Synthesis, Antimicrobial Evaluation and QSAR Studies of Stearic Acid Derivatives

S. Tahlan; P. Kumar; B. Narasimhan

doi:10.1055/s-0033-1353173

Drug Research, Inhaltsverzeichnis

Drug Res (Stuttg) 2014; 64(02): 98-103
DOI: 10.1055/s-0033-1353173

Original Article

Synthesis, Antimicrobial Evaluation and QSAR Studies of Stearic Acid Derivatives

S. Tahlan

¹Department of Pharmaceutical Sciences, Maharshi Dayanand University, Rohtak, India

,

P. Kumar

²Pharmaceutical Sciences, Dayanand University, Rohtak, India

,

B. Narasimhan

³Pharmaceutical Sciences, Maharshi Dayanand University, Rohtak, India

› Institutsangaben

Abstract

A series of Schiff bases (1–17) and esters (18–28) of stearic acid was synthesized and characterized by physicochemical as well as spectral means. The synthesized compounds were evaluated in vitro for their antimicrobial activity by tube dilution method. The antimicrobial screening results indicated that the compounds having electron releasing groups on benzylidene nucleus were found to be more active against bacterial strains and compounds having electron withdrawing groups on benzylidene nucleus were found to be more active against fungal strains. QSAR studies demonstrated that electronic parameters dipole moment (µ) and total energy (Te) were the most important descriptors in describing the antimicrobial activity of synthesized stearic acid derivatives.

Key words

stearic acid derivatives - antibacterial - antifungal - QSAR

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References
1 Rane RA, Telvekar VN. Synthesis and evaluation of novel chloropyrrole molecules designed by molecular hybridization of common pharmacophores as potential antimicrobial agents. Bioorg Med Chem Lett 2010; 20: 5681-5685
2 Desbois AP, Smith VJ. Antibacterial free fatty acids: Activities, mechanisms of action and biotechnological potential. Appl Microbiol Biotechnol 2010; 85: 1629-1642
3 Narasimhan B, Saharan R, Kumar P. Hansch analysis of anti-inflammatory and analgesic activities of substituted 1-alkyl/aryl-3-ethoxy carbonyl-5-hydroxy-2-methyl indoles. Acta Pharm Sci 2011; 53: 117-126
4 Judge V, Narasimhan B, Ahuja M et al. Hansch analysis for the prediction of antimycobacterial activity of ofloxacin derivatives. Med Chem Res 2011; 20: 826-837
5 Narang R, Sharma S, Sriram D et al. (Naphthalen-1-yloxy)-acetic acid benzylidene/ (1-phenyl-ethylidene) -hydrazide derivatives: Synthesis, antimicrobial evaluation and QSAR studies. Med Chem Res 2012; 21: 2526-2547
6 Hansch C, Fujita T. A method for the correlation of biological activity and chemical structure. J Am Chem Soc 1964; 86: 1616-1626
7 Golbraikh A, Tropsha A. Beware of q²!. J Mol Graphics Model 2002; 20: 269-276
8 Cappucino JG, Sherman N. Microbiology – A Laboratory Manual. Addison Wesley; California: 1999: 263