fustin and butin

Ethyl acetate fraction (EAF) from Rhus verniciflua Stokes is an important source of bioactive compounds. The aim of this study was the tentative identification and quantification of phenolic compounds, comparison of the phenolic structure-antioxidant activity relationships. Twelve compounds of EAF belonging to polyphenol types were detected by high performance liquid chromatography and analysed on line with negative ion electrospray ionisation tandem mass spectrometry, which were ethoxy 3-hydroxy benzoic acid, gallic acid (GA), 3,4-dihydroxy amygdalic acid, gallic acid cetyl ester, protocatechuic acid (PA), fustin, ethyl gallate (EG), garbanzol, fisetin, sulfuretin, butin and 3,7-dihydroxyflavanone-4'-rhamnoside. The antioxidant activity were evaluated based on the different types of radical scavenging capacities, i.e. DPPH·, ABTS·+ and OH. The antioxidant capacity of EAF mainly depended on the GA, EG, PA, fisetin, sulfuretin and butin. The phenolics exhibited a dose-dependent behaviour and high antioxidant ability.

Topics: Acetates; Antioxidants; Benzofurans; Benzopyrans; Chromatography, High Pressure Liquid; Flavonoids; Flavonols; Free Radical Scavengers; Phenols; Plant Extracts; Rhus; Spectrometry, Mass, Electrospray Ionization

A new 5-dehydroxyflavan, namely Albiziaflavan B or (+)-(2R, 3S, 4R)-3',4', 7-trihydroxy-4-methoxy-2,3-trans-flavan-3,4-trans-diol (1) was isolated from the root bark of Albizia glaberrima, together with six known compounds including three flavans: (+)-mollisacacidin (2), (+)-fustin (3) and butin (4); two steroids: chondrillasterol (5) and chondrillasterone (6), and a triterpenoid: lupeol (7). The structure of 1 was established by detailed analysis of its spectroscopic data, especially 1D and 2D NMR spectra, HRESIMS and CD data. Compounds 1-6 were assayed for their antiproliferative effects on two human cancer cells, HeLa at 50 μM (n = 2) and HL60 at 20 μM (n = 2). Compound 3 and 4 were the most active on HL60 with IC

Topics: Albizzia; Antineoplastic Agents, Phytogenic; Benzopyrans; Cell Proliferation; Drug Screening Assays, Antitumor; Flavonoids; HeLa Cells; HL-60 Cells; Humans; Inhibitory Concentration 50; Magnetic Resonance Spectroscopy; Molecular Structure; Secondary Metabolism; Steroids

Rhus verniciflua Stokes has been used as a traditional herbal medicine in Asia. In this study, the effect of R. verniciflua extract on human aromatase (cytochrome P450 19, CYP19) activity was investigated to elucidate the mechanism for the effect of R. verniciflua extract on androgen hormone levels. Androstenedione was used as a substrate and incubated with R. verniciflua extract in cDNA-expressed CYP19 supersomes in the presence of NADPH, and estrone formation was measured using liquid chromatography-tandem mass spectrometry. R. verniciflua extract was assessed at concentrations of 10-1000 μg/mL. The resulting data showed that R. verniciflua extract inhibited CYP19-mediated estrone formation in a concentration-dependent manner with an IC50 value of 136 μg/mL. Subsequently, polyphenolic compounds from R. verniciflua extract were tested to identify the ingredients responsible for the aromatase inhibitory effects by R. verniciflua extract. As a result, butin showed aromatase inhibitory effect in a concentration-dependent manner with an IC50 value of 9.6 μM, whereas the inhibition by other compounds was negligible. These results suggest that R. verniciflua extract could modulate androgen hormone levels via the inhibition of CYP19 activity and butin is a major ingredient responsible for this activity.

Topics: Aromatase; Aromatase Inhibitors; Benzopyrans; Dose-Response Relationship, Drug; Humans; Medicine, Traditional; Molecular Structure; Plant Extracts; Plant Structures; Rhus; Structure-Activity Relationship