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Discovery of novel antileishmanial agents in an attempt to synthesize pentamidine-aplysinopsin hybrid molecule.

Abstract：

:In an attempt to synthesize pentamidine-aplysinopsin hybrid molecule 25, a lead molecule 8 (containing Z-configured aplysinopsin moiety) was identified for antileishmanial activity. Optimization of lead 8 provided 24 (containing E-configured aplysinopsin) possessing 10 times more activity and 401-fold less toxicity than the drug pentamidine in cell based assays. Synthesis of 24 was possible, surprisingly, because of two innate reactivities of indole-3-carbaldehyde which provided it in diastereo- and regio-selectively pure form without recourse to the long reaction pathway.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Porwal S,Chauhan SS,Chauhan PM,Shakya N,Verma A,Gupta S

doi

10.1021/jm900564x

subject

Has Abstract

pub_date

2009-10-08 00:00:00

pages

5793-802

issue

19

eissn

0022-2623

issn

1520-4804

journal_volume

52

pub_type

杂志文章

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