Synthesis and Antiprotozoal Profile of 3,4,5-Trisubstituted Isoxazoles

ChemistryOpen. 2021 Oct;10(10):931-938. doi: 10.1002/open.202100141. Epub 2021 Jul 30.

Abstract

A series of 60 4-aminomethyl 5-aryl-3-substituted isoxazoles were synthesized by an efficient method and evaluated in vitro against Leishmania amazonensis and Trypanosoma cruzi, protozoa that cause the neglected tropical diseases leishmaniasis and Chagas disease, respectively. Thirteen compounds exhibited a selective index greater than 10. The series of 3-N-acylhydrazone isoxazole derivatives bearing the bithiophene core exhibited the best antiparasitic effects.

Keywords: N-acylhydrazone derivatives; antileishmanial drugs; antiprotozoal agents; cyclocondensation reactions; isoxazoles.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiprotozoal Agents* / pharmacology
  • Antiprotozoal Agents* / therapeutic use
  • Humans
  • Isoxazoles / therapeutic use
  • Leishmaniasis* / drug therapy
  • Structure-Activity Relationship
  • Trypanosoma cruzi*

Substances

  • Antiprotozoal Agents
  • Isoxazoles