A facile approach towards the synthesis of functionalized indenol derivatives identified as potent anti-oxidant and anti-bacterial agents

Authors

  • Sonia Taktouk 1Department of Chemistry, University of Tunis El Manar, Faculty of Science, Campus, 2092 Tunis, Tunisia
  • Jihene Ben Kraiem Institut National de Recherche et d'Analyse Physico-chimique (INRAP) Biotechpole Sidi-Thabet, 2020 Tunisie.
  • Hedia Chaabane Institut National de Recherche et d'Analyse Physico-chimique (INRAP) Biotechpole Sidi-Thabet, 2020 Tunisie.
  • Jacques Lebreton Université de Nantes, CNRS, UMR 6230, Chimie Et Interdisciplinarité: Synthèse, Analyse, Modélisation, UFR Sciences et Techniques, 2, rue de la Houssinière, BP 92208, 44322 NANTES Cedex 3, France.
  • Hassen Amri 1Department of Chemistry, University of Tunis El Manar, Faculty of Science, Campus, 2092 Tunis, Tunisia

DOI:

https://doi.org/10.13171/mjc.2.5.2014.07.01.22

Abstract

  An elegant one-pot synthesis of new indenols 2 was successfully carried out, starting from 1-hydroxy-1H-indene-2-carboxylic acid 1. Thus, esterification of acid 1 with aliphatic alcohols in toluene at reflux and a catalytic amount of para-toluenesulfonic acid afforded the corresponding alkyl esters 2 in moderate to good yields. This classical esterification process enables an efficient entry to a variety of new indenol-based molecular models 2, which could be adapted to a range of drug candidates. All the synthesized compounds 2a-e were subjected to the preliminary evaluation for their potential anti-oxidant and anti-bacterial activities. The assessment of radical scavenging capacity of the compounds 2a-e towards the stable free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH) was measured and these compounds were found to scavenge DPPH free radical efficiently. Moreover, the in vitro antibacterial activity of derivatives 2a-e has been tested against a panel of pathogenic agents to show potent activity against all sensitive and resistant ones.

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Published

2014-01-07

Issue

Vol. 2 No. 5 (2014)

Section

Organic Chemistry

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