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.
Chen
Jianchao
J
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, Yunnan, PR China.
Tian
Renrong
R
Qiu
Minghua
M
Lu
Lu
L
Zheng
Yongtang
Y
Zhang
Zhongquan
Z
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