Synthesis and Cytotoxicity of Lupaneand Oleanane-Type Triterpenoid Conjugates with 1,3,4-Oxadiazole

被引：2
作者：
Medvedeva, N., I [1 ]
Kazakova, O. B. [1 ]
机构：
[1] Russian Acad Sci, Ufa Fed Res Ctr, Ufa Inst Chem, 71 Prosp, Ufa 450054, Russia
来源：
CHEMISTRY OF NATURAL COMPOUNDS | 2021年 / 57卷 / 03期
关键词：
triterpenoids; lupanes; oleananes; 1; 3; 4-oxadiazoles; conjugates; hydrazides; cytotoxicity; TUMOR CELL-LINES; PENTACYCLIC TRITERPENOIDS; DERIVATIVES; URSANE;
D O I：
10.1007/s10600-021-03393-z
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Lupane- and oleanane-type triterpene acid derivatives reacted with nicotinic- and isonicotinic-acid hydrazides to synthesize C-17 and C-20 acylhydrazides, dehydration of which formed the corresponding 1,3,4-oxadiazole derivatives. Cytotoxicity studies of the obtained compounds showed that conjugates of oleanolic acid with acylhydrazide and 1,3,4-oxadiazole fragments (bound to a pyridin-4-yl or pyridin-3-yl substituent) on the triterpene C-17 atom were active. The most active compound 3-oxo-28-nor-17-{2 '-[1 ',3 ',4 '-oxadiazol-5 '-(pyridin-4-yl)]yl}olean-12(13)-ene inhibited the growth of leukemia HL-60(TB), RPMI-8226, SR, colon (HCT-116), kidney (A498), and prostate cancer cells (PC-3).
引用
收藏
页码：485 / 490
页数：6
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