Kadsuphilols A-H, oxygenated lignans from Kadsura philippinensis.
Eight new oxygenated lignans, kadsuphilols A-H (1-8), were isolated from the leaves and stems of Kadsura philippinensis. Four of the isolated lignans (1-4) possess the normal C18-dibenzocyclooctadiene skeleton, while the other four lignans (5-8) are C19-homolignans possessing a substituted cyclohexadienone ring with a spiro-benzofuranoid moiety. The structures of the isolated metabolites were elucidated through spectroscopic analyses, including 2D NMR experiments. Compounds 1 and 4 are the first report of an R-biphenyl configuration with a beta-oxygenated substituent at the C-9 position. The in vitro radical-scavenging activities of these compounds using DPPH were tested and evaluated. Compound 3 exhibited more potent activity than vitamins C and E.
Shen
Ya-Ching
YC
School of Pharmacy, College of Medicine, National Taiwan University, Taipei, Taiwan 100, Republic of China. ycshen@ntu.edu.tw
Cheng
Yuan-Bin
YB
Lan
Ting-Wei
TW
Liaw
Chia-Ching
CC
Liou
Shorong-Shii
SS
Kuo
Yao-Haur
YH
Khalil
Ashraf Taha
AT
D001205:Ascorbic Acid / Q000494:pharmacology; D001713:Biphenyl Compounds; D016166:Free Radical Scavengers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D032135:Kadsura / Q000737:chemistry*; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D010851:Picrates / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D013624:Taiwan; D014810:Vitamin E / Q000494:pharmacology
D001713:Biphenyl Compounds; D016166:Free Radical Scavengers; D017705:Lignans; D010851:Picrates; D014810:Vitamin E; C004931:1,1-diphenyl-2-picrylhydrazyl; D001205:Ascorbic Acid