Anti-human immunodeficiency virus-1 constituents of the bark of Poncirus trifoliata.
A total of 36 compounds (1-36) were obtained from the stem bark of Poncirus trifoliata including three new prenylated flavonoids, (-)-5,4'-dihydroxy-7,8-[(3'',4''-cis-dihydroxy-3'',4''-dihydro)-2'',2''-dimethylpyrano]-flavone (1), (-)-5,4'-dihydroxy-7,8-[(3''-hydroxy-4''-one)-2'',2''-dimethylpyrano]-flavone (2), and (-)-5,4'-dihydroxy-7,8-[(cis-3''-hydroxy-4''-ethoxy-3'',4''-dihydro)-2'',2''-dimethylpyrano]-flavone (3). The new structures were elucidated by means of spectroscopic methods. Compounds 1-20 were evaluated for their anti-human immunodeficiency virus-1 (HIV-1) activity, in which 2 showed significant anti-HIV-1 activity with high therapeutic index (TI) of 143.65.
Feng
Tao
T
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, P. R. China.
Wang
Rui-Rui
RR
Cai
Xiang-Hai
XH
Zheng
Yong-Tang
YT
Luo
Xiao-Dong
XD
D019380:Anti-HIV Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D045744:Cell Line, Tumor; D005419:Flavonoids / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D015497:HIV-1 / Q000187:drug effects*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D024301:Plant Bark / Q000737:chemistry; D032104:Poncirus / Q000737:chemistry*
C552654:5,4'-dihydroxy-7,8-((3'',4''-cis-dihydroxy-3'',4''-dihydro)-2'',2''-dimethylpyrano)flavone; C552652:5,4'-dihydroxy-7,8-((3''-hydroxy-4''-one)-2'',2''-dimethylpyrano)flavone; C552653:5,4'-dihydroxy-7,8-((cis-3''-hydroxy-4''-ethoxy-3'',4''-dihydro)-2'',2''-dimethylpyrano)flavone; D019380:Anti-HIV Agents; D005419:Flavonoids