and the high content of flavonols played a role of co-pigmentation with these anthocyanins. [ABSTRACT FROM AUTHOR]

The present study was carried out to evaluate and compare in vitro antioxidant (2,2-diphenyl-1-picrylhydrazyl (DPPH), Trolox equivalent antioxidant capacity (TEAC), and ferric reducing antioxidant power (FRAP)), antimicrobial, anticancer activities, and the individual carotenoids and anthocyanins content of methanol extracts of the Cyclamen genotypes: Persian cyclamen accessions (Cyclamen persicum Mill.), sowbread (C. mirabile Hildebr.), and ivy-leaved cyclamen (C. hederifolium Mill.) aerial parts. The HPLC-PDA analysis revealed the presence of five individual carotenoids (i.e., neoxanthin, violaxanthin, lutein, β-carotene, and cis-β-carotene) as the main compounds in Cyclamen leaves, and the presence of seven individual anthocycanins (i.e., cyanidin 3,5-di-O-glucoside, peonidin-rutinoside, peonidin 3,5-di-O-glucoside, peonidin 3-O-glucoside, malvidin 3-O-glucoside, malvidin 3,5-di-O-glucoside, and malvidin-rutinoside) in Cyclamen flowers reported, hereby, for the first time. The highest phenolic content was found in the leaves of LC6, C. mirabile (46.32 ± 0.14 mg/g gallic acid equivalents [GAE]), and in the flowers of C. persicum Merengue Magenta (FC15) (58.63 ± 0.17 mg/g GAE), whereas the highest flavonoid content was reported in C. persicum Halios Falbala leaves, namely LC9 (54.90 ± 0.27 mg/g quercetin equivalents [QE]) and in flowers of C. persicum Victora (FC2) (77.87 ± 0.25 mg/g QE). The highest antioxidant activity in DPPH and FRAP assays was reported in C. persicum Dark Violet (LC1) and Victoria (LC2), whereas C. mirabile (LC6) had the highest activity in the TEAC assay. In flowers, high antioxidant activities in DPPH and TEAC were noticed in C. persicum Superserie Red (FC7) and Dark Violet (FC1), respectively, and Halios Falbala (FC9) exhibited the highest activity in the TEAC assay. Additionally, FC9 exhibited the highest antibacterial activity in almost all tested bacteria compared with the leaves extracts. Furthermore, the highest in vitro citotoxicity in MDA-MB-231 cells was noticed in C. hederifolium LC18 (56.71–69.35%) and FC18 (40.07–41.43%), with a lower effect against BJ cells demonstrating selective toxicity. The above findings, highlight the potential use of the Cyclamen flower and leaf extracts as significant anticancer agents along with their antioxidant and antimicrobial properties. [ABSTRACT FROM AUTHOR]

Flower color, largely determined by anthocyanin, is one of the most important ornamental values of Rhododendron delavayi. However, scant information of anthocyanin biosynthesis has been reported in R. delavayi. We found that anthocyanidin 3- O -glycosides were the predominant anthocyanins detected in R. delavayi flowers accounting for 93.68–96.31% of the total anthocyanins during its development, which indicated the key role of flavonoid 3- O -glycosyltransferase (3GT) on R. delavayi flower color formation. Subsequently, based on correlation analysis between anthocyanins accumulation and Rd3GTs expressions during flower development, Rd3GT1 and Rd3GT6 were preliminarily identified as the pivotal 3GT genes involved in the formation of color of R. delavayi flower. Tissue-specific expressions of Rd3GT1 and Rd3GT6 were examined, and their function as 3GT in vivo was confirmed through introducing into Arabidopsis UGT78D2 mutant and Nicotiana tabacum plants. Furthermore, biochemical characterizations showed that both Rd3GT1 and Rd3GT6 could catalyze the addition of UDP-sugar to the 3-OH of anthocyanidin, and preferred UDP-Gal as their sugar donor and cyanidin as the most efficient substrate. This study not only provides insights into the biosynthesis of anthocyanin in R. delavayi , but also makes contribution to understand the mechanisms of its flower color formation. [ABSTRACT FROM AUTHOR]

Peanut (Arachis hypogaea L.) is one of the most important economic and oil crops in the world. At present, peanut varieties with rich anthocyanin in testa are rare in the market, but the selection and breeding of varieties with the related traits has always attracted the attention of breeders. In this study, two peanut varieties with the pink and purple testa, G110 (G) and Z18-40 (Z) were used to conduct interaction joint analysis of multi-omics and miRNA-target gene. The anthocyanin content of Z18-40 was 7.49–8.62-folds higher than G110 on 30 DAF (days after flowering) and 45 DAF via Ultraviolet-visible Spectrophotometer (UV-5800, Shanghai, China). And then, a total of 14 candidate genes related with the anthocyanin biosynthesis were identified for correlation in different comparison groups (R 2 ≥ 0.80), among of a novel gene Ah21440 related with hydroxycinnamoyl transferase (HCT) biosynthesis was identified. In addition, Cyanidin 3-O-glucoside (Kuromanin, pmb0550) was the only common differentially accumulated metabolite (DAM) identified using multi-omics joint analysis in G1_vs_G2, Z1_vs_Z2, G1_vs_Z1, and G2_vs_Z2, respectively. Correlation analysis of miRNA-target genes and DEGs in the transcriptome shows that, AhmiR2950 , AhmiR398 , AhmiR50 , and AhmiR51 regulated to HCT and chalcone biosynthesis related candidate genes (Ah21440 , AhCHS , AhCHI). Lastly, all of 14 candidate genes and 4 differentially expressed miRNAs were validated using quantitative real-time PCR (qRT-PCR), which trends were consistent with that of the former transcriptome data. The results provide important reference for in-depth research on the anthocyanin metabolism mechanism in peanut testa. [ABSTRACT FROM AUTHOR]

Prunus mume var. purpurea, commonly known as "Red Bone", is a special variety with pink or purple-red xylem. It is famous due to gorgeous petals and delightful aromas, playing important roles in urban landscaping. The regulation mechanism of color formation in P. mume var. purpurea stem development is unclear. Here, we conducted a comprehensive analysis of transcriptome and metabolome in WYY ('Wuyuyu' accession, red stem) and FLE ('Fei Lve' accession, green stem), and found a total of 256 differential metabolites. At least 14 anthocyanins were detected in WYY, wherein cyanidin 3,5-O-diglucoside and peonidin3-O-glucoside were significantly accumulated through LC-MS/MS analysis. Transcriptome data showed that the genes related to flavonoid-anthocyanin biosynthesis pathways were significantly enriched in WYY. The ratio of dihydroflavonol 4-reductase (DFR) and flavonol synthase (FLS) expression levels may affect metabolic balance in WYY, suggesting a vital role in xylem color formation. In addition, several transcription factors were up-regulated, which may be the key factors contributing to transcriptional changes in anthocyanin synthesis. Overall, the results provide a reference for further research on the molecular mechanism of xylem color regulation in P. mume and lay a theoretical foundation for cultivating new varieties. [ABSTRACT FROM AUTHOR]

Excessive exposure to solar radiation is associated with several deleterious effects on human skin. These effects vary from the occasional simple sunburn to conditions resulting from chronic exposure such as skin aging and cancers. Secondary metabolites from the plant kingdom, including phenolic compounds, show relevant photoprotective activities. In this study, we evaluated the potential photoprotective activity of a phytocomplex derived from three varieties of red orange (Citrus sinensis (L.) Osbeck). We used an in vitro model of skin photoaging on two human cell lines, evaluating the protective effects of the phytocomplex in the pathways involved in the response to damage induced by UVA-B. The antioxidant capacity of the extract was determined at the same time as evaluating its influence on the cellular redox state (ROS levels and total thiol groups). In addition, the potential protective action against DNA damage induced by UVA-B and the effects on mRNA and protein expression of collagen, elastin, MMP1, and MMP9 were investigated, including some inflammatory markers (TNF-α, IL-6, and total and phospho NFkB) by ELISA. The obtained results highlight the capacity of the extract to protect cells both from oxidative stress—preserving RSH (p < 0.05) content and reducing ROS (p < 0.01) levels—and from UVA-B-induced DNA damage. Furthermore, the phytocomplex is able to counteract harmful effects through the significant downregulation of proinflammatory markers (p < 0.05) and MMPs (p < 0.05) and by promoting the remodeling of the extracellular matrix through collagen and elastin expression. This allows the conclusion that red orange extract, with its strong antioxidant and photoprotective properties, represents a safe and effective option to prevent photoaging caused by UVA-B exposure. [ABSTRACT FROM AUTHOR]

In this study, we performed an association analysis of metabolomics and transcriptomics to reveal the anthocyanin biosynthesis mechanism in a new purple-leaf tea cultivar Zikui (Camellia sinensis cv. Zikui) (ZK). Three glycosylated anthocyanins were identified, including petunidin 3-O-glucoside, cyanidin 3-O-galactoside, and cyanidin 3-O-glucoside, and their contents were the highest in ZK leaves at 15 days. This is the first report on petunidin 3-O-glucoside in purple-leaf tea. Integrated analysis of the transcriptome and metabolome identified eleven dependent transcription factors, among which CsMYB90 had strong correlations with petunidin 3-O-glucoside, cyanidin 3-O-galactoside, and cyanidin 3-O-glucoside (PCC > 0.8). Furthermore, we also identified key correlated structural genes, including two positively correlated F3'H (flavonoid-3′-hydroxylase) genes, two positively correlated ANS (anthocyanin synthase) genes, and three negatively correlated PPO (polyphenol oxidase) genes. Overexpression of CsMYB90 in tobacco resulted in dark-purple transgenic calluses. These results showed that the increased accumulation of three anthocyanins in ZK may promote purple-leaf coloration because of changes in the expression levels of genes, including CsMYB90, F3'Hs, ANSs, and PPOs. These findings reveal new insight into the molecular mechanism of anthocyanin biosynthesis in purple-leaf tea plants and provide a series of candidate genes for the breeding of anthocyanin-rich cultivars. [ABSTRACT FROM AUTHOR]

Neurotoxicity seriously affects the normal function of the nervous system. Cyanidin‐3‐O‐glucoside (C3G) is the most abundant anthocyanin widely distributed in plants. Using β‐amyloid (Aβ) transgenic Caenorhabditis elegans and cell models, the neuroprotective effect of C3G was examined. The results showed that C3G remarkably suppressed Aβ aggregation, enhanced antioxidant capacity, improved the sensitive capacity towards chemical compounds, and boosted the memory ability of C. elegans. There was no significant difference between preventive and long‐term treatment groups at the same dosage of C3G. Given the rapid metabolism and oxidation of C3G in vivo, the antioxidative and anti‐inflammatory activities of C3G, the metabolite cyanidin (Cy), oxidation products of Cy (OP), as well as protocatechuic acid (PCA) at the corresponding level in OP were compared by using lipopolysaccharide (LPS)‐stimulated BV2 microglia cell model. The results indicated that C3G, Cy, and OP could prevent BV2 cells against LPS‐induced inflammation and oxidative damage. There was no significant difference on antioxidative and anti‐inflammatory activities among C3G, Cy, and OP at the same level. Notably, PCA at the corresponding concentration in OP exhibited limited antioxidative and anti‐inflammatory activities. The results suggested that C3G could exert neuroprotective function through the metabolite Cy and its oxidation products by inhibiting inflammation and oxidative damage, and PCA was not the primary bioactive species in OP. Practical Application: This study confirmed the neuroprotection of cyanidin‐3‐O‐glucoside (C3G) in transgenic Caenorhabditis elegans. C3G, its metabolite cyanidin (Cy), and oxidation products of Cy (OP) alleviated both neuroinflammation and oxidative damage. It highlighted that C3G‐rich foods could exert neuroprotective potential through their oxidation products, the constitution, and existence of OP in vivo need further study. [ABSTRACT FROM AUTHOR]

The development of interest in anthocyanins in recent years is associated with an increase in the range of applications of these natural glycosides, contained in plants and berries, the color changes from red to blue with increasing pH. In addition to coloring properties (clay, fabric, hair), the use of anthocyanins - components of red and blue berries (including blueberries) - helps to reduce the risk of cardiovascular disease, Parkinson's disease and more. Most practical studies concern the interaction of anthocyanins with surfaces (clay, tissue, gastrointestinal mucosa, etc.) that have many hydroxyl groups. Therefore, the question of determining the approximate pH range is relevant, in which such an interaction is most likely. The aim of the work was to determine the priority form of the dye (according to the pH of the medium), which can be better fixed on the surface of kaolin. Simulation of the interaction of cyanidin with the surface of white clay was performed by the Hartree-Fock-Rutaan method, using the GAMESS software package. The paper presents the results of modeling the interaction of different forms of the anthocyanin model - cyanidin (the content of cyanidin in plants is 50 % of the mass of all types of anthocyanins) in solutions with pH<3 (red - forms of cyanidin), 37 (blue) with a hydroxylated surface of white clay - kaolin, having different types of hydroxyl groups. The aglycone part of the cyanidin molecule artificially was approached at a distance of approximately 2.5 Å to the surface of kaolin. It was shown, that the quinoid form of cyanidin (violet) was the most active of the three forms, mainly in interaction with the silanol groups of the kaolin surface. The form of cyanidin at pH<3 (red) have the lowest energies of interaction with the surface of kaolin. [ABSTRACT FROM AUTHOR]

Raspberry juice obtained from fresh raspberry fruits was encapsulated separately using gum Arabic (GA), maltodextrin (MT), and waxy starch (WS) (1:10, w/v) and freeze-dried to develop raspberry juice powders (RBJP). The powders were characterised based on their physicochemical and phytochemical composition and their rheological and antioxidative properties, which significantly varied among the carriers. GA- and MT-encapsulated RBJP exhibited a better colour, higher yield, oil holding capacity, total anthocyanin content, and antioxidant properties. WS-encapsulated powder showed a better water holding capacity and total phenolic content; however, the powder was characterised by low solubility, total soluble solids, and redness. Hygroscopicity and titratable acidity did not significantly (p > 0.05) vary among the powders. Cyanidin diglucoside, the main anthocyanin compound identified in the RBJP, was significantly higher in MT (2549.89 µg/g) compared to GA (1935.45 µg/g) and WS (1458.81 µg/g). The RBJP produced using MT and GA showed irregular-shaped and non-spherical particles, which were less agglomerated and relatively larger, while the WS powder exhibited more uniform, spherical particles, which agglomerated together. An X-ray diffraction analysis showed that GA and MT powders had an amorphous structure with minimum crystallinity, while RBJP from WS was crystalline. It can be concluded that GA and MT produced RBJP with quality attributes relevant to the food industry. [ABSTRACT FROM AUTHOR]

Background: The search for ideal drugs with absolute antiviral activity against SARS-CoV-2 is still in place, and attention has been recently drawn to natural products. Several molecular targets have been identified as points of therapeutic intervention. The targets used in this study include SARS-CoV-2 helicase, spike protein, RNA-dependent RNA polymerase, main protease, and human ACE-2. An integrative computer-aided approach, which includes molecular docking, pharmacophore modeling, and pharmacokinetic profiling, was employed to identify anthocyanins with robust multiple antiviral activities against these SARS-CoV-2 targets. Result: Four anthocyanins (Delphinidin 3-O-glucosyl-glucoside, Cyanidin 3-O-glucosyl-rutinoside, Cyanidin 3-(p-coumaroyl)-diglucoside-5-glucoside), and Nasunin) with robust multiple inhibitory interactions were identified from a library of 118 anthocyanins using computer-aided techniques. These compounds exhibited very good binding affinity to the protein targets and moderate pharmacokinetic profiles. However, Cyanidin 3-O-glucosyl-rutinoside is reported to be the most suitable drug candidate with multiple antiviral effects against SARS-CoV-2 due to its good binding affinity to all five protein targets engaged in the study. Conclusions: The anthocyanins reported in this study exhibit robust binding affinities and strong inhibitory molecular interactions with the target proteins and could be well exploited as potential drug candidates with potent multiple antiviral effects against COVID-19. [ABSTRACT FROM AUTHOR]

The present study was undertaken to determine the scope of sweetpotato cultivation in arid regions of China. For this purpose, we investigated yield, anthocyanin compositions and physicochemical properties of starch in purple-fleshed sweetpotato (PFSP) "Xuzishu8" under humid (zi8-X) and arid (zi8-D) environments of China. The experiment was conducted in three replications in both environments during 2019 and 2020. The yield and anthocyanidins contents of PFSP were significantly higher in the arid conditions as compared to humid. Zi8-X and zi8-D both revealed the presence of three anthocyanidins, namely, cyanidin (Cy), peonidin (Pn), and pelargonidin (Pg). Cy and Pn accounted for 36.40 and 63.54% of the total anthocyanidins in zi8-X, while in zi8-D, they were found as 26.13 and 73.80%, respectively. The quantitative analysis of these anthocyanins was performed using HPLC-ESI-MS/MS which revealed eighteen anthocyanins such as nine Cy, eight Pn and one Pg. Out of which, eleven anthocyanins showed a significant difference under both conditions. Starch and amylopectin contents were found to be increased by 15.39 and 4.71%, respectively, while the amylose concentration was reduced by 15.54% under the arid environment. The diameter of the starch granule and the peak viscosity were significantly higher under arid as compared to humid conditions. On the basis of results of this study, it seems quite practicable to develop PFSP cultivation in desert regions. [ABSTRACT FROM AUTHOR]

For the first time, the methods of high-performance liquid chromatography coupled with mass-spectrometry (HPLC-MS) and pH differential method spectrophotometry were used for the detailed study of qualitative and quantitative composition of the anthocyanin spectrum of the flowers of 14 common lilac varieties (Syringa vulgaris L), belonging to various colour groups of introduced specimens of the in vitro collection of the Central Botanical Garden of the National Academy of Sciences of Belarus, of Belarus. Based on the findings of chromatography, spectral measurements and their comparison with authentic samples, and according to literature data, lilac flower anthocyanins were identified as coumaroyl-hexosides or rutinosides of delphinidin and cyanidin. All varieties can be divided for convenience into three groups according to the presence and content of delphinidin and cyanidin derivatives: not containing any (light colours: white, bluish); containing only cyanidin derivatives (dark colours); containing delphinidin and cyanidin derivatives (complex colours: pinkish lilac, violet blue, lilac violet). It is established that anthocyanin content varies depending on the colour; according to HPLC, flowers either do not contain anthocyanins, or contain them in the range of 0.32–3.80 mg/100 g dry weight; according to pH differential spectrophotometry, the flowers contain 0.03–3.71 mg/100 g dry weight anthocyanin pigments. The obtained data will give additional information about documenting lilac varieties; their description is published on the Internet, in the HBC-Info information storage and retrieval system (http://hbc.bas-net.by). [ABSTRACT FROM AUTHOR]

Summary: Flesh colour, which is affected by cultivars and browning, can largely impact consumer acceptance in fresh‐cut apples. The study profiled phenolic metabolites from apple flesh of twenty‐three cultivars by widely targeted metabolomics. Comparison among white‐ and yellow‐fleshed cultivars showed fifteen phenolics, mainly quercetin 3‐O‐glucoside, hyperoside, hesperetin 5‐O‐glucoside and cymaroside, in white‐fleshed apples were significantly higher than those in yellow‐fleshed apples. It may indicate a metabolite basis of yellow and white flesh colour, and better potential nutrition in white‐fleshed apples. In addition, ten phenolic metabolites including five cyanidin glycosides showed significant differences between the highest and the lowest browning groups, indicating them may be crucial in browning of fresh‐cut apple. This work elucidates the differences of phenolic profiles among apple cultivars with different flesh colour and provides useful data to evaluate the suitability of apple for fresh‐cut processing. [ABSTRACT FROM AUTHOR]

Coloring in apple fruit due to anthocyanin accumulation is inhibited by high temperature; however, the underlying mechanism remains unclear. In the present study, total anthocyanin and cyanidin 3-galactoside contents were determined and compared between cv. 'Redchief Delicious' apple fruits at 25 °C and 35 °C treatments. The high temperature (35 °C) treatment substantially decreased total anthocyanin and cyanidin 3-galactoside contents. The transcriptomes of 25 °C- and 35 °C-treated apples were analyzed by high-throughput RNA sequencing. A total of 8354 differentially expressed genes (DEGs) were detected at four time points corresponding to the two temperature treatments. The up-regulated DEGs were annotated using GO as well as KEGG databases. A network module of 528 genes (including 21 transcription factors) most associated with the total anthocyanin and cyanidin 3-galactoside contents was constructed by weighted correlation network analysis (WGCNA). In the WGCNA module, we unearthed a LOB domain-containing gene designated as MdLBD37. The expression of MdLBD37 was sharply up-regulated by high temperature and negatively correlated with the total anthocyanin and cyanidin 3-galactoside contents. Overexpression of MdLBD37 in apple fruit and calli decreased the expression of anthocyanin biosynthetic genes, such as MdCHI, MdCHS, MdF3H, MdANS, MdDFR, and MdUFGT, along with anthocyanin accumulation. Our results suggested that MdLBD37 significantly influenced the high-temperature inhibition of anthocyanin accumulation in apples. The findings shed more light on the mechanism of anthocyanin inhibition during high-temperature stress in apples. [ABSTRACT FROM AUTHOR]

Cyanidin-3-O-glucoside (C3G) is a natural anthocyanin abundant in fruits and vegetables that interacts and possibly modulates energy metabolism and oxidative stress. This study investigated the effect of C3G on gluconeogenesis and cancer cell senescence. C3G activates adenosine monophosphate-activated protein kinase (AMPK), a cellular energy sensor involved in metabolism and the aging process. C3G suppressed hepatic gluconeogenesis by reducing the expression of gluconeogenic genes through the phosphorylation inactivation of CRTC2 and HDAC5 coactivators via AMPK. C3G did not directly interact with AMPK but, instead, activated AMPK through the adiponectin receptor signaling pathway, as demonstrated through adiponectin receptor gene knockdown experiments. In addition, C3G increased cellular AMP levels in cultured hepatocytes, and the oral administration of C3G in mice elevated their plasma adiponectin concentrations. These effects collectively contribute to the activation of AMPK. In addition, C3G showed potent antioxidant activity and induced cellular senescence, and apoptosis in oxidative-stress induced senescence in hepatocarcinoma cells. C3G increased senescence-associated β-galactosidase expression, while increasing the expression levels of P16, P21 and P53, key markers of cellular senescence. These findings demonstrate that anthocyanin C3G achieves hypoglycemic effects via AMPK activation and the subsequent suppression of gluconeogenesis and exhibits anti-cancer activity through the induction of apoptosis and cellular senescence. [ABSTRACT FROM AUTHOR]

Changes in color and color stability of cyanidin and cyanidin 3-O-β-glucopyranoside (Cy3Glc) in aqueous solutions were investigated at pHs from 0.5 to 13.1, by combination of colorimetry and spectrophotometry. The glucosidic substitution at C-3 of cyanidin (i.e., Cy3Glc), moved the tonalities toward the yellow pole of the chromatic circle, which resulted in high Chroma increases and a hypsochromically shifted visible absorbance maximum (λmax-vis). Under the most acidic and alkaline conditions, cyanidin showed greater Lightness compared with the rest of the pH range. At these extreme pHs, the lower Lightness of Cy3Glc was coupled with a high Chroma value. As a consequence, Cy3Glc showed its most intense color under the most acidic and alkaline conditions, and did not show visually perceptible color at neutral pH. At pH

Major solutions to human health challenges are encrypted in nature's resources. Despite the focus of contemporary research on characterizing plant natural products and phytochemicals, a vast number of plants are yet to be discovered, or their products functionally characterized. Garlic is one of the most common traditional Chinese medicinal plants and a hub of over 200 diverse phytochemicals. Interestingly, allistatin is a phytochemical frequently mentioned alongside allicin in research articles on Garlic (Allium sativum) and has been reported to possess interesting therapeutic activities. However, there are no reports on the proper characterization of allistatin or any of its structural information available on public repositories or databases. Moreover, experimental evidence to back up the claims of its therapeutic bioactivities is not available in any accessible literature. All of these have hampered prospective studies with allistatin and possible discoveries of novel therapeutic activities. This review provides a piece of up-to-date information on allistatin and a hypothetical prediction of the nature of its structure from the sparsely available information. Available information on its bioactivities was also reviewed, although very sparse evidence on their mechanism of action. Finally, a pathway towards the complete characterization of allistatin was suggested as a future prospect.

Environmentally-friendly, cyanidin(Cy)-based anthocyanin isolated from red-cabbage served as a spectroscopic probe imprinted onto chitosan nanoparticles (CsNPs), which were in turn integrated onto cellulose paper strip (CPS) as a host matrix to develop a metallochromic solid state sensor for real-time selective determination of ferric ions in an aqueous medium. The ferric transition metal ions in aqueous environments were detected using a novel, simple, portable, fast responsive, low-cost, real-time, environmentally safe, reversible and colorimetric sensor based on chitosan nanoparticles as a hosting biopolymer and cyanidin phenol chromophore as a biomolecular probe. In order to use the cyanidin biomolecule as a pH indicator and chelating agent, it was purified from red-cabbage and added into the CsNPs biosensor film. The colorimetric shift increased in direct proportion to the ferric ion concentration. As a result, the current research that was both qualitative and quantitative was carried out. While the Cy-CsNPs-CPS sensor showed high selectivity for ferric ions, no color change was detected for other metal cations. It was discovered that the detection process occurred as a result of a coordination complex formed between the active sites of phenolic cyanidin and Fe(III) ions. • Cyanidin extract from red-cabbage was imprinted into nanochitosan. • Cyanidin-nanochitosan was immobilized onto cellulose paper strips by dip-coating. • Sensor strip showed colorimetric sensitivity and selectivity to FeCl 3(aq). • Color shifted from white to pink upon immersion in FeCl 3(aq). • The detection limit was monitored in the concentration range of 10–400 mg/L. [ABSTRACT FROM AUTHOR]

Background: Androgenetic alopecia (AGA) is a genetic disorder caused by dihydrotestosterone (DHT), accompanied by the senescence of androgen-sensitive dermal papilla cells (DPCs) located in the base of hair follicles. DHT causes DPC senescence in AGA through mitochondrial dysfunction. However, the mechanism of this pathogenesis remains unknown. In this study, we investigated the protective role of cyanidins on DHT-induced mitochondrial dysfunction and DPC senescence and the regulatory mechanism involved. Methods: DPCs were used to investigate the effect of DHT on mitochondrial dysfunction with MitoSOX and Rhod-2 staining. Senescence-associated β-galactosidase activity assay was performed to examine the involvement of membrane AR-mediated signaling in DHT-induced DPC senescence. AGA mice model was used to study the cyanidins on DHT-induced hair growth deceleration. Results: Cyanidin 3-O-arabinoside (C3A) effectively decreased DHT-induced mtROS accumulation in DPCs, and C3A reversed the DHT-induced DPC senescence. Excessive mitochondrial calcium accumulation was blocked by C3A. C3A inhibited p38-mediated voltage-dependent anion channel 1 (VDAC1) expression that contributes to mitochondria-associated ER membrane (MAM) formation and transfer of calcium via VDAC1–IP3R1 interactions. DHT-induced MAM formation resulted in increase of DPC senescence. In AGA mice models, C3A restored DHT-induced hair growth deceleration, which activated hair follicle stem cell proliferation. Conclusions: C3A is a promising natural compound for AGA treatments against DHT-induced DPC senescence through reduction of MAM formation and mitochondrial dysfunction. [ABSTRACT FROM AUTHOR]