Synthesis and biological evaluation of new jasplakinolide (jaspamide) analogs

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:20

Article

Ghosh, Arun K.^1,2  Dawson, Zachary L.^1,2  Moon, Deuk Kyu^1,2  Bai, Ruoli³  Hamel, Ernest³ 

[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

关键词: Jasplakinolide;    Actin filament;    Natural product;    Synthesis;    Antitumor activity;   

DOI  :  10.1016/j.bmcl.2010.07.023

来源: Elsevier

【 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.

【 授权许可】

Free