Efficient synthesis of eudistomin U and evaluation of its cytotoxicity

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:24

Article

Roggero, Chad M.¹  Giulietti, Jennifer M.¹  Mulcahy, Seann P.¹ 

[1] Providence Coll, Dept Chem & Biochem, Providence, RI 02918 USA

关键词: beta-Carboline;    Suzuki cross coupling;    Eudistomin U;    Antibacterial;    Palladium catalysis;   

DOI  :  10.1016/j.bmcl.2014.05.049

来源: Elsevier

【 摘 要 】

Eudistomin U is a member of a subclass of naturally occurring indole alkaloids known as beta-carbolines. These molecules are reported to have diverse biological activity and high binding affinity to DNA, which make them attractive targets for total synthesis. We describe an efficient, five-step synthesis of eudistomin U by employing two key reactions: a Bischler-Napieralski cyclization and a Suzuki cross coupling. We also describe the cytotoxicity of eudistomin U against various cancer cell lines and human pathogens, in which we observed potent antibacterial activity against Gram-positive bacteria. (C) 2014 Elsevier Ltd. All rights reserved.

【 授权许可】

Free