Trinorcucurbitane and cucurbitane triterpenoids from the roots of Momordica charantia.
Five cucurbitacins, kuguacins A-E (1-5), together with three known analogues, 3beta,7beta,25-trihydroxycucurbita-5,(23E)-diene-19-al (6), 3beta,25-dihydroxy-5beta,19-epoxycucurbita-6,(23E)-diene (7), and momordicine I (8), were isolated from roots of Momordica charantia. Structures of 1-5 were elucidated by NMR and MS spectroscopic analysis. Among them, compounds 3-5 possess an unprecedented 25,26,27-trinorcucurbitane backbone. Compounds 3 and 5 showed moderate anti-HIV-1 activity with EC(50) values of 8.45 and 25.62 microg/ml, and exerted minimal cytotoxicity against C8166 cells (IC(50)>200 microg/ml), with a selectivity index more than 23.68 and 7.81, respectively.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, Yunnan, PR China.
Jianchao
J
Chen
Renrong
R
Tian
Minghua
M
Qiu
Lu
L
Lu
Yongtang
Y
Zheng
Zhongquan
Z
Zhang
D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D054728:Cucurbitacins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D029777:Momordica charantia / Q000737:chemistry*; D018517:Plant Roots / Q000737:chemistry*; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D006027:Glycosides; D014315:Triterpenes; C514277:cucurbitane; D054728:Cucurbitacins