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Marrubium vulgareis a plant with high bioactive potential. The rich bioactive compounds of medicinal horehound, as well as their antioxidant activity have led to its wider application in the pharmaceutical, cosmetic, and food industries. The present work aimed to determine the phenolic compounds, total phenols, flavonoids, and antioxidant activity at vegetative and reproductive growth stages of Marrubium vulgare. The experiments were performed in Eram Garden with five replications and using SPSS software (v. 13) and Mann–Whitney U-Test at p ≤ 0.01. The total content of flavonoids and main phenolic compounds increased when plants collected at vegetative stage. On the other hand, the highest vanillin content was observed in full flowering stage. Overall, this study can provide useful information about the best harvest period for horehound to produce the desired compounds for use in the food, pharmaceutical, and plant industries. [ABSTRACT FROM AUTHOR]

Pistacia chinensis subsp. integerrima is a valuable medicinal plant as its parts and extracts found application for treating diarrhea, fever, liver disorders, asthma, and inflammation. In this study, we report the leishmanicidal activity of sakuranetin, spinacetin, and patuletin extracted from P. chinensis. The tested compounds revealed a strong anti-leishmanial activity in vitro against Leishmania major showing IC50 values of 7.98 ± 0.16 µM, 9.23 ± 0.23 µM 11.09 ± 0.87 µM for sakuranetin, spinacetin, and patuletin, respectively. Moreover, to explore the potential mechanism(s) by which the compounds may act, computational docking studies were performed against dihydrofolate reductase and pteridine reductase, showing that the flavonoids could target these two key enzymes to exploit their leishmanicidal activity. In accordance with in vitro results, patuletin was highlighted as the most promising compound of the set, and binding energy values of −6.72 and −6.74 kcal/mol were computed for the two proteins, respectively. [ABSTRACT FROM AUTHOR]

Zanthoxylum bungeanum leaves (ZBL) are of great medicinal value for being rich in hyperoside and quercitrin. In this study, a novel, efficient and economical continuous process was established. First, aqueous two-phase system (ATPS) composed of Triton X-100/(NH4)2SO4 was employed to enrich hyperoside and quercitrin from ZBL extracts and the recoveries reached 98.53% and 99.12%. Then back-extraction with dichloromethane-water system was adopted to separate hyperoside and quercitrin from Triton X-100 micelles which were recycled and the recoveries reached 86.58% and 85.19%. Finally, S-8 macroporous resin was used for removing the salt introduced in ATPS and the final recoveries reached 82.38% and 81.81%, much higher than the total flavonoids recovery as 69.08%. Furthermore, scale-up experiment certified that the continuous process was feasible for industrial production. Efficiently and economically, this method achieved a great breakthrough in purity and provided a novel reference for further purification and phase-forming component recycle. [ABSTRACT FROM AUTHOR]

A pair of epimers of flavonoid alkaloids, with a pyrrolidone moiety, 2S,5′′R-eupodoratin A (1), 2S,5′′S-eupodoratin A (2), together with two known analogues, drahebephin A (3), drahebephin B (4), were isolated from the flowers of Chromolaena odorata (L.) R.M.King & H.Rob. Their structures were elucidated on the basis of HR-ESI-MS, 1D/2D NMR spectral analyses. The absolute configuration of compounds (1) and (2) was determined by its experimental and calculated electronic circular dichroism (ECD) spectra. All compounds were isolated from the Asteraceae family for the first time. The ABTS·+ scavenging activity of compound (4) reached 93.56% at a concentration of 0.5 mM, while the scavenging capacity of positive control Trolox was 55.94%. In addition, all compounds show moderate antimicrobial activity against Escherichia coli (ATCC, 337304), Staphylococcus aureus (ATCC, 337371) and Candida albicans (ATCC, 186382) with a MIC value of more than 50 µg/mL. [ABSTRACT FROM AUTHOR]

One new coumarin, one new flavonoid, two new distinctive compounds with characteristics of an iriflophene unit and a flavonoid unit connecting via a furan ring, together with five known compounds were isolated from the rhizomes of Phedimus aizoon (L.) 't Hart. Their structures were elucidated on the basis of spectroscopic analysis. Compounds 4, 5 and 8 increased the survival rate of H9c2 cells induced by doxorubicin in vitro, which was capable of further drug exploration. [ABSTRACT FROM AUTHOR]

Epimedium brevicornu Maxim (E. brevicornu) is a plant of Epimedium L. in Berberidaceae, which is widely distributed and has high medicinal value and many important clinical applications. In this experiment, a novel flavonoid compound (1) was isolated and identified the chemical structure from E. brevicornu. The extract of E. brevicornu was performed on normal silica column chromatography, ODS silica column chromatography, Sephadex LH-20 column chromatography and RP-HPLC system to be isolated and purified and obtained 1. The HR-ESI-MS and NMR spectrometer were used to measure the accuracy molecular weights and determine the chemical structure of 1. In conclusion, we isolated and purified compound 1 (15.4 mg) and determined its chemical structure. [ABSTRACT FROM AUTHOR]

Various reports revealed that chemical constituents from many species of Rubus exhibit diverse biological activities. In this study, a novel flavonoid with a 2-(phenanthren-9-yl)-4H-chromen-4-one structure (1), a 5-phenylthiophene-2-carbaldehyde derivative (5) first isolated from a natural source, together with five known compounds including three polyketides (2–4) and two sesquiterpenoids (6–7) were isolated from a traditional Chinese medicine Rubus rosifolius S.Vidal (Rosaceae). The structures of new compounds were elucidated by detailed spectroscopic analysis including NMR and X-ray single-crystal diffraction. The bioassays results indicated that, compound 1 displayed significant cytotoxicity against human colon cancer cell line HCT116 with IC50 value of 8.6 ± 1.9 μM, and compound 5 exhibited moderate cytotoxicity against human breast cancer cell line MDA-MB-435 with IC50 value of 24.1 ± 0.8 μM. [ABSTRACT FROM AUTHOR]

Bee pollen's nutritional and beneficial health properties depend on the botanical origin and storage conditions. Palynological analysis determines the botanical composition of the multiflora and colour fractions. This study aimed to characterize the phytochemical profile and antioxidant activity of Tuscan bee pollen stored at freezing temperature for 2 years to verify the preservation of nutraceutical properties of the multiflora and colour fractions. Polyphenols, flavonoids content, antioxidant activity and volatile compounds profiles were measured. Non-terpene derivatives (acids and aldehydes) represented the main class of volatile compounds in most analysed samples. Among the colour fractions, coral showed significant differences in the antioxidant compounds. In the multiflora were also determined the soluble sugar content (128.33 mg/g of fresh weight) and mineral content, with the prevalence of K, organic N and Ca. The results suggest that the freezing storage of bee pollen for a long period can be still used as food. [ABSTRACT FROM AUTHOR]

Psidium guajava is a plant of the Myrtaceae with various pharmacological activity. In this study, the water extract and the isolated compounds from guava leaves were evaluated for in vitro α-glucosidase inhibition using spectrophotometric method. Ellagic acid, quercetin, quercetin-3-O-glucuronide, avicularin, isoquercitrin, and quercetin-3-galactoside showed α-glucosidase inhibitory activity, and their IC50 value were 25.0, 41.0, 53.5, 46.9, 60.0 and 72.1 μg/mL, respectively compared with the positive control acarbose (IC50 49.2 μg/mL). This study could provide a theoretical basis for the application of Psidium guajava in the treatment of hyperglycemia. [ABSTRACT FROM AUTHOR]

This study aimed to investigate the hypoglycaemic and hypolipidemic activities of total flavonoids from Nymphaea candida (NCTF). The result showed that NCTF could significantly ameliorate various indicators such as FBG, OGTT, TC, TG, LDL-C, and HDL-C in ALX-induced diabetic mice compared with the model group. Meanwhile, in the therapeutical effect study of NCTF on high-fat and high-sugar diets combined with STZ-induced T2DM mice, all parameters including RBG, INS, and INSR related to diabetes were significantly improved by NCTF as well as the serum ALT, AST, ALP, CR, MDA, and IL-6 activities. NCTF could significantly increase the expression levels of SOD and PPAR-γ in T2DM. Pathological observation showed that NCTF could improve the damage to pancreatic and liver tissues in T2DM mice. In conclusion, NCTF has better hypoglycaemic and hypolipidemic effects, and its mechanism may be related to its antioxidant, PPAR-γ regulation, and inhibiting inflammatory cytokine expression. [ABSTRACT FROM AUTHOR]

Methanolic stem bark extracts from ten Mexican Bursera Jacq. ex L. species were evaluated in vitro with regard to their inhibitory activity against two Tenebrio molitor-derived enzymes. Seven extracts (B. bicolor, B. copallifera, B. fagaroides, B. grandifolia, B. lancifolia, B. linanoe, and B. longipes) reduced α-amylase activity by 55.37% to 96.25%, with three samples proving to be particularly potent α-amylase inhibitors (B. grandifolia, B. lancifolia, and B. linanoe; IC50 = 162, 132, and 186 µg/mL, respectively). In contrast, no extract inhibited acetylcholinesterase activity by more than 39.94%. Quantitative HPLC analysis did not reveal any clear correlation between the species-specific flavonoid or phenolic acid profiles and the respective extracts' enzyme inhibitory activity. The findings reported herein do not only contribute to improving the current state of knowledge regarding the enzyme inhibitory potential of the Bursera genus, but could also lead to the development of new sustainable bioinsecticides. [ABSTRACT FROM AUTHOR]

In this study, the total phenolic and flavonoid contents (TPC and TFC), secondary metabolite composition (LC-HRMS/MS analyses) and antioxidant potential (DPPH, ABTS, GOR, CUPRAC, and phenanthroline assays) of Linum trigynum L. (LT) extracts were determined. Our results showed for the first time that the extracts (PE, CHCl3, AcOEt, and n-BuOH) of LT exert antioxidant activity. The AcOEt and n-BuOH extracts were the most antioxidant compared to the standards, and had a higher amount of TPC (323.51 ± 0.62; 229.98 ± 6.80 µg GAE/mL) and TFC (183.75 ± 1.17 and 157.50 ± 1.77 µg QE/mL), resectively. The high antioxidant properties of these extracts may be due to their major compounds (phenolic compounds) detected by LC-HRMS/MS analyses including flavonoids (40 compounds) and phenolic acids and derivatives (18 and 19 compounds, respectively). AcOEt and n-BuOH extracts of LT can be used as an excellent source of antioxidant phytochemicals to prevent or treat various diseases. [ABSTRACT FROM AUTHOR]

Using HPLC-DAD the presence of catechin, epicatechin, quercetin, kaempferol and protocatehuic acid was analysed in herb extracts of eight Ephedra species (Ephedra sinica, Ephedra major, Ephedra chilensis, Ephedra ciliata, Ephedra foeminea, Ephedra equisetina, Ephedra gerardiana and Ephedra distachya). For comparison purposes, the same phenolics were determined in Camellia sinensis herb, which is a common source of catechins and a medicinal plant with valuable antioxidant properties. The catechin content in Ephedra spp. ranged between 0.83 mg/g d.w.– 8.77 mg/g d.w., while the epicatechin content was between 0.11 mg/g d.w.– 3.38 mg/g d.w. In comparison to black tea, Ephedra major, Ephedra distachya and Ephedra equisetina had a higher catechin content. The selected Ephedra spp. are rich in catechins and the obtained results serve as the chemical rationale for the anti-inflammatory, antioxidant and anti-proliferative activities of Ephedra that are currently being investigated. [ABSTRACT FROM AUTHOR]

A new flavonoid glycoside, luteolin-3′-O-β-D-6″-acetyl glucopyranoside (1), along with six known flavonoids, were isolated from the leaves of Callicarpa nudiflora Hook. The structures of the isolated compounds were established on the basis of extensive spectroscopic analyses. Compound 6 exhibited potent cytotoxicity and compounds 1 and 7 exhibited moderate cytotoxicity against human hepatocellular carcinoma SMMC-7721 cells. [ABSTRACT FROM AUTHOR]

The metabolites profile of Egyptian P. dulce bark was investigated using UPLC-ESI-MS/MS analysis with subsequent analysis of its cytotoxicity, antimicrobial, and antioxidant activities. Asides, in silico molecular docking study was performed for validation of cytotoxicity. P. dulce bark showed richness in polyphenolics and flavonoids, displaying 575.5 mg GAE/g extract (total phenolic content) and 310.82 mg CE/g extract (flavonoid content). A total of 29 compounds were tentatively identified. Proanthocyanidins and phenolic acids were the major classes observed. P. dulce bark possessed promising antioxidant and cytotoxic activities, however, it exhibited a weak antimicrobial activity. No antifungal activity was observed. In silico molecular docking revealed that daidzein compound achieved the best interaction energy score on the 5II2 of Gibbs free energy of −6.911 kcal/mol. This study revealed that P. dulce bark can be introduced as a potential source for valuable bioactive compounds that supporting its usage in food and pharmaceutical industries. [ABSTRACT FROM AUTHOR]

Volutaria lippii (L.) Cass. ex Maire, syn. Centaurea lippii (L.), (Asteraceae) is a plant from the central region of Algeria, considerably distributed in all Mediterranean areas. Herein, the antioxidant activity of the three derived fractions [chloroform (CHCl3), ethyl acetate (EtOAc) and n-butanol (n-BuOH)] of the 70% methanol extract of the aerial parts (leaves and flowers), was assessed by using CUPRAC, ABTS, DPPH free radical scavenging, and β-carotene bleaching methods. The results obtained allowed to guide the fractionation of EtOAc and n-BuOH fractions by CC followed by purification by TLC and reverse phase HPLC. A guaianolide glucoside, 3β-hydroxy-11β,13-dihydrodehydrocostuslactone 8α-O-(6'-acetyl-β-glucopyranoside) (1), never reported in the literature, was isolated together with other known compounds (2–14). Their structures were elucidated by the extensive use of 1 D- and 2 D-NMR experiments along with ESI-MS analyses and with comparison with literature data. [ABSTRACT FROM AUTHOR]

A new flavonoid (bunge A) (1), a new sesquiterpene (bunge B) (8), a new furan derivative (bunge C) (12) and a new alkenoic acid (bunge D) (14), together with ten known ones [four flavonoids (2, 3, 4, 5), two phenylpropanoids (6, 7), three sesquiterpenes (9, 10, 11) and one lactone (13)] were isolated from the fruits of Prunus humilis Bunge [Cerasus humilis (Bunge) Sokolov]. Their structures were elucidated based on extensive spectroscopic analysis (including HR-ESI-MS and NMR) and comparison with previously published data. All compounds were evaluated for cytotoxic activity against three human tumour cell lines. Compound 3 and 4 showed weak antiproliferative activities against hepatocarcinoma cell HepG-2 at the concentration of 100 μM, which the inhibition rates were 55.34 ± 0.29 and 45.52 ± 0.37, respectively. And other compounds had almost no cytotoxic activity against the three tumour cell lines in vitro. [ABSTRACT FROM AUTHOR]

This is the first study describing phenolics of Momordica charantia L. 'Enaja' cultivar (bitter melon) produced in Romania. Total polyphenol content, total tannin content, total flavonoid content, and antioxidant activity of bitter melon stems and leaves, young fruits, and ripe fruits grown in Romania were analysed, along with fruits imported from India. The UPLC-DAD analysis led to the identification of (+)-catechin, (−)-epicatechin, luteolin-3',7-di-O-glucoside, luteolin-7-O-glucoside and vanillic acid. (−)-Epicatechin (859 µg/g) and (+)-catechin (1677 µg/g) were the most abundant compounds in stems and leaves, while in the ripe fruits, luteolin-7-O-glucoside (310 µg/g) was the main phenolic. Stems and leaves were the most active for capturing free DPPH radicals (IC50 = 216.9 ± 11.91 µg/ml); the scavenging activity strongly correlated with the flavonoid content (r = 0.8806, r2 = 0.7754). Momordica charantia fruits from Romania, both young and ripe, are a source of polyphenols as valuable as those imported from India. [ABSTRACT FROM AUTHOR]

Phytochemical investigation on the plant of Wikstroemia alternifolia led to the isolation of 26 compounds including two new ones, wikstralternifols A and B (1 and 7). Their structures including the absolute configuration were elucidated by spectroscopic data together with analysis of experimental and calculated ECD data. All compounds were isolated from this plant for the first time, and their main structural types were lignans, sesquiterpenoids, and flavonoids. In the sodium nitroprusside-induced rat pheochromocytoma PC-12 cell model, the neuroprotective activities of the selected sesquiterpenoids (1 and 4) and lignans (7 − 14) were screened at the concentration of 10 µM, and 7 − 14 displayed better activities than the positive control edaravone. [ABSTRACT FROM AUTHOR]

Owing to the potentially harmful adverse effects of current anti-inflammatory drugs, there is a need to identify new alternative substances. Thus, this study aimed to perform a phytochemical analysis of A. polyphylla to identify compounds responsible for its anti-inflammatory activity. Several fractions of the A. polyphylla extract were obtained and evaluated in an ex vivo anti-inflammatory assay using fresh human blood. Among the evaluated fractions, the BH fraction displayed the highest percentage of PGE2 inhibition (74.8%) compared to the reference drugs dexamethasone and indomethacin, demonstrating its excellent potential for anti-inflammatory activity. Astragalin (P1), a known 3-O-glucoside of kaempferol, was isolated from the A. polyphylla extract for the first time. In addition, a new compound (P2) was isolated and identified as the apigenin-3-C-glycosylated flavonoid. Astragalin showed moderate PGE2 activity (48.3%), whereas P2 was not anti-inflammatory. This study contributes to the phytochemical studies of A. polyphylla and confirms its anti-inflammatory potential. [ABSTRACT FROM AUTHOR]

Spondias dulcis Parkinson have been used in traditional medicine in Asia, Oceania, and South America, for different diseases conditions and as a functional food. The scientific literature described as different potential pharmacology such as antioxidant, anti-inflammatory, antimicrobial, thrombolytic and enzymatic inhibitor. This study aimed to: (1) establish the pharmacological activity in intestinal motility in vivo and antioxidant activity in vitro; (2) perform the acute toxicology test in mouse; (3) characterize the phytochemical profile based on counter-current chromatography (CCC) and NMR analysis. The results revealed a laxative effect of S. dulcis extract and a high antioxidant activity (IC50 = 5.10 for DPPH assay and 14.14 for hydrogen peroxide scavenging test). No side effects were observed in the oral acute toxicity test for a dose up to 2000 mg/kg. The chemical profile was identified by CCC and NMR, and the comparison of the data obtained with previous literature revealed the presence of the flavonoid rutin (Quercetin-3-O-rutinoside) in the extract. [ABSTRACT FROM AUTHOR]

This study investigated phenolic metabolites, antioxidant, cytotoxic and cardioprotective effects of the hydroalcoholic extract from the aerial parts of Hypericum attenuatum Fisch. ex Choisy. The total phenolic and flavonoid contents of the extract were 132.40 ± 2.06 mg GAE/g and 101.46 ± 1.47 mg QE/g respectively. The extract exhibited antioxidant activities with an EC50 value against DPPH radical of 0.099 ± 0.03 mg/mL and a FRAP value of 1.22 ± 0.086 mmol/L Fe2+. The extract could protect H9c2 cardiomyoblasts from the injury of H2O2, while it restored the H9c2 cell viability to 82.69 ± 2.33% at 100 μg/mL. The extract possessed cytotoxicity on MGC803, C666-1 and SW620 cells with IC50 values of 69.77 ± 2.43 μg/mL, 74.97 ± 1.08 μg/mL and 58.91 ± 1.81 μg/mL, respectively. Moreover, it could promote apoptosis of the tested cancer cells. This research provided useful information for the utilization of H. attenuatum as herbal medicine. [ABSTRACT FROM AUTHOR]

A new naphthoquinone derivative (1) together with twenty-three known compounds (2–24), were isolated from the aerial parts of Rubia cordifolia L. Their structures were elucidated on the basis of NMR and HR-ESIMS data. Compounds 1–13 were assessed for their inhibitory effects on NO production in LPS-stimulated RAW 264.7 macrophage cells. Compounds 2-6 exhibited significant inhibitory activities with IC50 values of 21.37, 13.81, 24.56, 20.32, and 30.08 μmol·L−1, respectively. [ABSTRACT FROM AUTHOR]

Two new prenylated flavonoids named sinoflavonoids NJ and NK (1–2), along with ten known compounds were isolated from the fruits of Podophyllum hexandrum Royle. The chemical structures were determined through NMR spectroscopic data and MS analysis. Sinoflavonoid NJ (1) with an unusual 5,11-dioxabenzo[b]fluoren-10-one skeleton was firstly reported from Berberidaceae. The isolated flavonoids were tested with LPS-induced RAW 264.7 mouse macrophages model for their anti-inflammatory activity. Sinoflavonoid NJ (1) showed the most potent inhibition on nitric oxide production with IC50 value as 0.06 μM. [ABSTRACT FROM AUTHOR]

Chemical investigation of the extracts obtained from the red thallus tips from Cetraria laevigata resulted in the isolation of five known quinoid pigments identified by FT-IR, UV, NMR, MS methods and by comparison with literature data (skyrin (1), 3-ethyl-2,7-dihydroxynaphthazarin (2), graciliformin (3), cuculoquinone (4) and islandoquinone (5)). An antioxidant capacity of compounds 1–5 were evaluated and compared with quercetin using a lipid peroxidation inhibitory assay and superoxide radical (SOR), nitric oxide radical (NOR), 1,1-diphenyl-2-picrylhydrazine (DPPH), 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) (ABTS) scavenging assays. Compounds 2, 4 and 5 were far more active: they demonstrated the antioxidant capacity in various test assays with the IC50 values 5–409 µM comparable to the flavonoid quercetin. While, the isolated quinones (1–5) exhibited weak cytotoxicity in human cancer cell line A549 assessed by MTT assay. [ABSTRACT FROM AUTHOR]

The growing use of Cannabis sativa as a complementary therapy to allopathic medicine has brought about the modification of laws for its use worldwide. This entails the need to harmonize the methods of galenic preparations in pharmacies and cannabis-specialized non-governmental organizations as well as for self-provision as contemplated in some current legislation, such as that of Argentina. Thus, this work aimed to study simple and efficient methods to produce medicinal cannabis oils that require low-cost equipment and few handling steps. The final formulas allowed the obtaining of preparations of known concentrations of neutral cannabinoids, total polyphenol content, total flavonoid content, and antioxidant capacity. These methods allow for the selection of convenient vehicles and access to safe medicinal products of standardized quality. Our results show that cannabis extraction can be efficiently performed by directly using long-chain lipidic vehicles as extractants, resulting in a formulation with maximized oxidizing capacity and potentially extending its durability. [ABSTRACT FROM AUTHOR]

Two previously unreported isoflavonoids, placoisoflavones A and B (1 and 2), along with five known compounds, calopogonium isoflavone B (3), jamaicin (4), 6-methoxycalopogonium isoflavone A (5), vestitol (6), and caviunin (7) have been isolated from the stems of Placolobium vietnamense N.D.Khôi & Yakovlev. The structures of all isolated compounds were fully characterized using spectroscopic data and comparison with the previous literature. The cytotoxicity of all isolated compounds was evaluated against HepG2 cell line, and compound 1 showed the most potent cytotoxicity with an IC50 value of 8.0 μM. [ABSTRACT FROM AUTHOR]

Antidiabetic activity of methanolic extract, petroleum ether, ethyl acetate and n-butanol fractions of Ipomoea cairica (L.) Sweet leaves was performed in-vitro using α-glucosidase and α-amylase inhibition methods. Phytochemical study of the ethyl acetate fraction which possessed the highest antidiabetic activity led to isolation of five flavonoids for the first time from this plant, including two rare flavonoid sulphates, ombuin-3-sulphate [1] and rhamnetin-3-sulphate [2] and three flavonoid glycosides, kaempferol 7-O-α-Lrhamnopyranoside [3], kaempferol 3,7-di-O-α-L-rhamnopyranoside [4] and quercetin 3-O-α-L-arabinopyranoside [5]. The 1H and 13C NMR of 1 and 13C NMR of 2, were reported here for the first time. Compounds [1-4] showed a concentration-dependent in-vitro inhibitory activity against α-glucosidase and α-amylase. Furthermore, in-silico study predicted that compounds (1-5) showed good interactions with α-glucosidase, α-amylase, and protein tyrosine phosphatase 1b. [ABSTRACT FROM AUTHOR]

One new compound, 4,7-dihydroxy-2-hydroxymethyl-5,6-dimethoxyanthraquinone (1), along with eight known compounds (2-9) were isolated from the methanol extracts of the aerial parts of Chamaecrista pumila (Lam.) K. Larsen. Their chemical structure was determined based on spectroscopic data interpretation and comparison with the reported data. The inhibitory effects of them on α-amylase and α-glucosidase were performed. The results showed that compounds 4, 6, 8, and 9 against potent α-glucosidase with the inhibition values of 98.14 ± 0.05, 98.19 ± 0.04, 97.01 ± 0.49, 84.43 ± 0.6% at 50 μM, respectively. Compounds 4 and 6 displayed significance against α-amylase at 200 mM with inhibition values of 22.35 ± 1.10 and 60.47 ± 0.91%. [ABSTRACT FROM AUTHOR]

Toxicodendron vernicifluum (Stokes) F.A. Barkley, also called 'Qishu', is a shrub belonging to the Anacardiaceae family and producing lacquer. In this work, a new flavonoid glycoside (1), was isolated from the heartwood of T. vernicifluum, together with four known compounds (2-5). The structure of the new compound was determined as 4′,7-dihydroxy-3′-methoxy-3-O-β-D-glucopyranosyl-flavonoid (1), on the basis of acidic hydrolysis, and spectroscopic analyses. Compound 1 showed significantly cytotoxic against A549 cell lines with the values of IC50 at 1.5 μM. [ABSTRACT FROM AUTHOR]

The phytochemical study of the 70% ethanol extract of the aerial parts of Diplotaxis erucoides afforded one new flavonoid glycoside, namely kaempferol-3-O-[α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranoside]-7-O-α-L-rhamnopyranoside (1), named diploerucoside A and seven known compounds including one flavonoid (2), one phenolic glycoside (3), one monoterpene (4), one triterpene (5), one sitosterol (6) and two monoglycerolipids (7, 8). Their structures were established by extensive spectroscopic analysis including 1 D- and 2 D-NMR (1H, 13C, 1H-1H COSY, HSQC and HMBC), mass spectrometry (HR-ESI-MS) and by comparison with the data reported in the literature. [ABSTRACT FROM AUTHOR]

A new phenylpropanoid-substituted epicatechin, (2 R,3S,9R)-methyl {2-(3,4-dihydroxyphenyl)-3,5,8a,4a-tetrahydroxy-3,4-dihydro-2H,12H-pyrano[2,3-α]xanthen-12-yl}acetate (1) was isolated from the rhizome of Smilax china, along with twelve known compounds (2 − 13), which were isolated from the Smilax genus for the first time. On the basis of chemical evidences and spectral data analysis (UV, ECD, 1 D and 2 D-NMR, HR-ESI-MS), the structures of compound 1 was elucidated. Furthermore, all compounds have been tested for their inhibitory effects on NO production in LPS-induced RAW 264.7 cells, and compounds 6, 7, 11 and 13 have obvious inhibitory effect, in which the IC50 value of compound 7 reached 11.63 ± 1.29 μM. Through target screening and molecular docking, we can speculate that compound 7 may exert its anti-inflammatory effect by binding to MAPKAP kinase 2 and Leukocyte Proteases Cathepsin G & Chymase. [ABSTRACT FROM AUTHOR]

Sophora flavescens is a widely used traditional Chinese herbal medicine. In this work, a new pterocarpan glycoside, kurarinol C (1) together with six known compounds, sophoracarpan A (2), trifohrhizin-6'-monoacetate (3), trifohrhizin (4), maackiain (5), (6S,6aS,11aR）-6α-methoxy-pterocarpin (6), L-maackiain (7) were isolated from the roots of S. flavescens. Among them, compounds 2 and 6 were discovered from S. flavescens for the first time. Their chemical structures were elucidated on the basis of extensive NMR and MS analyses. Furthermore, the antioxidant activities of these compounds were evaluated by the ABTS and DPPH free radical scavenging assay. Three compounds (5, 6, 7) exhibited stronger antioxidant capacity against the ABTS enzyme at 20 µg/mL (scavenging rates > 55%). [ABSTRACT FROM AUTHOR]

Five selected medicinal plants in the family Zingiberaceae, Alpinia nigra, Boesenbergia maxwellii, Etlingera araneosa, Meistera koenigii, and Wurfbainia biflora, were collected from Thailand. HPLC was used to determine the content of phenolic compounds in their ethanolic extracts. The total phenolic contents and the total flavonoid contents of M. koenigii were found to be higher than that of the others. The antioxidant activity of the extracts was assayed by two methods, namely ABTS and DPPH assays using HPTLC and a microplate spectrophotometer. Anticholinesterase activity was screened by the Ellman method against acetylcholinesterase, the chief enzyme of Alzheimer's disease. The results showed mild acetylcholinesterase effects. The results indicated that these five ginger species, especially M. koenigii have the potential to be a good source of natural antioxidants and anticholinesterase agents that could be further applied in the pharmaceutical industry. [ABSTRACT FROM AUTHOR]

The exudate of Commicarpus grandiflorus (A. Rich.) Standl. flowering aerial parts was investigated for its chemical composition. Nine compounds were isolated, five triterpenes and four methylated flavones, of which two were new natural triterpenes, 2α,3β,11α-olean-18-en-2,3,11-triol (1) and 2α,3β-olean-12-en-2,3-diol-11-one (2) that were named commicarpotriol and commicarpodiol, respectively. Structural characterization was carried out using 1D, 2D NMR, and MS techniques and the antimicrobial activity of all isolates was evaluated. [ABSTRACT FROM AUTHOR]

Brugmansia suaveolens Bercht. & J. Presl represents a promising source of new active molecules. Therefore, the aim of the study is to outline the profile of secondary metabolites and their therapeutic potential and in vitro safety properties. The identification of substances was carried out through the chromatographic profile, while the evaluation of therapeutic use was conducted through in vitro biological assays of antioxidant and antimicrobial activity and quantification of the total phenolic content. The safety of the extracts was evaluated using a cytotoxicity assay. The results found revealed the presence of different secondary metabolites, such as flavonoids and alkaloids. Biological assays showed promising antimicrobial activity in gram-negative strains. Regarding safety, greater cytotoxicity is observed in macrophage cells. The study demonstrated that the extracts are potent for therapeutic use, aiming at the development of a phytoproduct for topical use, providing an innovative, relevant and significant character for future research. [ABSTRACT FROM AUTHOR]

Autophagy is a protective mechanism important in human diseases as cancer. We evaluated the impact of khalas date extract (KDE) (20-60 mg/mL) on cell viability, morphological changes, DNA fragmentation and gene expression of LC3B-II associated with autophagosome on HepG2 cell line. The GC/MS identification of KDE showed its high content of flavonoids including quercetin, myricetin, kaempferol and catechol. KDE reduced cell viability of HepG2 with IC50 (31.52 mg/mL). Cells treated with KDE showed two band of DNA fragments at (30 and 40 mg) indicating that KDE induced DNA damage and apoptosis in HepG2. The analysis RT-PCR data showed a 0.2-fold increase in the expression of LC3-B in the cells treated with KDE versus control. We concluded that, KDE flavonoids such as quercetin, myricetin kaempferol exhibited anticancer properties manifested by inhibition of HepG2 cell viability and induction of apoptosis and upregulation of the pro-autophagy LC3-B gene. [ABSTRACT FROM AUTHOR]

Investigation of the leaves of Bauhinia thonningii Schum led to the isolation and identification of a new flavonol derivative, 6-C-methylquercetin-3,4'-dimethyl ether (1) together with eleven known compounds (2–13), with two of them (10 and 11) obtained as a mixture. Their structures were established by extensive spectroscopic analyses. Antibacterial activity of compound 1 as well as the reference antibiotic, ciprofloxacin was tested on Gram-negative multidrug-resistant bacteria overexpressing active efflux pumps, and against methicillin-resistant strains of Staphylococcus aureus (MRSA). Samples were tested alone and in combination with an efflux pump inhibitor (EPI), phenylalanine-arginine-β-naphthylamide (PAßN). Results show that when compound 1 was tested alone, its inhibitory effects were obtained on 7/10 tested bacteria with the highest MIC value of 128 µg/mL whilst in the presence of EPI, this activity significantly increase in all the 10 bacteria. An interesting antibacterial activity was obtained with compound 1 against Klebsiella pneumoniae ATCC11296 (MIC of 4 µg/mL), KP55 and Staphylococcus aureus MRSA6 in the presence of the PaßN. [ABSTRACT FROM AUTHOR]

The first chemical study of the whole Impatiens parvisepala S. X. Yu & Y. T. Hou led to the isolation of a new triterpene saponin, named Iparvisepala-1 (6) along with ten known compounds, which cover three flavonoid glycosides (1-3), one dihydrochalcone glucoside (4), one triterpenoid saponin (5), one triterpene (7) and four miscellaneous compounds (8-11). Their structures were elucidated by MS, NMR spectroscopic analyses as well as by comparisons of spectra data with those of the related published literatures. Additionally, flavonoid glucoside 2 showed impressive effect on α-glucosidase inhibition with the IC50 value of 12.53 ± 0.39 µM, much better than that of the positive control acabose (IC50 = 197.53 ± 2.68 µM). [ABSTRACT FROM AUTHOR]

This study investigated the phenolic compounds and antioxidant capacity of fruit extracts of Opuntia dillenii (Ker Gawl.) Haw.(OD) and Opuntia ficus-indica (L.) Mill.(OFI), yellow (F1) and red (F2) varieties. In order to evaluate the antioxidant activity of these extracts on human sperm quality after thawing, the semen parameters (vitality, motility, acrosome reaction, oxidative stress, and DNA fragmentation) were analysed after 1 h of exposure. The results showed that OD has higher phenolic content and antioxidant power than OFI, and that they are higher in F2 than F1. Furthermore, regarding the activity of extracts on thawed sperm, the results showed a significant increase in motility in samples treated with OFI F1 and OD extracts, while an improvement in vitality and acrosome reaction and a reduction of DNA fragmentation were observed in all exposed samples compared to the control. Finally, a reduction of oxidative stress was observed in samples exposed to OFI F2 and OD than control. [ABSTRACT FROM AUTHOR]

The chemical investigation of the leaf extract of a Cameroonian medicinal plant, Lippia rugosa A Chev (Verbenaceae) led to the isolation of a new flavonoid derivative flavolippia (1), alongside eleven known compounds: 2,4-dimethylpyridin-3,5-diol (2), 5-hydroxy-6,7,4'-trimethoxylflavone (3), 5-hydroxy-3,7,4'-trimethoxyflavone (4), 7-hydroxy-5,6,4'-trimethoxyflavone (5), 3β-hydroxy-urs-12-en-3-ol (α-amyrin) (6), lupeol acetate (7), lup-20(29)-en-3β-ol (lupeol) (8), lup-20(29)-en-3β,28-diol (betulin) (9), fridelan-3-one (fridelan) (10), saccharose (11), cosanol (12). In addition, a new semi-synthetic alkaloid derivative named lippiamicin (13) was prepared from 2,4-dimethylpyridin-3,5-diol (2). Their structures were established on the basis of their spectroscopic data, as well as 1 D and 2 D NMR. Compounds 1-13 were evaluated for their antioxidant activities. The results obtained showed that compounds 2 and 12 were the most active with IC50 values of 0.145 ± 0.011 and 0.195 ± 0.017 µM/mL respectively (for DPPH•) and 0.241 ± 0.027 and 0.223 ± 0.024 µM/mL respectively (for FRAP) compared to butylated hydroxyltoluene used as positive control. [ABSTRACT FROM AUTHOR]

Several species of the Inga genus are used by Amazonian indigenous communities to treat injuries, pain and inflammations, which is directly related to the presence of phenolic compounds in these species. Many studies have addressed the phytochemical relevance of this genus, but they are still few considering the large number of species. Therefore, this study aimed to investigate the chemical composition of Inga stipularis leaves in order to find compounds with potential pharmacological application and economic interest. The developed method allowed the isolation and identification of 8 compounds in the ethanol extract of I. stipularis: eucryphin, neoastilbin, astilbin, neoisoastilbin, isoastilbin, quercitrin, engeletin and isoengeletin. Astilbin stands out for having been isolated directly from the fractionation of the extract by SPE with high yield. This study was a pioneer for I. stipularis and revealed the potential of the species as an abundant source of compounds of pharmacological and economic interest. [ABSTRACT FROM AUTHOR]

The ethanolic extract from leaves of Rauia resinosa, Rutaceae, provided a new flavone, 5-hydroxy-5',6,7-trimethoxy-3',4'-methylenedioxyflavone (1), in addition to four known compounds: 3',4',5,5',7-pentamethoxyflavone (2), 5,7,8-trimethoxy-3'4'-methylenedioxyflavone (3), 3',4',5,7,8-pentamethoxyflavone (4) and β-sitosterol (5). The structures of all compounds were established on the basis of spectroscopic methods, mainly 1D and 2D NMR, UPLC-DAD-MS and UPLC-ESI-MS/MS, involving comparison with literature data. Cytotoxicity of leaves and stems extracts, their fractions and compounds (2), (3), (4) and (5) were evaluated against T24 (bladder carcinoma), TOV-21-G (ovarian adenocarcinoma) and HepG2 (liver carcinoma) cell lines. [ABSTRACT FROM AUTHOR]

This study investigated the content and biological activity of three solvent extracts of Adonis ramosa Franch (AR), which contains 12 types of phytochemicals. The overall yield and total protein content of the aqueous extract were the highest, and it exhibited the highest hydroxyl and superoxide radical-scavenging abilities, copper chelating abilities, and cupric reducing antioxidant capacity. Ethanol extract had the highest total phenolic, flavonoid, and carbohydrate contents, and it showed the highest iron chelating activity, and HClO- and nitrite-scavenging abilities. Methanol AR extract contained the highest total steroid and tannin contents; it also demonstrated high radical- and reactive oxygen species-scavenging abilities and had the best ferric reducing antioxidant power, which allowed it to effectively prevent β-carotene bleaching. Methanol extract also showed good stability and low toxicity. All tested solvent extracts of AR exhibited weak enzyme-inhibitory activities for four enzymes (α-glucosidase, α-amylase, acetylcholinesterase and butyrylcholinesterase). Overall, AR can serve as a natural antioxidant. [ABSTRACT FROM AUTHOR]

Eleven flavonoids including one new flavonol glycoside, quercetin-3-O-(2-α-L-rhamnopyranosyl)-β-D-glucuronopyranosyl methyl ester (1), were isolated for the first time from the fruits of Phyllanthus acidus (L.) Skeels (Phyllanthaceae). Their structures were determined by extensive spectroscopic data. The known flavonoids, quercetin-3-O-β-D-glucuronide methyl ester (3), quercetin-3-O-(2''-α-L-rhamnopyranosyl-6''-O-α-L-rhamno pyranosyl)-β-D-glucopyranoside (5), myricetin (9), and 6-methoxy-naringenin (11) were isolated for the first time from the genus Phyllanthus. Flavonoids 4, 6 and 9 (IC50 = 6.01, 6.32, and 7.84 μM, respectively) showed stronger α-glucosidase inhibitory activities than the positive control, acarbose (IC50 = 306.45 μM). The fruits of P. acidus might be further developed as an anti-diabetic food supplement. [ABSTRACT FROM AUTHOR]

The Senna genus has a wide diversity of species, with an interesting chemical composition of secondary metabolites and applications as medicine. The folk medicine, mainly in developing countries, uses species of Senna to treat seizures, epilepsy and constipation. Though the recognized bioactivity, some Brazilian native species of Senna remain unexplored, such as Senna cearensis, a native species of Caatinga. This is the first report about the bioactivity of the flowers of S. cearensis Afr. Fern., a native species of northeast Brazil. In this communication, flavonoids and catechins are identified in S. cearensis flowers and the chemical composition is linked with its antioxidant, anticholinesterase, and cytotoxic activities. By UPLC-QTOF, some compounds that belong to the class of flavonoids were identified. They are: catechin, epigallocatechin, guibourtinidol-(4α-8)-catechin, and cassiaflavan-(Cat)-epicatechin. The cytotoxic activity is more noticeable for the HL60 (leukemia) cell line with a cell growth inhibition (GI%) of 81.65 ± 5.65. [ABSTRACT FROM AUTHOR]

This study was conducted with the aim of exploring the molecular and cellular mechanisms of action of the chrysin (natural flavonoid compound) on bladder tumour cell lines with different status of TP53 (RT4, 5637 and T24). The cells were treated with different concentrations of chrysin (20, 40, 60, 80 and 100 µM) to analyze the cell viability, nuclear division index, mutagenicity, apoptosis rates and expression of genes related to epigenetic events (DNMT1, HAT1 and HDAC1). Results showed that the treatment with chrysin reduced the cell viability and caused apoptosis, regardless TP53. Moreover, in the TP53-mutated cell lines, chrysin modulated the expression of the DNMT1, HAT1 and HDAC1 epigenetic genes, which might be a plus to the death observed in the cells with p53 mutation. [ABSTRACT FROM AUTHOR]

Matrix metalloproteinase-2 (MMP2), an extracellular matrix remodulating protein's increased activity causes cancer-metastasis. Potential MMP2 inhibitors showed sever side-effects in clinical trials. Present study is focused on identification natural MMP2 inhibitor by applying molecular docking, MM-GBSA binding energy estimation and molecular dynamics (MD) simulations. Commercially available flavonoid compound library was used to screen the molecules potentially binding with catalytic domain of MMP2 protein compared to standard MMP2 inhibitor ARP100. Naringin dihydrochalcone (NDC) showed interaction with the important residues (His120, Leu82 and Val117) present at the MMP2 catalytic domain in comparison to known inhibitor ARP100 (dock score ≈ −13 and −8 kcal/mole respectively). Lower ligand-protein binding energy (-67.31 kcal/mole) obtained in MM-GBSA and the MD simulation trajectory analysis showed significant stable and energetically favourable binding of NDC at the catalytic site of MMP2. In conclusion, anti-metastatic potential of NDC should be validated in in vitro and in vivo experiments. [ABSTRACT FROM AUTHOR]

Afgekia mahidolae is a rare plant species that possesses antioxidant, antimicrobial, and wound healing properties. This study aimed to establish the in vitro culture of A. mahidolae and investigate the effects of elicitors on their phenolic and flavonoid production, including the antioxidant activities. The established callus was prepared in the form of cell suspension cultures to determine the effect of elicitors. After elicitation for 3 days, A. mahidolae cell suspension cultures treated by 5 µM salicylic acid or 100 mg/L yeast extract exhibited significantly higher levels of total phenolic and total flavonoid content than untreated cultures, which correlated to the antioxidant activities. In addition, the profiles of phenolic and flavonoid compounds in the callus and intact leaves of A. mahidolae were determined by LC-MS, which showed different phytochemicals. The findings of this study may encourage more sustainable development of A. mahidolae cultivation. [ABSTRACT FROM AUTHOR]

An analysis method was developed for the separation and quantification of hesperidin, neohesperidin, neohesperidin dihydrochalcone and hesperetin by using HPLC-UV. Single factor experiments and Box-Behnken Designs were used to optimize separation of four flavonoids, in which a gradient elution method was adopted with 99% acetonitrile and 0.1% formic acid as mobile phases at a flow rate of 0.9 mL/min. A C18 column was used with a column temperature of 35 °C. LODs and LOQs were below 0.84 µg/mL and 2.84 µg/mL, respectively. Linearity with good correlation coefficients (r > 0.99, n = 5) was attained, recovery rate of four flavonoids ranged from 88% to 130%, the RSD indicating results precision for analyzing hesperidin, neohesperidin, neohesperidin dihydrochalcone and hesperetin ranged from 1.2% to 4.6%. Finally, the present method could be successfully applied to identify and quantify hesperidin, neohesperidin and hesperetin in Fructus Aurantii Immaturus and Pericarpium Citri Reticulatae. [ABSTRACT FROM AUTHOR]