ABSTRACT
Objective: To study the chemical constituents from the fruits of Solanum virginianum. Methods: By means of preparative HPTLC and column chromatography over silica gel and Sephadex LH-20, compounds were isolated and purified. Their structures were elucidated by physico-chemical properties and spectral analyses. Results: Twelve compounds were obtained and identified as: 5-hydroxy-8-methoxy-6,7-methylenedioxyflavone (1), 7-hydroxy-6-methoxy coumarin (2), fraxetin (3), 5-hydroxy- 6,7,3',4'-tetramethoxyflavone (4), 5-hydroxy-4',6,7-trimethoxyflavone (5), dihydro-N-feruloyltyramine (6), N-trans-coumaroyltyramine (7), 5,3'-dihydroxy-6,7,4'-tritermethoxyflavone (8), N-[2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]-3-(4-methoxyphenyl)-prop-2-enamide (9), N-trans-coumaroyloctopamine (10), 5,7,4'-trihydroxy-6-methoxyflavone (11), and 5,7,4'-trihydroxy-8-methoxyflavone (12). Conclusion: Compound 1 is a new flavonoid, named as solacarpumon, and compounds 2-12 are isolated from Solanum virginianum for the first time.
ABSTRACT
Objective: To study the antipyretic and anti-inflammatory constituents from the active fraction of Reduning (RDN) Injection. Methods: In this study, the active fraction of RDN Injection was screened by the LPS-induced mouse endotoxin shock model. The chemical constituents were isolated by chromatography on HP-20 macroporous resin, silica gel, MCI, ODS, reverse MPLC, and HPLC repeatedly, and their structures were identified by spectral data and physicochemical property. Taking PGE2 as the evaluating indicator, the model of LPS-induced RAW264.7 cells was used to evaluare the in vitro anti-inflammatory activity of these compounds. Results: The 95% ethanol eluate of RDN Injection on the macroporous adsorption resin column was proved to be the antipyretic and anti-inflammatory active fraction of RDN Injection. A total of 24 compounds were isolated and identified as (4aS,7aS,7bS)-4,4a,7a,7b-tetrahydro-2H-1,7-dioxacyclopent [cd] indene-5-carboxylic acid methyl ester (1), (4aS,7aS)-1,4a,5,7a- tetrahydro-7-(hydroxymethyl)-cyclopenta [c] pyran-4-carboxy licacid methyl ester (2), 3α,5α-tetrahydrodeoxycordifoline lactam (3), R-(Z)-4-methyl-5-[(2',6',6'-trimethyl-4'-oxo-2'-cyclohexen-1'-yl) methylene]-2(5H)-furanone (4), (1α,2α,3β,4β)-2,4-bis(4-hydroxy-3- methoxyphenyl)-1,3-cyclobutanedicarboxylic acid (5), 4-[(6-O-benzoyl-β-D-glucopyranosyl) oxy]-3-methoxybenzoic acid (6), syringaresinol (7), E-3-(3,4-dihydroxybenzylidene)-5-(3,4-dihydroxyphenyl) dihydrofuran-2-one (8), 6,7-dimethoxy coumarin (9), 7-hydroxy-6-methoxy coumarin (10), salicylic acid (11), syringaldehyde (12), phenylacetic acid (13), vanillin (14), caffeic acid (15), aceto-vanillone (16), 3,5-di-O-caffeoylquinic acid (17), 4,5-di-O-caffeoylquinic acid (18), 3,4-di-O-caffeoylquinic acid methyl ester (19), 3,5-di-O-caffeoylquinic acid methyl ester (20), 4,5-di-O-caffeoylquinic acid methyl ester (21), 5-O-caffeoylquinic acid ethyl ester (22), 3,5-di-O-caffeoylquinic acid ethyl ester (23), and 4,5-di-O-caffeoylquinic acid ethyl ester (24). Among them, compounds 1, 10, and 14-24 significantly inhibited PGE2 expression in RAW 246.7 cells stimulated by LPS. Conclusion: Compounds 1-9, 11-13, and 22-24 are isolated from RDN Injection for the first time; And organic acids may be one of the main pharmacodynamic substances of RDN injection for antipyresis and anti-inflammation.