In Pursuit of Natural Product Leads: Synthesis and Biological Evaluation of 2-[3-hydroxy-2-[(3-hydroxypyridine-2-carbonyl)amino]phenyl]benzoxazole-4-carboxylic Acid (A-33853) and Its Analogues: Discovery of N-(2-benzoxazol-2-ylphenyl)benzamides As...

Overview

Journal J Med Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2008 Nov 8

PMID 18989953

Citations 14

Authors

Suresh K Tipparaju

Sipak Joyasawal

Marco Pieroni

Marcel Kaiser

Reto Brun

Alan P Kozikowski

Affiliations

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Abstract

The first synthesis and biological evaluation of antibiotic 31 (A-33853) and its analogues are reported. Initial screening for inhibition of L. donovani, T. b. rhodesiense, T. cruzi, and P. falciparum cultures followed by determination of IC(50) in L. donovani and cytotoxicity on L6 cells revealed 31 to be 3-fold more active than miltefosine, a known antileishmanial drug. Compounds 14, 15, and 25 selectively inhibited L. donovani at nanomolar concentrations and showed much lower cytotoxicity.

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