Design, Synthesis and Trypanocidal Evaluation of Novel 1,2,4-triazoles-3-thiones Derived from Natural Piperine

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2013 Jun 14

PMID 23760033

Citations 12

Authors

Tatiany Nunes Franklim

Leonardo Freire-de-Lima

Julliana de Nazareth Sa Diniz

Jose Osvaldo Previato

Rosane Nora Castro

Lucia Mendonca-Previato

Marco Edilson Freire de Lima

Affiliations

Soon will be listed here.

Abstract

The work reported herein describes the synthesis and the assessment of the trypanocidal activity of thirteen new 1,2,4-triazole-3-thiones obtained from natural piperine, the main constituent of the dry fruits of Piper nigrum. It is part of a research program aiming to use abundant and easily available natural products as starting materials for the design and synthesis of new molecules potentially useful as antiparasitic drugs. The variously substituted triazole derivatives were synthesized from the natural amide in four steps with the use of microwave irradiation on overall yields ranging from 32% to 51%. The cyclohexyl substituted derivative showed the best trypanocidal profile on proliferative forms of Trypanosoma cruzi (Y strain), with IC₅₀s = 18.3 and 8.87 mM against epimastigotes and amastigotes, respectively.

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