Synthesis and biological evaluation of new jasplakinolide (jaspamide) analogs

被引:13
|
作者
Ghosh, Arun K. [1 ,2 ]
Dawson, Zachary L. [1 ,2 ]
Moon, Deuk Kyu [1 ,2 ]
Bai, Ruoli [3 ]
Hamel, Ernest [3 ]
机构
[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
[2] Purdue Univ, Dept Med Chem, W Lafayette, IN 47907 USA
[3] NCI, Screening Technol Branch, Dev Therapeut Program, Div Canc Treatment & Diag,NIH, Frederick, MD 21702 USA
基金
美国国家卫生研究院;
关键词
Jasplakinolide; Actin filament; Natural product; Synthesis; Antitumor activity; ENANTIOSELECTIVE TOTAL-SYNTHESIS; MARINE SPONGE; ACTIN POLYMERIZATION; CYCLODEPSIPEPTIDE; PHALLOIDIN; CELLS;
D O I
10.1016/j.bmcl.2010.07.023
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Synthesis and biological evaluation of jasplakinolide analogs are described. The synthesis of analogs utilized a diastereoselective syn-aldol reaction and an orthoester Claisen rearrangement as key steps. All synthetic analogs were evaluated for their ability to disrupt the actin cytoskeleton. Compounds 2, 3, and 4 essentially displayed similar activity to jasplakinolide. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5104 / 5107
页数:4
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