Research Article | Volume: 5, Issue: 6, June, 2015

Synthesis and trypanocidal activity of salicylhydrazones and p-tosylhydrazones of S-(+)-carvone and arylketones on African trypanosomiasis

Bienvenu GLINMA ,  ,  ,  Fernand A. GBAGUIDI ,  ,  ,  Urbain C. KASSEHIN,  Salomé D.S. KPOVIESSI,  Alban HOUNGBEME,  Horrhus D. HOUNGUE,  Georges C. ACCROMBESSI and Jacques H. POUPAERT   
Bienvenu GLINMA1 , 2 , 4, Fernand A. GBAGUIDI1 , 2 , 3, Urbain C. KASSEHIN3, Salomé D.S. KPOVIESSI1, Alban HOUNGBEME2, Horrhus D. HOUNGUE3, Georges C. ACCROMBESSI1 and Jacques H. POUPAERT3

1Laboratoire de Chimie Organique Physique et de Synthèse, Département de Chimie, Faculté des Sciences et Techniques, Université d’Abomey-Calavi, 01 BP 4521 Cotonou, République Bénin.

2Laboratoire de Pharmacognosie/Institut de Recherche et d’Expérimentation en Médecine et Pharmacopée Traditionnelles (IREMPT) / Centre Béninois de la Recherche Scientifique et Technique (CBRST)/ UAC, 01 BP 06 Oganla Porto-Novo.​​​​​​​

3Laboratoire de Chimie Pharmaceutique Organique, Ecole de Pharmacie, Faculté des Sciences de la Santé, Université d'Abomey-Calavi, Campus du Champ de Foire, 01 BP 188, Cotonou, Bénin.​​​​​​​

4Louvain Drug Research Institute (LDRI), School of Pharmacy, Université Catholique de Louvain, B1 7203 Avenue Emmanuel Mounier 72, B-1200 Brussels, Belgique.

Open Access   

Published:  Jun 27, 2015

DOI: 10.7324/JAPS.2015.50601
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Abstract

Hydrazones are nowadays considered to be good candidates for various pharmaceutical applications. Here, we have synthesized two series of hydrazones: salicylhydrazones (GS1-4) and p-tosylhydrazones (GT1-4) from S-(+)-carvone and three aryketones with good yields (57-91%). Molecules were characterized by elemental analyses; TLC, NMR 1H, NMR 13C and MS. Submitted, in vitro, to their antiparasitic testing on Trypanosoma brucei brucei, and toxicity on Artemia salina Leach, all compounds except GT2 showed significant antitrypanosomal activity IC50 ranging from 1 to 34 micromolar (µM). Among them, 2-acetynaphthalene salicylhydrazone GS4 (IC50 = 1.97 ± 0.42 µM) and 7-methoxy-1-tetralone p-tosylhydrazone GT3 (IC50 =7.98 ± 1.65 µM) exhibited good trypanocidal activity and the other are moderates on parasite; when the compounds GS1, GT3 and GT4 presented toxic activity on larvae. In agreement to their selectivity index, which is greater than 1 (SI > 1), products turn out quite selective on the parasite: a series of salicylhydrazones revealed more selective (SI ≥ 11), especially GS4 (SI = 157) than the series of p-tosylhydrazones showed 1 ≤ SI ≤ 22. The synthesized compounds clearly displayed significant selective pharmaceutical activities on the parasite tested. Compounds developing could open promising route to news drug-candidates.


Keyword:     Salicylhydrazones p-tosylhydrazones trypanocidal activity selectivity index.

Citation:

Bienvenu GLINMA, Fernand A. GBAGUIDI, Urbain C. KASSEHIN, Salomé D.S. KPOVIESSI, Alban HOUNGBEME, Horrhus D. HOUNGUE, Georges C. ACCROMBESSI and Jacques H. POUPAERT. Synthesis and trypanocidal activity of salicylhydrazones and p-tosylhydrazones of S-(+)-carvone and arylketones on African trypanosomiasis. J App Pharm Sci, 2015; 5 (06): 001-007.

Copyright:The Author(s). This is an open access article distributed under the Creative Commons Attribution Non-Commercial License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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