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 novel antileishmanial chemotypes

Suresh K. Tipparaju, Sipak Joyasawal, Marco Pieroni, Marcel Kaiser, Reto Brun, Alan P. Kozikowski

Research output: Contribution to journalArticlepeer-review

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 IC50 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.

Original languageEnglish (US)
Pages (from-to)7344-7347
Number of pages4
JournalJournal of medicinal chemistry
Volume51
Issue number23
DOIs
StatePublished - Dec 11 2008

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery

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