ABSTRACT
Three new homoisoflavonoids (1-3) were isolated from the roots of Ophiopogon japonicus (Liliaceae). The structures of new metabolites were determined on the basis of spectroscopic analyses including 2D NMR. The anti-inflammatory activities of new compounds (1-3) were investigated by their effects on the release of the inflammatory chemokine eotaxin, stimulated by IL-4 and the combination of IL-4 and TNF-alpha in BEAS-2B cells, which mimics the in vivo conditions in bronchial allergic asthma.
Subject(s)
Anti-Inflammatory Agents/isolation & purification , Isoflavones/isolation & purification , Ophiopogon/chemistry , Plant Roots/chemistry , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/pharmacology , Cell Line , Humans , Interleukin-4/pharmacology , Isoflavones/chemistry , Isoflavones/pharmacology , Spectrum Analysis/methods , Tumor Necrosis Factor-alpha/pharmacologyABSTRACT
Two new dammarane-type glycosides, 2alpha,3beta,12beta,20S-tetrahydroxydammar-24-ene-3-O-[beta-d-glucopyranosyl(1-->4)-beta-d-glucopyranosyl]-20-O-[beta-d-xylopyranosyl-(1-->6)-beta-d-glucopyranoside] (1) and 2alpha,3beta,12beta,20S-tetrahydroxydammar-24-ene-3-O-beta-d-glucopyranosyl-20-O-[beta-d-6-O-acetylglucopyranosyl-(1-->2)-beta-d-glucopyranoside] (2), were isolated from a MeOH extract of the leaves of Gynostemma pentaphyllum. Their structures were elucidated by 1D and 2D NMR spectroscopic interpretation as well as by chemical studies. The isolated compounds showed potential inhibitory effects on eotaxin expression in BEAS-2B bronchial epithelial cells.
Subject(s)
Glucosides/isolation & purification , Glucosides/pharmacology , Glycosides/isolation & purification , Glycosides/pharmacology , Gynostemma/chemistry , Plants, Medicinal/chemistry , Triterpenes/isolation & purification , Triterpenes/pharmacology , Bronchi/cytology , Bronchi/drug effects , Epithelial Cells/drug effects , Glucosides/chemistry , Glycosides/chemistry , Humans , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Leaves/chemistry , Stereoisomerism , Triterpenes/chemistry , Vietnam , DammaranesABSTRACT
Four new flavonoids, 3'-formyl-4',6',4-trihydroxy-2'-methoxy-5'-methylchalcone (1), 3'-formyl-6',4-dihydroxy-2'-methoxy-5'-methylchalcone 4'-O-beta-D-glucopyranoside (2), (2S)-8-formyl-6-methylnaringenin (3), and (2S)-8-formyl-6-methylnaringenin 7-O-beta-D-glucopyranoside (4) were isolated from the buds of Cleistocalyx operculatus (Myrtaceae). The structures of the new metabolites (1-4) were determined on the basic of spectroscopic analyses including 2 dimensional NMR. Compounds 1 and 3 exhibited 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity with IC(50) values of 22.8 and 27.1 microM, respectively.
