Antiproliferative Alkaloids from Crinum zeylanicum

被引:42
作者
Berkov, Strahil [1 ,2 ]
Romani, Stefania [3 ]
Herrera, Maria [4 ]
Viladomat, Francesc [1 ]
Codina, Carles [1 ]
Momekov, Georgi [5 ]
Ionkova, Iliana [5 ]
Bastida, Jaume [1 ]
机构
[1] Univ Barcelona, Fac Farm, Dept Prod Nat Biol Vegetal & Edafol, E-08028 Barcelona, Catalonia, Spain
[2] AgroBioInstitute, Sofia 1164, Bulgaria
[3] Univ Barcelona, Fac Farm, Dept Quim Farmaceut, E-08028 Barcelona, Catalonia, Spain
[4] Univ Camaguey, Fac Quim, Dept Quim, Camaguey, Cuba
[5] Med Univ Sofia, Fac Pharm, Sofia 1000, Bulgaria
关键词
Crinum zeylanicum; Amaryllidaceae alkaloids; apoptosis; cytotoxicity; AMARYLLIDACEAE ALKALOIDS; CYTOTOXIC ACTIVITY; APOPTOSIS; LYCORINE; EXTRACTS; CELLS; DRUG;
D O I
10.1002/ptr.3468
中图分类号
R914 [药物化学];
学科分类号
100705 [微生物与生化药学];
摘要
Crinum zeylanicum is used in folk medicine as a rubefacient in rheumatism, a treatment for malaria or as a poison. Complex alkaloid profiles in C. zeylanicum plant organs were revealed by GC-MS analysis, including several bioactive compounds. Crinine, lycorine, 11-O-acetoxyambelline, ambelline, 6-hydroxybuphanidrine and 6-ethoxybuphanidrine (an artefact of the isolation procedure) were isolated. Crinine, 6-hydroxybuphanidrine and 6-ethoxybuphanidrine showed antiproliferative effects against human tumor cell lines, crinine being the most active (IC50 14.04 mu M against HL-60/Dox). The latter compound induced apoptosis in a dose-dependent manner in HL-60 and MDA-MB-231 cell lines. Structure-activity relationships in the studied molecules indicated that the hydrogenation of the double bond at C1-C2 leads to a loss of activity, whereas substitutions at C6, C8 and C11 affect their cytotoxicity. Copyright (C) 2011 John Wiley & Sons, Ltd.
引用
收藏
页码:1686 / 1692
页数:7
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