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Volatile fatty acid derivatives (VFADs) play a significant role in contributing to flowery–fruity flavor black tea. Innovative black tea is typically crafted from aroma-intensive tea cultivars, such as Jinmudan, using defined production methodologies. In this study, the during-processing tea leaves of innovative black tea were applied as materials, and we selected a total of 45 VFADs, comprising 11 derived aldehydes, nine derived alcohols, and 25 derived esters. Furthermore, the dynamic variations of these VFADs were uncovered. Transcriptome analysis was performed to identify genes involved in the LOX (lipoxygenase) pathway, resulting in the identification of 17 CsLOX genes, one hydrogen peroxide lyase (CsHPL) gene, 11 alcohol dehydrogenases (CsADH) genes, 11 genes as acyl CoA oxidase (CsACOX) genes, and three allene oxide synthase (CsAOS) genes. Additionally, the expression levels of these genes were measured, indicating that the processing treatments of innovative black tea, particularly turn-over and fermentation, had a stimulation effect on most genes. Finally, qRT-PCR verification and correlation analysis were conducted to explain the relationship between VFADs and candidate genes. This study aims to provide a reference for illuminating the formation mechanisms of aroma compounds in innovative black tea, thereby inspiring the optimization of innovative processing techniques and enhancing the overall quality of black tea. [ABSTRACT FROM AUTHOR]

Long-chain fatty acid transport protein 1 (FATP1) is a member of the fatty acid transporter family. It facilitates transmembrane transport of fatty acids and participates in lipid metabolism. Lipids are essential components of the cell and organelle membranes of Trichinella spiralis. The nematode has lost the capacity to synthesise the necessary lipids de novo and has instead evolved to obtain fatty acids and their derivatives from its host. This study aims to ascertain the primary biological characteristics and roles of T. spiralis FATP1 (TsFATP1) in lipid metabolism, larval moulting, and the development of this nematode. The results show that TsFATP1 is highly expressed at enteral T. spiralis stages, mainly localised at the cuticle, the stichosome and the intrauterine embryos of the parasite. The silencing of the TsFATP1 gene by TsFATP1-specific dsRNA significantly decreases the expression levels of TsFATP1 in the worm. It reduces the contents of ATP, triglycerides, total cholesterol, and phospholipids both in vitro and in vivo. RNAi inhibits lipid metabolism, moulting, and the growth of this nematode. The results demonstrate that TsFATP1 plays an essential role in lipid metabolism, moulting, and the development of T. spiralis. It could also be a target candidate for the anti-Trichinella vaccine and drugs. [ABSTRACT FROM AUTHOR]

The role of primary metabolism during Brassica napus-Plasmodiophora brassicae interaction leading to clubroot resistance has not yet been investigated thoroughly. In this study, we investigated some of the primary metabolites and their derivatives as well as expression of the genes involved in their biosynthesis to decipher this host-pathogen interaction. For this, two sets (clubroot resistant and susceptible) of canola lines were inoculated with P. brassicae pathotype 3A to investigate the endogenous levels of primary metabolites at 7-, 14-, and 21-days after inoculation (DAI). The associated pathways were curated, and expression of the selected genes was analyzed using qRT-PCR. Our results suggested the possible involvement of polyamines (spermidine and spermine) in clubroot susceptibility. Some of the amino acids were highly abundant at 7- or 14-DAI in both resistant and susceptible lines; however, glutamine and the amino acid derivative phenylethylamine showed higher endogenous levels in the resistant lines at later stages of infection. Organic acids such as malic, fumaric, succinic, lactic and citric acids were abundant in the susceptible lines. Conversely, the abundance of salicylic acid (SA) and the expression of benzoate/salicylate carboxyl methyltransferase (BSMT) were higher in the resistant lines at the secondary stage of infection. A reduced disease severity index and gall size were observed when exogenous SA (1.0 mM) was applied to susceptible B. napus; this further supported the role of SA in clubroot resistance. In addition, a higher accumulation of fatty acids and significant upregulation of the pathway genes, glycerol-3-phosphate dehydrogenase (GPD) and amino alcohol phosphotransferase (AAPT) were observed in the resistant lines at 14- and 21-DAI. In contrast, some of the fatty acid derivatives such as phosphatidylcholines represented a lower level in the resistant lines. In conclusion, our findings provided additional insights into the possible involvement of primary metabolites and their derivatives in clubroot resistance. [ABSTRACT FROM AUTHOR]

Background: Echinometra mathaei (family Echinometridae), is one of the sea urchins widely distributed on the Egyptian coasts in the Red Sea. This organism contains edible and non-edible parts. The present study was carried out to analyze and identify the metabolites present in the non-edible parts (Aristotle's lantern and viscera) using LC/MS. Also, the cytotoxic activity on Vero cell line and antiviral activity against herpes simplex virus type 1 were evaluated using MTT colorimetric assay. Results: Chemical profiling of the crude extracts of Aristotle's lantern and viscera using LC/MS indicated the presence of 51 and 59 compounds, respectively. The main metabolites present in both non-edible parts were phospholipids, amino acids, peptides, fatty acids and glycerol derivatives. However, the characteristic difference was the presence of carotenoid pigments only in viscera. The crude extract of Aristotle's lantern and viscera showed no cytotoxic activity on Vero cell line and significant antiviral activity against herpes simplex virus with an IC50 value equal to 115.48 ± 1.20 and 122.4 ± 0.50 µg/mL, respectively. Conclusions: In the present study, the crude extracts of the non-edible parts of E. mathaei were analyzed using LC.MS.MS.QTOF and indicated the existence of 110 chemical compounds, with significant antiviral activity against HSV-1 and no cytotoxic activity. The diversity of the identified compounds with two main categories of compounds, phospholipids and peptides, may contribute to the antiviral activity of Aristotle's lantern and viscera. Additionally, this research focused on clarification of nutritive, pharmaceutical and economic values of these parts. As future prospects, further studies are required to isolate the metabolites and assess the detailed mechanism of antiviral activity via in vitro, in vivo and in silico studies. [ABSTRACT FROM AUTHOR]

Helianthemum nummularium (HN) and Helianthemum oelanticum subsp. incanum (HO) are plant species, among Cistaceae, that are highly distributed in the Mediterranean region. In the current study, extracts of the aerial parts from both species have been analyzed phytochemically. The non-polar extract analysis resulted in the identification of 15 compounds in each species, mainly terpene and fatty acid derivatives, through GC–MS. The methanolic extract analysis, conducted through UHPLC–MS/MS, led to the identification of 39 metabolites in HN and 29 in HO, respectively, the majority of which were phenolics. Among the identified compounds, several have also been isolated and structurally determined (from HN: rutin, linoleic acid, gallic acid, and isoquercetin, and from HO: quercetin-3-O-(2″-O-galloyl)-galactopyranoside, methyl gallate, catechin-3-O-glucopyranoside, and astragalin, while hyperoside, and cis- and trans-tiliroside have been determined in both species). Furthermore, the methanolic extracts of HN and HO displayed a high total phenolic content (177.2 mg GA/g extract and 150.6 mg GA/g extract, respectively) and considerable free-radical scavenging activity against the DPPH radical (94.6% and 94.0% DPPH inhibition, respectively). Antimicrobial testing showed stronger inhibition of HN against Gram (+) bacterial strains (MIC values 0.07–0.15 mg/mL), while both extracts exhibited low tyrosinase-inhibitory activity. Considering the lack of studies conducted on the chemistry and biological activities of the genus Helianthemum, the chemical characterization of extracts could contribute to new sources of bioactive metabolites to be explored and exploited for further potential applications such as food and/ or the cosmetic industry. [ABSTRACT FROM AUTHOR]

Dysregulation of the CXCL12/CXCR4 axis is implicated in autoimmune, inflammatory, and oncogenic diseases, positioning CXCR4 as a pivotal therapeutic target. We evaluated optimized variants of the specific endogenous CXCR4 antagonist, EPI-X4, addressing existing challenges in stability and potency. Our structure-activity relationship study investigates the conjugation of EPI-X4 derivatives with long-chain fatty acids, enhancing serum albumin interaction and receptor affinity. Molecular dynamic simulations revealed that the lipid moieties stabilize the peptide-receptor interaction through hydrophobic contacts at the receptor's N-terminus, anchoring the lipopeptide within the CXCR4 binding pocket and maintaining essential receptor interactions. Accordingly, lipidation resulted in increased receptor affinities and antagonistic activities. Additionally, by interacting with human serum albumin lipidated EPI-X4 derivatives displayed sustained stability in human plasma and extended circulation times in vivo. Selected candidates showed significant therapeutic potential in human retinoblastoma cells in vitro and in ovo , with our lead derivative exhibiting higher efficacies compared to its non-lipidated counterpart. This study not only elucidates the optimization trajectory for EPI-X4 derivatives but also underscores the intricate interplay between stability and efficacy, crucial for delineating their translational potential in clinical applications. [Display omitted] • Lipidated derivatives of EPI-X4 exhibit increased affinity and antagonistic activity towards the CXCR4 receptor. • Lipidated EPI-X4 derivatives exhibit a half-life of >8 h in both blood and plasma. • The lipidated EPI-X4 JM#198 displays a circulation half-life of nearly 4 h in mice. • EPI-X4 JM#198 inhibits retinoblastoma tumor formation in vitro and in ovo. [ABSTRACT FROM AUTHOR]

In order to expand the range of practically useful products based on renewable raw materials, a number of fatty acid derivatives, products of sunflower oil processing, were synthesized. The reaction of methyl esters of fatty acids with mono-, diethanolamine and piperazine yielded the corresponding amides of fatty acids. By reacting ethanolamide derivatives with maleic anhydride, maleated amidoester derivatives of fatty acids containing free carboxyl or hydroxyl groups were synthesized. A copper-containing product was prepared by the interaction of the dimaleinated derivative with copper acetate. All synthesized products showed solubility in alcohols and aromatic solvents. The obtained products were studied as multifunctional components of a film-forming system based on alkyd-urethane varnish brand AU(AL)-52W. It is shown that the synthesized ethanolamide and amidoester derivatives are regulators of the rheological properties of the varnish. Depending on the concentration, they can reduce (by 25–52%) or increase the dynamic viscosity of the varnish. Along with the effect on rheological properties, the synthesized additives in concentrations of up to 0.5–1.5% contribute to increasing the hardness of varnish coatings by 7.5–12.5% and do not negatively affect the drying time. [ABSTRACT FROM AUTHOR]

The lipoxygenase cascade in plants is a source of oxylipins (oxidized fatty acid derivatives), which play an important role in regulatory processes and formation of plant response to stress factors. Some of the most common enzymes of the lipoxygenase cascade are 13-specific hydroperoxide lyases (HPLs, also called hemiacetal synthases) of the CYP74B subfamily. In this work, we identified and cloned the CYP74B34 gene from carrot (Daucus carota L.) and described the biochemical properties of the corresponding recombinant enzyme. The CYP74B34 enzyme was active towards 9- and 13-hydroperoxides of linoleic (9-HPOD and 13-HPOD, respectively) and α-linolenic (9-HPOT and 13-HPOT, respectively) acids. CYP74B34 specifically converted 9-HPOT and 13-HPOT into aldo acids (HPL products). The transformation of 13-HPOD led to the formation of aldo acids and epoxyalcohols [products of epoxyalcohol synthase (EAS) activity] as major and minor products, respectively. At the same time, conversion of 9-HPOD resulted in the formation of epoxyalcohols as the main products and aldo acids as the minor ones. Therefore, CYP74B34 is the first enzyme with a double HPL/EAS activity described in carrot. The presence of these catalytic activities was confirmed by analysis of the oxylipin profiles for the roots from young seedlings and mature plants. In addition, we substituted amino acid residues in one of the catalytically essential sites of the CYP74B34 and CYP74B33 proteins and investigated the properties of the obtained mutant enzymes. [ABSTRACT FROM AUTHOR]

High fat diets have been used as complementary treatments for seizure disorders for more than a century. Moreover, many fatty acids and derivatives, including the broad-spectrum antiseizure medication valproic acid, have been explored and used as pharmacological agents to treat epilepsy. In this work, we have explored the anticonvulsant potential of a large library of fatty acids and fatty acid derivatives, the LIPID MAPS Structure Database, using structure-based virtual screening to assess their ability to block the voltage-gated sodium channel 1.2 (NaV1.2), a validated target for antiseizure medications. Four of the resulting in silico hits were submitted for experimental confirmation using in vitro patch clamp experiments, and their protective role was evaluated in an acute mice seizure model, the Maximal Electroshock seizure model. These four compounds were found to protect mice against seizures. Two of them exhibited blocking effects on NaV1.2, CaV2.2, and CaV3.1. [ABSTRACT FROM AUTHOR]

The coral holobiont is underpinned by complex metabolic exchanges between different symbiotic partners, which are impacted by environmental stressors. The chemical diversity of the compounds produced by the holobiont is high and includes primary and secondary metabolites, as well as volatiles. However, metabolites and volatiles have only been characterised in isolation so far. Here, we applied a paired metabolomic-volatilomic approach to characterise holistically the chemical response of the holobiont under stress. Montipora mollis fragments were subjected to high-light stress (8-fold higher than the controls) for 30 min. Photosystem II (PSII) photochemical efficiency values were 7-fold higher in control versus treatment corals immediately following high-light exposure, but returned to pre-stress levels after 30 min of recovery. Under high-light stress, we identified an increase in carbohydrates (> 5-fold increase in arabinose and fructose) and saturated fatty acids (7-fold increase in myristic and oleic acid), together with a decrease in fatty acid derivatives in both metabolites and volatiles (e.g., 80% decrease in oleamide and nonanal), and other antioxidants (~ 85% decrease in sorbitol and galactitol). These changes suggest short-term light stress induces oxidative stress. Correlation analysis between volatiles and metabolites identified positive links between sorbitol, galactitol, six other metabolites and 11 volatiles, with four of these compounds previously identified as antioxidants. This suggests that these 19 compounds may be related and share similar functions. Taken together, our findings demonstrate how paired metabolomics-volatilomics may illuminate broader metabolic shifts occurring under stress and identify linkages between uncharacterised compounds to putatively determine their functions. [ABSTRACT FROM AUTHOR]

Pseudomonas are known as higher producers of secondary metabolites with antimicrobial properties and plant growth promoters, including resistance induction. These mechanisms should be an alternative to pesticide use in crop production. Phakopsora pachyrhizi causes Asian soybean rust, representing a high loss of yield around the world. The objective of this paper was to evaluate the application of secondary metabolites produced by Pseudomonas aeruginosa LV strain from the semi-purified fraction F4A in soybean plants to induce plant resistance against P. pachyrhizi in field conditions. The experimental design was performed in randomized blocks with three replicates using two F4A doses (1 and 10 μg mL−1) combined or not with fungicides (Unizeb Gold® or Sphere Max®). The control treatment, with Uni + Sph, saponins, flavonoids, and sphingolipids, showed higher intensities in the plants. In contrast, plants treated with the F4A fraction mainly exhibited fatty acid derivatives and some non-identified compounds with nitrogen. Plants treated with Sphere Max®, with or without F4A10, showed higher intensities of glycosylated flavonoids, such as kaempferol, luteolin, narigenin, and apigenin. Plants treated with F4A showed higher intensities of genistein and fatty acid derivatives. These increases in flavonoid compound biosynthesis and antioxidant properties probably contribute to the protection against reactive oxygen species (ROS). [ABSTRACT FROM AUTHOR]

The document is a contents list for the journal "Chemical Communications" published on July 4, 2024. It includes articles on various topics such as the aggregation and phase separation of a-synuclein in Parkinson's disease, the design of stimuli-responsive materials using cleavable azobenzene linkers, and the selective encapsulation of carboxylic acid dimers. The journal is published by The Royal Society of Chemistry, a leading chemistry community, and covers both natural and synthetic polymers. The document also provides information on the application of polymers and the journal's open access policy. [Extracted from the article]

Functionalized lipid probes are a critical new tool to interrogate the function of individual lipid species, but the structural parameters that constrain their utility have not been thoroughly described. Here, we synthesize three palmitic acid derivatives with a diazirine at different positions on the acyl chain and examine their metabolism, subcellular localization, and protein interactions. We demonstrate that while they produce very similar metabolites and subcellular distributions, probes with the diazirine at either end pulldown distinct subsets of proteins after photo-crosslinking. This highlights the importance of thoughtful diazirine placement when developing probes based on biological molecules. [ABSTRACT FROM AUTHOR]

Introduction: Capsicum species are known in food and trado-medicinal uses for maladies management due their rich content of phytochemicals, but with little work done on in silico bioprospection of its volatilome. Objectives: This study targeted chemometric profiling, virtual bioprospection of potential lead metabolites in 2 Capsicum annuum L. fruit variants' (green and red) to identify lead gyrase B inhibitors (GBIs) and provide new mechanistic insights. Methods: Metabolites were profiled using Gas Chromatography-Mass Spectrometry (GC-MS), and quantitative phytochemical assays. Extracts antioxidant (DPPH, ABTS, FRAP) and antibacterial (susceptibility testing) activities were also determined. In silico [docking, pharmacokinetics, DFT] analyses were used to identify and predict chemical features of potential lead GBIs key to extracts molecular mechanism of action. Results: Mass spectral analysis identified hydrocarbons, fatty acid and other derivatives. Quantitative phytochemical analysis showed flavonoids, cardiac glycosides and alkaloids. The green C. annuum extract had better antioxidative action, while extracts of both green and red variant showed similar antimicrobial profiles against resistant bacterial pathogens. In silico highest docking scores were observed for [1-Ethyloctyl) cyclohexane (-6.6 kcal/mol)] and dibutyl phthalate (-6.4 kcal/mol). All lead GBIs had desirable pharmacokinetics in line with the Lipinski rule of 5, and chemical reactivity properties. Conclusion: In silico and in vitro methods combination provided robust metabolomic profiling. The identified lead C. annuum-based natural GBIs contribute to the bioactivity profile and molecular mechanism of action of fractions. The study provided a first-hand report on natural GBIs derivable from Capsicum fruits which could be exploited in formulations for non-food and pharmaceutical applications. [ABSTRACT FROM AUTHOR]

There is good evidence that fatty acid derivatives have antibacterial activity and represent a promising approach to developing the next generation of antibacterial agents. In the present work, some new isoquinolin derivatives were synthesized via the Betti reaction. Three-component reaction of aryl aldehydes, 2,7-naphthalenediol and ammonium carboxylate of fatty acids with different chains in EtOH under reflux conditions offered related isoquinolin compounds in good to excellent yields. Some advantages of this procedure are short reaction times, free catalyst, high yield of products and easy work-up. The structure of synthesized compounds was characterized by IR, 1H, and 13C NMR data as well as microanalysis results. In addition, these novel materials were evaluated for their biological activities against Staphylococcus aureus (ATCC 25923) and Escherichia coli (ATCC 25922) bacteria. The obtained data confirm that isoquinolin derivatives 4c, 4e, 4f, 4g, 4m, 4n, 4p, 4q exert excellent antimicrobial activity against these tested bacterial strains. [ABSTRACT FROM AUTHOR]

Plants have, throughout evolution, developed a hydrophobic cuticle to protect them from various stresses in the terrestrial environment. The cuticle layer is mainly composed of cutin and cuticular wax, a mixture of very‐long‐chain fatty acids and their derivatives. With the progress of transcriptome sequencing and other research methods, the key enzymes, transporters and regulatory factors in wax synthesis and metabolism have been gradually identified, especially the study on the regulation of wax metabolism by transcription factors and others in response to plant stress has become a hot topic. Drought is a major abiotic stress that limits plant growth and crop productivity. Plant epidermal wax prevents non‐stomatal water loss and improves water use efficiency to adapt to arid environments. In this study, the ways of wax synthesis, transport, metabolism and regulation at different levels are reviewed. At the same time, the regulation of wax by different transcription factors and plant hormones in response to drought is elaborated, and key research questions and important directions for future solutions are proposed to enhance the potential application of epidermal wax in agriculture and the environment. [ABSTRACT FROM AUTHOR]

Annona muricata Linn. (A. muricata) is a tropical evergreen fruit tree belonging to Annonaceae family, also referred as graviola, soursop or corossol. The chemical compounds isolated from this plant have linked to the ethnomedicinal properties and its anticancer properties. This review focus to highlight in vitro anticancer potentials of acetogenins isolated from A. muricata, which are potent inducer of Bax-Bak and Caspase-3 related pathways. More than 200 chemical substances that have been isolated and characterised from this plant and the most significant are alkaloids, phenols and acetogenins. A. muricata has a distinct collection of C35 or C37 long chain fatty acid derivatives that are produced from the polyketide pathway and are unique to this family. The main bioactive ingredients bring together many scientific investigations on A. muricata, and acetogenins have been the subject of multiple research and reviews. These acetogenins preferentially destroy cancer cells through the action as a DNA topoisomerase I toxin, prevent cancer cells from entering their G1 phase, activate pathways linked to Bax and caspase-3, and block NADH-ubiquinone oxidoreductase (complex I) in mitochondria, while having no impact on healthy cells. In addition to the in vitro study, further in vivo tests are required to demonstrate these pathways. [ABSTRACT FROM AUTHOR]

The objective of this study was to synthesize a series of unnatural fatty acid derivatives, which have been identified as possessing distinctive properties and potential as new drug candidates. In light of the aforementioned considerations, it is imperative that the physicochemical profiles of these derivatives and their analogues be evaluated prior to the commencement of clinical trials, with a view to ascertaining their pharmacokinetic properties. In order to gain a deeper understanding of this phenomenon, a series of experimental and theoretical studies have been conducted. The pKaexp values of these derivatives were determined for the first time by potentiometric titration. These derivatives, and in particular compounds C-E, display satisfactory physicochemical properties and medicinal chemistry. As a consequence of the related prediction studies, it was observed that the molecules A1-B violated the Lipinski rule by only one criterion, whereas the compounds C-E did not violate it at all. With the exception of compounds A1-A3, compounds B-E exhibit good oral bioavailability. All compounds demonstrated acceptable toxicity profiles, although further in vivo and in vitro laboratory studies are recommended to provide more detailed insights. Furthermore, all molecules were identified as bioactive protease and enzyme inhibitors. [ABSTRACT FROM AUTHOR]

The management of plant-parasitic nematodes (PPNs) still relies on traditional nematicides that threaten the environment and human health. Novel solutions are urgently needed for PPN pest management that are effective while safeguarding non-target organisms. Volatile phytochemicals belong to a structurally diverse group of bioactive metabolites that are believed to hold safer environmental characteristics than synthetic pesticides. Nonetheless, not many studies have analysed the potential environmental benefits of shifting to these novel bionematicides. In the present study, 20 phytochemical volatiles with reported nematicidal activity were compared to traditional pesticides using specific parameters of environmental and human health safety available on applied online databases and predicted in silico through specialised software. Overall, the reviewed nematicidal phytochemicals were reportedly less toxic than synthetic nematicides. They were predicted to disperse to the air and soil environmental compartments and were reported to have a lower toxicity on aquatic organisms. On the contrary, the synthetic nematicides were reportedly toxic to aquatic organisms while showing a predicted high affinity to the water environmental compartment. As alternatives, β-keto or fatty acid derivatives, e.g., aliphatic alcohols or ketones, showed more adequate properties. This study highlights the importance of complementing studies on nematicidal activity with a risk assessment-based analysis to allow for a faster selection of nematicidal phytochemical volatiles and to leverage the development and implementation of bionematicides. [ABSTRACT FROM AUTHOR]

Native and exotic fruits from the Amazon have varied characteristics, with aroma being a decisive factor in their acceptance for medicinal use as a nutraceutical supplement. This work aimed to analyze the chemical constituents of the volatile concentrates of some Myrtaceous fruit species sampled in the Brazilian Amazon. The fruit's pulps were subjected to simultaneous distillation–extraction, and gas chromatography–mass spectrometry was used to analyze their volatile chemical composition. In the volatile concentrate of Eugenia stipitata (Araçá-boi) α-pinene (17.5%), citronellyl butanoate (15.6%), and pogostol (13.5%) were identified as primary constituents; Eugenia uniflora (Ginja) concentrate comprised curzerene (30.5%), germacrone (15.4%), atractylone (13.1%), and (E)-β-ocimene (11.1%); in Myrciaria dubia (Camu-Camu), α-pinene (55.8%), (E)-β-ocimene (13.1%), and α-terpineol (10.0%) were present; in Psidium guajava (Goiaba) were (2E)-hexenal (21.7%), hexanal (15.4%), caryophylla-4(12),8(13)-dien-5-β-ol (10.5%), caryophyllene oxide (9.2%), and pogostol (8.3%); and in Psidium guineense (Araçá), limonene (25.2%), ethyl butanoate (12.1%), epi-β-bisabolol (9.8%), and α-pinene (9.2%) were the main constituents. The analyzed volatile concentrates of these fruit species presented a significant diversity of constituents with a predominance of functional groups, such as monoterpenes, sesquiterpenes, and fatty acid derivatives, originating from the plant's secondary metabolism and playing an important role in their nutritional and medicinal uses. [ABSTRACT FROM AUTHOR]

Background: The tea plant, Camellia sinensis (L.) O. Kuntze, is an evergreen leafy plant whose tender leaves are used in the manufacturing of the world's second most consumed beverage—tea. The production and consumption of tea worldwide have continually increased over the decades. All parts of the plant—leaf, stem, root, flower and seed, are fed upon by insect pests. This study elucidates the metabolomic changes occurring in tea leaves in response to infestation by two major pests in tea gardens: red spider mites and tea mosquito bugs. These pests significantly impact both the quantity and quality of tea production. The secondary metabolites produced by the tea due to pest attack has been analysed using GC–MS analysis in the laboratory. Results: Mostly fatty acid derivatives were biosynthesized as secondary metabolites due to pest attack as revealed from the result. In both infestations, methyl stearate was found to be produced along with increased chromatographic peaks of compounds such as caffeine, methyl palmitate, methyl linoleate, and stigmasta-7,25-dien-3-ol. In comparison with respective control samples (leaf with no pest attack), the one attacked by red spider mite showed eighteen exclusive metabolites, whereas tea mosquito bug infested leaf showed six such exclusive metabolites. Conclusions: Some metabolites were found to be either increased or decreased in their amount in both the samples. The increased compounds were reported with insecticidal and pesticidal properties with respect to respective controls. Some metabolites were markers of pest attacks i.e. plant defense mechanism induced phytochemicals according to the literature as discussed in this research. [ABSTRACT FROM AUTHOR]

Globally, gall-forming insects significantly contribute to the degradation of desert ecosystems. Recent studies have demonstrated that Haloxylon persicum suffers less damage from gall-formers compared to Haloxylon aphyllum. However, the mechanisms driving the long-term metabolic responses of these species to gall-forming biotic stress in their natural environment remain unclear. The current study comparatively analyzes the anatomical features and metabolomic changes in H. aphyllum and H. persicum damaged by gall-forming insects. This research aimed to uncover potential metabolic tolerance mechanisms through GC-MS analysis. The study findings indicate that gall-forming insects cause a reduction in nearly all the anatomical structures of Haloxylon shoots, with the effects being less severe in H. persicum than in H. aphyllum. Thus, the metabolic pathways responsible for the biosynthesis of biologically active substances that enhance resistance to gall inducers were different, specifically in H. aphyllum—the biosynthesis of fatty acids (+their derivatives) and γ-tocopherol (vitamin E) and H. persicum—the biosynthesis of fatty acids (+their derivatives), dialkyl ethers, carbohydrates (+their derivatives), aromatic acid derivatives, phytosterols, γ-tocopherol (vitamin E), phenols, and terpenoids. The results suggest that the modulation of metabolic pathways under biotic stress plays a crucial role in the enhanced survival and growth of H. persicum. [ABSTRACT FROM AUTHOR]

Obesity imposes deficits on adipose tissue and vascular endothelium, yet the role that distinct adipose depots play in mediating endothelial dysfunction in local arteries remains unresolved. We recently showed that obesity impairs endothelial Kir2.1 channels, mediators of nitric oxide production, in arteries of visceral adipose tissue (VAT), while Kir2.1 function in subcutaneous adipose tissue (SAT) endothelium remains intact. Therefore, we determined if VAT versus SAT from lean or diet-induced obese mice affected Kir2.1 channel function in vitro. We found that VAT from obese mice reduces Kir2.1 function without altering channel expression whereas AT from lean mice and SAT from obese mice had no effect on Kir2.1 function as compared to untreated control cells. As Kir2.1 is well known to be inhibited by fatty acid derivatives and obesity is strongly associated with elevated circulating fatty acids, we next tested the role of the fatty acid translocase CD36 in mediating VAT-induced Kir2.1 dysfunction. We found that the downregulation of CD36 restored Kir2.1 currents in endothelial cells exposed to VAT from obese mice. In addition, endothelial cells exposed to VAT from obese mice exhibited a significant increase in CD36-mediated fatty acid uptake. The importance of CD36 in obesity-induced endothelial dysfunction of VAT arteries was further supported in ex vivo pressure myography studies where CD36 ablation rescued the endothelium-dependent response to flow via restoring Kir2.1 and endothelial nitric oxide synthase function. These findings provide new insight into the role of VAT in mediating obesity-induced endothelial dysfunction and suggest a novel role for CD36 as a mediator of endothelial Kir2.1 impairment. NEW & NOTEWORTHY: Our findings suggest a role for visceral adipose tissue (VAT) in the dysfunction of endothelial Kir2.1 in obesity. We further reveal a role for CD36 as a major contributor to VAT-mediated Kir2.1 and endothelial dysfunction, suggesting that CD36 offers a potential target for preventing the early development of obesity-associated cardiovascular disease. [ABSTRACT FROM AUTHOR]

Furan heterocyclic compounds derived from renewable sources are popular versatile candidates for the production of multifunctional macromolecular materials. These compounds are also used as hydrophobilization monomers for reversible polyadducts or as versatile building blocks in Diels‐Alder reactions. In the present study, an efficient approach to chemoselective acylation of furfurylamine with a series of non‐preactivated monocarboxylic or dicarboxylic long‐chain fatty acids and some of their functionalized derivatives has been achieved via catalytic direct amidation in reversed micellar medium. A convenient and environmentally friendly method has been developed for furfurylamides via a dehydrative coupling reaction. For this purpose, a new cationic Brønsted‐type sulfonic acid catalyst containing a hexadecyl alkyl chain was synthesized and fully characterized. The present catalytic reaction produced the respective N‐furfurylamides materials in good to excellent yields. This study also confirms that the direct amidation of carboxylic acids with selected amine compounds can be successfully catalyzed by Brønsted acids. Its simplicity and high atom economy are the main advantages of this method. [ABSTRACT FROM AUTHOR]

The World Health Organization (WHO) promotes research aimed at developing new drugs from natural compounds. Fungi are important producers of bioactive molecules, and they are often effective against other fungi and/or bacteria and are thus a potential source of new antibiotics. Basidiomycota crude extracts, which have previously been proven to be active against Pseudomonas aeruginosa ATCC27853, were subjected to liquid chromatographic separation by RP-18, leading to six macro-fractions for each fungal extract. The various fractions were tested for their bioactivities against P. aeruginosa ATCC27853, and ten of them were characterized by HPLC-HRMS and NMR. Further chromatographic separations were performed for a few selected macro-fractions, yielding seven pure compounds. Bioactivity was mainly found in the lipophilic fractions containing fatty acids and their derivatives, such as hydroxy or keto C-18 unsaturated acids, and in various complex lipids, such as glycolipids and related compounds. More hydrophilic molecules, such as GABA, phenethylamine, two chromogenic anthraquinoids and pistillarin, were also isolated, and their antibacterial activities were recorded. The novelties of this research are as follows: (i) the genera Cortinarius and Mycena have never been investigated before for the synthesis of antibiotic compounds; (ii) the molecules produced by these genera are known, but their production has never been reported in the investigated fungi; (iii) the determination of bacterial siderophore synthesis inhibition by certain compounds from Cortinarius and Mycena. [ABSTRACT FROM AUTHOR]

Natural products obtained from marine organisms continue to be a rich source of novel structural architecture and of importance in drug discovery, medicine, and health. However, the success of such endeavors depends on the exact structural elucidation and access to sufficient material, often by stereoselective total synthesis, of the isolated natural product of interest. (−)-Mucosin (1), a fatty acid derivative, previously presumed to contain a rare cis-bicyclo[4.3.0]non-3-ene moiety, has since been shown to be the trans-congener. Analytically, the fused bicyclic ring system in (−)-1 constitutes a particular challenge in order to establish its relative and absolute stereochemistry. Herein, data from biological evaluations, NMR and molecular modeling studies of (−)-1 are presented. An overview of the synthetic strategies enabling the exact structural elucidation of (−)-mucosin (1) is also presented. [ABSTRACT FROM AUTHOR]

The treatment of spinal cord injury (SCI) is often ineffective. Additionally, SCI-induced inflammation leads to secondary injury. Current anti-inflammatory hydrophilic drugs fail to reach the nerve injury site due to the blood–brain barrier. Here, we synthesized MSR405, a new lipophilic unsaturated fatty acid derivative of Radix Isatidis and investigated its therapeutic effect in SCI model rats. Furthermore, we systematically investigated its structure, toxicity, anti-inflammatory effect, and the underlying mechanism. MSR405 was injected into the abdominal cavity of the Sprague Dawley SCI model rats, and the effect on their behavioral scores and pathology was estimated to assess the status of neurological inflammation. Our data show that MSR405 treatment significantly improved the motor function of SCI rats, and markedly suppressed the associated neuroinflammation. Moreover, MSR405 could attenuate LPS-induced inflammatory response in BV2 cells (Mouse microglia cells) in vitro. Mechanistically, MSR405 inhibits proinflammatory cytokines, supporting the anti-inflammatory response. Additionally, MSR405 can significantly block the TLR4/NF-κB signaling pathway and nitric oxide production. In summary, MSR405 reduces inflammation in SCI rats through the TLR4/NF-κB signal cascade and can inhibit neuroinflammation after spinal cord injury. [ABSTRACT FROM AUTHOR]

Copyright of Nachrichten aus der Chemie is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)

Gleditsia sinensis, commonly known as Chinese Zaojiao, has important economic value and medicinal compounds in its fruits and thorns, making it widely cultivated artificially in China. However, the available literature on the impact of waterlogging on the growth of G. sinensis seedlings and the accumulation of metabolite compounds in its thorns is limited. To address this knowledge gap, G. sinensis seedlings were planted in soil supplemented with pindstrup substrate, which enhances the water-holding capacity of the soil. The analyses of morphological traits and nutrient elements in one-year-old G. sinensis seedlings grown naturally under ambient conditions and metabolite accumulation in its thorns were conducted. The results showed that the waterlogged soil significantly diminished the height, fresh weight, and dry weight of seedling roots and stems (P < 0:05). Furthermore, waterlogging hindered the uptake of iron (Fe) and manganese (Mn), as well as the transport of potassium (K). The identified metabolites within the thorns were categorized into 16 distinct groups. Relative to the control soil, fatty acids and derivatives were the most down-regulated metabolites in the waterlogged soil, accounting for 40.58% of the total metabolites, followed by lignans (38.71%), phenolic acids (34.48%), saccharides and alcohols (34.15%), steroids (16.67%), alkaloids (12.24%), flavonoids (9.28%), and glycerophospholipids (7.41%). Conversely, nucleotides and derivatives experienced the greatest up-regulation in the waterlogged soil, accounting for 50.00% of the total metabolites. In conclusion, waterlogging negatively impacted the growth of G. sinensis seedlings and inhibited the accumulation of metabolites. Hence, when considering the accumulation of secondary metabolites such as lignans and phenolic acids, appropriate management of soil moisture levels should be taken into account. [ABSTRACT FROM AUTHOR]

Two halo‐benzothiazoles, namely, 2‐amino‐6‐bromo‐benzo[d]thiazole and 2‐amino‐6‐fluoro‐benzo[d]thiazole were utilized to modify poly(vinyl chloride) (PVC) and gave two modified PVC samples for biomedical applications. Prepared glucose‐fatty acid esters of palmitic, oleic, and octanoic acids were exploited as plasticizers to produce phthalate‐free eco‐friendly antimicrobial PVC. The chemical structures of all prepared compounds were confirmed via Fourier‐transform infrared spectroscopy. The thermal properties of modified PVC was determined using thermo gravimetric analysis and differential scanning calorimetry while weight loss and degree of discoloration were used to assess the photostability after UV irradiation whereas references heat and UV absorbers were applied for comparison. The plasticizing effect of each glucose‐fatty acid ester at 20% by weight on the mechanical properties of modified PVC was determined and referenced to diethylhexylphthalate. The results revealed that the mechanical properties as well as the thermal stability of plasticized modified PVCs were enhanced. Plasticizers migration from the polymeric matrix was also determined and the results showed low extent of migration of the prepared plasticizers. So, modified plasticized PVC samples exhibited improved physicochemical properties. Antimicrobial properties of all samples, using disc diffusion agar method, were evaluated against some Gram +ve bacteria like Staphylococcus aureus and Streptococcus mutans and Gram −ve bacteria like Escherichia coli, Klebsiella pneumonia, and Pseudomonas aeruginosa and fungi strains used were Candida albicans, Aspergillus niger, and Aspergillus ochraceous. All investigated compounds showed improved antibacterial and antifungal activities. Highlights: PVC was chemically modified with two halo‐benzothiazoles to obtain antimicrobial PVC.Glucose‐fatty acids esters were prepared as eco‐friendly plasticizers for PVC.Halo‐benzothiazoles improved both the thermal‐ and photo‐stability of PVC.Glucose‐fatty acid plasticizers enhanced the mechanical properties of PVC.The extent of migration of prepared plasticizers is lower than that of reference plasticizer. [ABSTRACT FROM AUTHOR]

Deca- and dodecalactones are highly desired natural compounds that are essential for creating flavor formulations with fruity, peachy, creamy, and floral notes. Although natural ingredients are preferred by consumers, these lactones cannot be extracted from natural sources. Therefore, the biotechnological processes that produce these compounds in their natural form are crucial for the flavor industry. Here, we report a study on the biotransformation of vegetable oils into natural deca- and dodecalactones. The proposed process is performed one-pot, through the sequential use of three different biotransformation steps, namely the lipase-mediated hydrolysis of the triglycerides, the use of probiotic bacteria for the hydration of the unsaturated fatty acids and the transformation of the obtained hydroxy-fatty acids into lactones derivatives employing Yarrowia lipolytica. By using a specific vegetable oil in combination with a selected bacterial strain, it is possible to obtain a preferred lactone derivative such as γ-dodecalactone, dairy lactone, tuberose lactone, or δ-decalactone in a concentration ranging from 0.9 to 1.5 g/L. Overall, our method is suitable for the industrial production of these lactones as it is easily scalable, it can be performed in only one bioreactor and it makes use of generally recognized as safe (GRAS) microorganisms. [Display omitted] • Transformation of vegetable oils into natural deca- and dodecalactones. • Microbial Hydration of unsaturated fatty acids. • Biotransformation with probiotic bacteria. • Biotechnological production of flavours. [ABSTRACT FROM AUTHOR]

Fatty acids and their derivatives play a variety of roles in living organisms. Fatty acids not only store energy but also comprise membrane lipids and act as signaling molecules. There are three main proteins involved in the fatty acid β-oxidation pathway in plant peroxisomes, including acyl-CoA oxidase (ACX), multifunctional protein (MFP), and 3-ketolipoyl-CoA thiolase (KAT). However, genome-scale analysis of KAT and MFP has not been systemically investigated in tomatoes. Here, we conducted a bioinformatics analysis of KAT and MFP genes in tomatoes. Their physicochemical properties, protein secondary structure, subcellular localization, gene structure, phylogeny, and collinearity were also analyzed. In addition, a conserved motif analysis, an evolutionary pressure selection analysis, a cis-acting element analysis, tissue expression profiling, and a qRT-PCR analysis were conducted within tomato KAT and MFP family members. There are five KAT and four MFP family members in tomatoes, which are randomly distributed on four chromosomes. By analyzing the conserved motifs of tomato KAT and MFP family members, we found that both KAT and MFP members are highly conserved. In addition, the results of the evolutionary pressure selection analysis indicate that the KAT and MFP family members have evolved mainly from purifying selection, which makes them more structurally stable. The results of the cis-acting element analysis show that SlKAT and SlMFP with respect may respond to light, hormones, and adversity stresses. The tissue expression analysis showed that KAT and MFP family members have important roles in regulating the development of floral organs as well as fruit ripening. The qRT-PCR analysis revealed that the expressions of SlKAT and SlMFP genes can be regulated by ABA, MeJA, darkness, NaCl, PEG, UV, cold, heat, and H2O2 treatments. These results provide a basis for the involvement of the SlKAT and SlMFP genes in tomato floral organ development and abiotic stress response, which lay a foundation for future functional study of SlKAT and SlMFP in tomatoes. [ABSTRACT FROM AUTHOR]

Dysfunctions of lipid metabolism are associated with tumor progression and treatment resistance of cutaneous melanoma. BRAF/MEK inhibitor resistance is linked to alterations of melanoma lipid pathways. We evaluated whether a specific lipid pattern characterizes plasma from melanoma patients and their response to therapy. Plasma samples from patients and controls were analyzed for FASN and DHCR24 levels and lipidomic profiles. FASN and DHCR24 expression resulted in association with disease condition and related to plasma cholesterol and triglycerides in patients at different disease stages (n = 144) as compared to controls (n = 115). Untargeted lipidomics in plasma (n = 40) from advanced disease patients and controls revealed altered levels of different lipids, including fatty acid derivatives and sphingolipids. Targeted lipidomics identified higher levels of dihydroceramides, ceramides, sphingomyelins, ganglioside GM3, sphingosine, sphingosine-1-phosphate, and dihydrosphingosine, saturated and unsaturated fatty acids. When melanoma patients were stratified based on a long/short-term clinical response to kinase inhibitors, differences in plasma levels were shown for saturated fatty acids (FA 16:0, FA18:0) and oleic acid (FA18:1). Our results associated altered levels of selected lipid species in plasma of melanoma patients with a more favorable prognosis. Although obtained in a small cohort, these results pave the way to lipidomic profiling for melanoma patient stratification. [ABSTRACT FROM AUTHOR]

Citrus fruits are largely consumed due to their unique and pleasant aromas. Citrus hybrids have been developed to enhance their flavors and bioactivities. Citrus aroma depends on the composition of the volatile compounds in citrus essential oils (CEOs), which are mostly located in the peels. During the extraction of CEOs, a specific series of chemical reactions occurred depending on the extraction methods (CP, cold pressing; HD, hydrodistillation), leading to variations in the composition of volatile compounds. In this study, the orange and the tangor which is a hybrid between C. reticulata × C. sinensis were investigated to compare the changes in volatile compounds based on the extraction methods. Results showed that the CP‐specific volatile compounds were sesquiterpenes, oxygenated monoterpenes, and fatty acid derivatives, while the HD‐specific volatile compounds were terpinyl cation derivatives, limonene, and 4‐vinylguaiacol. On the other hand, the contents of some volatile compounds ((E)‐ocimene, α‐terpinene, and α‐terpinolene) were affected by the Citrus species rather than by the extraction methods. In particular, during HD, terpinene‐4‐ol and 4‐vinylguiacol, known as off‐flavor compounds in citrus juice, were formed more abundantly in the orange than in the tangor. In conclusion, these results provide comprehensive data on essential oils, especially those derived from oranges and tangors, for selecting the appropriate extraction method for obtaining a higher yield and quality of citrus flavor. [ABSTRACT FROM AUTHOR]

Sound has been shown to impact microbial behaviors. However, our understanding of the chemical and molecular mechanisms underlying these microbial responses to acoustic vibration is limited. In this study, we used untargeted metabolomics analysis to investigate the effects of 100-Hz acoustic vibration on the intra- and extracellular hydrophobic metabolites of P. aeruginosa PAO1. Our findings revealed increased levels of fatty acids and their derivatives, quinolones, and N-acylethanolamines upon sound exposure, while rhamnolipids (RLs) showed decreased levels. Further quantitative real-time polymerase chain reaction experiments showed slight downregulation of the rhlA gene (1.3-fold) and upregulation of fabY (1.5-fold), fadE (1.7-fold), and pqsA (1.4-fold) genes, which are associated with RL, fatty acid, and quinolone biosynthesis. However, no alterations in the genes related to the rpoS regulators or quorum-sensing networks were observed. Supplementing sodium oleate to P. aeruginosa cultures to simulate the effects of sound resulted in increased tolerance of P. aeruginosa in the presence of sound at 48 h, suggesting a potential novel response-tolerance correlation. In contrast, adding RL, which went against the response direction, did not affect its growth. Overall, these findings provide potential implications for the control and manipulation of virulence and bacterial characteristics for medical and industrial applications. [ABSTRACT FROM AUTHOR]

Saccharomyces cerevisiae is a eukaryotic organism with a clear genetic background and mature gene operating system; in addition, it exhibits environmental tolerance. Therefore, S. cerevisiae is one of the most commonly used organisms for the synthesis of biological chemicals. The investigation of fatty acid catabolism in S. cerevisiae is crucial for the synthesis and accumulation of fatty acids and their derivatives, with β-oxidation being the predominant pathway responsible for fatty acid metabolism in this organism, occurring primarily within peroxisomes. The latest research has revealed distinct variations in β-oxidation among different fatty acids, primarily attributed to substrate preferences and disparities in the metabolic regulation of key enzymes involved in the S. cerevisiae fatty acid metabolic pathway. The synthesis of lipids, on the other hand, represents another crucial metabolic pathway for fatty acids. The present paper provides a comprehensive review of recent research on the key factors influencing the efficiency of fatty acid utilization, encompassing β-oxidation and lipid synthesis pathways. Additionally, we discuss various approaches for modifying β-oxidation to enhance the synthesis of fatty acids and their derivatives in S. cerevisiae, aiming to offer theoretical support and serve as a valuable reference for future studies. [ABSTRACT FROM AUTHOR]

BACKGROUND: Gut microbiota is closely related to host energy balance and metabolism. The metabolites of intestinal flora can regulate the occurrence and development of obesity and can be a new target for the prevention and treatment of obesity OBJECTIVE: To summarize the interaction between the intestinal flora and obesity, as well as the specific mechanism underlying regulation of obesity by metabolites of intestinal flora, thereby providing a new reference and basis for the prevention and treatment of obesity. METHODS: “Intestinal microbiota, intestinal bacteria, intestinal microbiota metabolites, short-chain fatty acids, bile acids, ipopolysaccharide, trimethylamine N-oxide, medium-chain fatty acids, tryptophan derivatives, obesity” were used as search terms in Chinese and English. Literature related to obesity from 1990 to 2022 was retrieved in PubMed and CNKI databases. According to inclusion and exclusion criteria, 88 articles were finally selected. RESULTS AND CONCLUSION: Intestinal flora is closely related to the occurrence and development of obesity. For example, changes in the Firmicutes to Bacteroidetes ratio can be used as a biomarker for the diagnosis of obesity, and the occurrence of obesity can be delayed by the colonization of probiotics such as Bifidobacterium breve, Lactobacillus and Akkermansia. Intestinal flora is mainly mediated by the metabolites of intestinal flora to participate in the regulation of obesity. For example, short-chain fatty acid can regulate adipogenesis by regulating signaling pathways such as G protein-coupled receptors 41, 43 and peroxisome proliferator-activated receptor γ, thus delaying the occurrence and development of obesity. Bile acids can increase insulin sensitivity and body energy expenditure by promoting the activation of G protein-coupled receptor 5 and farnesol X receptor. In addition, lipopolysaccharide, trimethylamine oxide, medium-chain fatty acids and tryptophan derivatives are also widely involved in the occurrence and development of obesity through various signaling pathways. Further studies have found that metabolites of the same bacterial community exert heterogeneous effects in the specific process of regulating obesity via different signaling pathways. For example, under the influence of high-fat diet, acetic acids can activate the parasympathetic nervous system, leading to hyperphagia and liver insulin resistance and thus accelerating the physiological course of obesity. [ABSTRACT FROM AUTHOR]

Anemonopsis Siebold et Zucc. is an unstudied single-species genus belonging to the tribe Cimicifugeae (Ranunculaceae). The only species of this genus—Anemonopsis macrophylla Siebold and Zucc.—is endemic to Japan. There are no data on its chemical composition. This work is the first to determine (with liquid chromatography–high-resolution mass spectrometry, LC-HRMS) the chemical composition of methanol extracts of leaves and flowers of A. macrophylla. More than 100 compounds were identified. In this plant, the classes of substances are coumarins (13 compounds), furocoumarins (3), furochromones (2), phenolic acids (21), flavonoids (27), and fatty acids and their derivatives (15 compounds). Isoferulic acid (detected in extracts from this plant) brings this species closer to plants of the genus Cimicifuga, one of the few genera containing this acid and ferulic acid at the same time. Isoferulic acid is regarded as a reference component of a quality indicator of Cimicifuga raw materials. The determined profiles of substances are identical between the leaf and flower methanol extracts. Differences in levels of some identified substances were revealed between the leaf and flower extracts of A. macrophylla; these differences may have a substantial impact on the manifestation of the biological and pharmacological effects of the extracts in question. [ABSTRACT FROM AUTHOR]

Laportea bulbifera (Sieb. et Zucc.) Wedd. (L. bulbifera) is a significant plant in the Laportea genus. Traditionally, it has been used in ethnomedicine for treating various conditions such as rheumatic arthralgia, fractures, falling injuries, nephritis dropsy, limb numbness, pruritus, fatigue-induced internal imbalances, and irregular menstruation. Modern pharmacological studies have confirmed its therapeutic potential, including anti-inflammatory, immunosuppressive, analgesic, and anti-rheumatoid arthritis properties. To gather comprehensive information on L. bulbifera, a thorough literature search was conducted using databases like Web of Science, PubMed, ProQuest, and CNKI. This review aims to provide a comprehensive understanding of L. bulbifera, covering various aspects such as ethnomedicinal uses, geographical distribution, botanical description, phytochemistry, pharmacology, and quality control. The goal is to establish a solid foundation and propose new research avenues for exploring and developing potential applications of L. bulbifera. So far, a total of one hundred and eighty-nine compounds have been isolated and identified from L. bulbifera, including flavonoids, phenolics, nitrogen compounds, steroids, terpenoids, coumarins, phenylpropanoids, fatty acids and their derivatives, and other compounds. Notably, flavonoids and fatty acids have demonstrated remarkable antioxidant and anti-inflammatory properties. Additionally, these compounds show promising potential in activities such as analgesia, hypoglycemia, and hypolipidemia, as well as toxicity. Despite extensive fundamental studies on L. bulbifera, further research is still needed to enhance our understanding of its mechanism of action and improve quality control. This requires more comprehensive investigations to explore the specific material basis, uncover new mechanisms of action, and refine quality control methods related to L. bulbifera. By doing so, we could contribute to the further development and utilization of this plant. [ABSTRACT FROM AUTHOR]

Volatile organic compounds (VOCs) are produced by plants responding to biotic and abiotic stresses. According to their biosynthetic sources, induced VOCs are divided into three major classes: terpenoids, phenylpropanoid/benzenoid, and fatty acid derivatives. These compounds with specific aroma characteristics importantly contribute to the aroma quality of oolong tea. Shaking and rocking is the crucial procedure for the aroma formation of oolong tea by exerting mechanical damage to fresh tea leaves. Abundant studies have been carried out to investigate the formation mechanisms of VOCs during oolong tea processing in recent years. This review systematically introduces the biosynthesis of VOCs in plants, and the volatile changes due to biotic and abiotic stresses are summarized and expatiated, using oolong tea as an example. [ABSTRACT FROM AUTHOR]

The aim of the study was to determine the content of fatty acids using GC-MS in the obtained extract, conduct a study of the antimicrobial, antifungal and antioxidant activities of Rubus idaeus shoot lipophilic extract. The quantification of fatty acids was accomplished through GC-MS, antioxidant activity was assessed by potentiometric method, antimicrobial and antifungal activity was determined by well method. The 18 compounds were identified by the GS-MS. The levulenic acid (64.47±0.08 mg/100 g), linoleic acid (8.50±0.08 mg/100 g) and linolenic acid (6.80±0.04 mg/100 g) dominated in the obtained lipophilic R. idaeus shoot extract. Bacillus subtilis (17.00±0.50 mm) was the most sensitive to lipophilic extract whereas P. vulgaris was the most resistant to the lipophilic extract. Moreover, Candida albicans was medium sensitive to lipophilic extract (13.50±0.50 mm). The antioxidant activity was 1.00 mmolequiv./mdry res, according to Maslov`s antioxidant level classification it has low level. The extract exhibited antimicrobial activity against all tested strains, with the most significant impact observed against B. subtilis. However, the obtained lipophilic extract showed a relatively low level of antioxidant activity. Consequently, the derivatives of fatty acids play a substantial role in the antimicrobial and antifungal effects, whereas their contribution to antioxidant activity appears to be limited. [ABSTRACT FROM AUTHOR]

Rhododendron fortunei belongs to a scented Rhododendron species native to China, which produces fragrant flowers of great ornamental and environmental values for landscaping or indoor beautification. However, the scents in Rhododendron fortunei have not yet been investigated, let alone the mechanism of the formation of these fragrance in the flowers. In this study, we measured the scents in terms of its volatile components and contents (VOC) in Rhododendron fortunei at four different flowering stages and in different tissues of the plant by headspace solid-phase micro-extraction combined (HS-SPME) with gas chromatography-mass spectrometry (GC-MS). Then the characteristic aromatic values, which reflects the degree of scent perception by human, of each VOC in the plant was calculated according to its respective aromatic thresholds. Results showed that three main VOCs measured from highest to lowest are methyl benzoates, terpenes and fatty acid derivatives. Their content increased after the flower bud opening and reached the highest at half to full blossom. In a flower most VOC contents were measured in petals and only trace amount in other tissues such as stamen, pistil. A small amount of VOCs was determined in leaves as well.All aromatic values were almost corresponded to the contents of three main VOCs, indicating that the flower fragrance arises truly from these VOC components. S-adenosyl-L-methionine: benzoic acid carboxyl methyl transferase (BAMT) catalyzes the final step to form methyl benzoates. To understand the mechanism of the formation of this main type fragrance and its regulation, we firstly isolate a gene of RfBAMT from petal of Rhododendron fortunei by using homologous cloning and RACE technology. The full length of its cDNA was 1383 bp，with an open reading frame of 1104 bp, encoding a total of 368 amino acids. The phylogenetic tree analysis showed that RfBAMT was the closest to the BSMT of Camellia japonica, belonging to methyltransferases family. Then we measured the expression level of RfBAMT again at four flower developmental stages and in different flower tissues and leaves. The results showed that the expression level of this gene was highly positively correlated with the emitted content of methyl benzoates in the flowering, implying that RfBAMT plays a pivotal role in the formation and regulation of methyl benzoates in Rhododendron fortune.This researchshowed that the RfBAMT was cloned and identified in our study and its expression level was highly positively correlated with the emitted content of methyl benzoates in the flowers and leaves, which indicated this gene may play an important role on regulation of methyl benzoate synthesis in Rhododendron fortunei. [ABSTRACT FROM AUTHOR]

Disrupted spermatogenesis and testicular injury are among the devastating outcomes of methotrexate. A major contributor to methotrexate-induced testiculopathy is oxidative damage which triggers apoptosis and altered autophagy responses. Eicosapentaenoic acid ethyl ester (EPA-E) is an antihyperlipidemic derivative of omega-3 fatty acids that exhibited affinity to peroxisome proliferator-activated receptor-γ (PPAR-γ) that possesses both antioxidant and autophagy modulating properties. This is an exploratory study aiming at assessing the effectiveness of EPA-E to alleviate testicular damage induced by methotrexate. The specific exploratory hypothesis of this experiment is: EPA-E administration for 1 week to methotrexate-treated rats reduces testicular damage compared to control rats. As a secondary outcome, we were interested in identifying the implicated mechanism that mediates the action of EPA-E. In adult male Wistar rats, testiculopathy was achieved by a single methotrexate injection (20 mg/kg, ip). Rats received vehicle, EPA-E (0.3 g/kg/day, po) alone or with selective PPAR-γ antagonist (bisphenol A diglycidyl ether, BADGE) at 30 mg/kg/day, ip for 1 week. EPA-E recuperated methotrexate-attenuated serum total testosterone while reduced testicular inflammation and oxidative stress, restoring superoxide dismutase (SOD) while reducing malondialdehyde (MDA) and 8–hydroxy–2′-deoxyguanosine (8-OHdG). Methotrexate-induced testicular apoptosis (caspase-3 and p53) was suppressed upon EPA-E treatment. Besides, EPA-E curbed methotrexate-induced abnormal autophagy by downregulating LC3A/B and beclin-1. Interestingly, BADGE-coadministration reversed EPA-E beneficial actions. Collectively, our findings suggest PPAR-γ role in EPA-E-mediated mitigation of methotrexate-evoked testiculopathy via suppression of oxidative stress, apoptosis, as well as abnormal autophagy. Furthermore, EPA-E could be used as a preventive therapy for some testiculopathies mediated by oxidative stress. [ABSTRACT FROM AUTHOR]

Foodborne pathogens are a persistent threat to food and consumer safety. To mitigate outbreaks and contamination incited by these pathogens, the development of novel preventative safety controls and biorational inactivation measures are paramount. The objectives of this research were to evaluate the efficacy of pyrrolidine‐based amide derivatives of decanoic (DEPY), lauric (LAPY), myristic (MYPY) and palmitic (PAPY) fatty acids for in‐vitro inhibition and inactivation of various Gram‐positive bacterial strains including Listeria monocytogenes (typically associated with foodborne illness), Bacillus subtilis, and Streptococcus mutans and Streptococcus sobrinus (both normally present in the oral cavity and involved with dental caries). Compared to no treatment (control), significant differences (P < 0.05) in the growth of Listeria strains were seen in‐vitro with increased inhibition at higher amide concentrations (10,000–20,000 ppm). Furthermore, in‐vitro growth inhibition of B. subtilis, S. sobrinus, and S. mutans was also observed with an effectiveness of LAPY>MYPY>PAPY>DEPY. In co‐inoculation assays, LAPY treatment significantly reduced Listeria growth from 1.55 to >5.0 Log CFU/mL when a concentration range of 5 to 250 ppm was applied. Moreover, Listeria populations on pathogen‐inoculated produce were significantly (P < 0.05) reduced from 0.51 to >3.00 Log CFU/g with greater inactivation on carrots compared to alfalfa, soybean, and pistachio. These results demonstrated the potential value of these FA amides against Gram‐positive pathogenic bacteria. Biorational applications of antibacterial FA amides on fresh produce as a postharvest intervention process offers a great potential for enhancement of food safety. [ABSTRACT FROM AUTHOR]

Moringa oleifera Lam is an economically and medicinally important plant. However, its essential oil characterization has been limited to one-dimensional gas chromatography and mass spectrometry. This study identified secondary metabolite composition and variation in M. oleifera seed oil through two-dimensional gas chromatography with time of flight mass spectrometry and their associated bioactivity. GC×GC TOF MS analysis of M. oleifera seed oil was performed on an Agilent 7890 Gas chromatograph equipped with Pegasus 2D GC-TOFMS. About 1µl of the sample (dissolved in n-Hexane) was injected into the system, and the carrier gas was Helium. Identification was made using ChromaTOF software with reference to the NIST library. A total of 2000 phytoconstituents were obtained, of which 236 were identified using the NIST mass spectral values. Total constituents were classified into alkanes (64), alkenes (11), aldehydes (7), alcohol (10), acids (18), acid esters (70), Ketones (10), benzenoids (10), Monoterpenoids (1), olefins (6), Phenols (1), an alkaloid (1), triterpenoid (4), diterpenoid (1), sesquiterpenoid (2), tocopherol (2), and Others (18). Based on area percentage, fatty acids and their derivatives were predominant. The major constituents were Erucic acid (9.10%), trans-13-Octadecenoic acid (6.06%), Triethyl citrate (5.15%), Bis-(3,5,5- trimethylhexyl) phthalate (4.94%). This study reports a detailed metabolic profiling of M. oleifera seeds, which opens up the possibility of identifying and decoding specific bioactivities leading to novel drug discovery in the future. [ABSTRACT FROM AUTHOR]

A common perspective within the prospect of a greener future is utilising our waste materials. One waste material of which the world has abundant resources, and where we will keep having resources, is sewage sludge. This waste material is getting an increased focus, and is commonly utilised by anaerobic digestion processes for methane production. This leaves a bioresidue of digested sewage sludge (DSS). In this study, DSS is submitted to hydrothermal liquefaction (HTL) to produce bio-oil. The studied process includes upscaling as well as considering the effects of temperature, reaction medium of water or ethanol, degree of reactor filling and stirring rate. Promising results are found as high oil yields are obtained also after upscaling. The results reported here show that stirring reduces the need of high temperatures during HTL, providing energy savings that are promising for further upscaling. In addition, a total of 18 compounds are identified and semi-quantified, showing an abundance of fatty acids and fatty acid derivatives within the oil, encouraging further studies towards separation of said fatty acids for use as biodiesel. [ABSTRACT FROM AUTHOR]

This present study deals with the design and evaluation of novel coumarinyl oxadiazoles substituted fatty acids derivatives using synthetic approach and to screen for in vitro antimicrobial activity. A recent literature survey revealed that, coumarinyl oxadiazoles substituted fatty acids derivatives shown for their ability to improve biological activities The condensation of 2-oxo-2H-chromene-3-carbohydrazide with substituted fatty acids in the presence of phosphorus oxychloride yielded a variety of novel 5-N-alkyl-1,3,4-oxadiazole-2H-chromen-2-one derivatives. The structure of the newly synthesized compounds was validated by elemental analysis, IR, 1H NMR, and mass spectrum data. Further, analysis of the drug-likeness property is predicted through five parameters like Lipinski rule, Ghose, Egan, Vebers, and Muegge rules. As molcular docking is normally used for understanding drug-receptor interaction. The above-derived compounds were subjected to molcular docking studies (4MFI, 5E2C, 6FBV, and 6NNE). The antibacterial and anti-mycobacterial properties of these substances were investigated. Compounds 3-(5-dodecyl-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one and 3-(5-hexadecyl-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one demonstrated considerable antibacterial activity against several tested bacterial strains in antimicrobial tests. In comparison to standard, compound 3-(5-(heptadec-8-en-1-yl)-1,3,4-oxadiazol-2-yl)-2H-chromen-2-one demonstrated excellent antitubercular action. This hypothesis provides a possible explanation of the enhanced biological activity of the derived compounds. [ABSTRACT FROM AUTHOR]

Copyright of Nachrichten aus der Chemie is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)