New pentacyclic triterpene saponins with strong anti-leishmanial activity from the leaves of Maesa balansae

被引:37
作者
Germonprez, N
Van Puyvelde, L
Maes, L
Van Tri, M
De Kimpe, N
机构
[1] State Univ Ghent, Dept Organ Chem, Fac Agr & Appl Biol Sci, B-9000 Ghent, Belgium
[2] Natl Ctr Nat Sci & Technol, Inst Chem, Hanoi, Vietnam
[3] Tibotec Virco, B-2800 Mechelen, Belgium
关键词
Maesa balansae; Myrsinaceae; leaves; isolation; structure elucidation; triterpene saponins; anti-leishmanial activity;
D O I
10.1016/j.tet.2003.09.042
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Six new triterpene saponins bearing an oxygen bridge between C-13 and C-28 and with pronounced anti-leishmanial activity were isolated from the methanolic extract of leaves of the Vietnamese medicinal plant Maesa balansae. The structure was established on the basis of detailed NMR (COSY, NOESY, HMQC, HMBC, TOCSY and DEPT) and FAB-MS studies along with chemical degradation. All saponins identified contained the same pentaglycosidic side chain, but a different esterification pattern on the triterpenoid part. Biological evaluation of the individual compounds against visceral leishmaniasis (Leishmania infantum amastigotes) revealed a much better activity in vitro compared to the reference compound Pentostam(R), which is currently used as first-line treatment for leishmaniasis. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:219 / 228
页数:10
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