Abstract

<p class="Abstract">Four new bioactive aryl triester derivatives of glycerol and benzoic acids were synthesized. The synthetic compounds were studied for their antimicrobial and urease inhibition activities. Esterification was carried out by using carbonyldiimidazole to enhance the acyl elimination addition reaction with benzoic acid derivatives. The structure of triglycerides were studied by EI-MS, <sup>1</sup>H, <sup>13</sup>C-NMR, FT-IR and elemental analysis. All synthetic compounds showed urease inhibition activity with highest value of IC<sub>50 </sub>value 22.4 ± 0.45 μM which is nearest to standard thiourea IC<sub>50 </sub>value (21.6 ± 0.12 μM). Except compound (3d), all other compounds exhibited antimicrobial activity against <em>Streptococcus pneumoniae, Staphylococcus epidermidis, Bacillus pumilus, Escherichia coli, Pseudomonas aeruginosa</em> and <em>Candida albican</em>.</p><p><strong>Video Clip of Methodology:</strong></p><p>7 min 59 sec <a href="https://youtube.com/v/PvGTYUxO7-4">Full Screen</a> <a href="https://youtube.com/watch?v=PvGTYUxO7-4">Alternate</a> </p>

Highlights

  • Triglycerides are esterified products of glycerol with fatty acids

  • Solvents and reagents that were used in the synthesis were of analytical grade and purchased from the Sigma -Aldrich Chemical Company, USA and Merck Millipore

  • Spectrometers. 1H-NMR, 13C-NMR, IR, elemental analysis and electron impact (EI)-MS were done in International Center for Chemical and Biological Sciences, University of Karachi, Karachi, Pakistan

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Summary

Introduction

Triglycerides are esterified products of glycerol with fatty acids. They are the main constituents in human, animals and plants as the form of oil, fats and lipids (Nelson and Cox, 2000). Liver cell synthesizes certain triglycerides and store the fatty acid as the source of energy (White and Venkatesh, 2011) They are used as lubricants, emulsifiers and plasticizers in cosmetic, food, chemical and pharmaceutical industry (Macierzanka and Szelag, 2004). Many synthetic methods for synthesis of triglycerides have been reported in which, the first step is the conversion of fatty acid into fatty chloride by using thionyl chloride, oxalyl chloride, phosphate pentachloride (Quinn et al, 1967) (Mattson and Volpenhe, 1962). These inorganic acids are not environment friendly method. Synthesis of new triglyceride with benzoic acid derivatives rather than fatty acid has been reported through, an environmental friendly and inexpensive, acyl addition elimination reaction by using CDI reported by Sheikh et al (2018)

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