Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains

Zainab, Ngaini and Maya Asyikin, Mohd Ariff and Hasnain, Hussain and Er, Su Mei and Tang, Donna and Dyg Halimatulzahrah, Abang Kamaluddin (2012) Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains. Phosphorus, Sulfur, and Silicon, 187. pp. 1-7. ISSN 1563-5325

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Abstract

A series of acetoxybenzoylthioureas derivatives with aryl and amino acid ester side chains were prepared by reaction of acetoxybenzoyl isothiocyanate, an acyloxy benzyl esterbased derivative of aspirin, with aryl amines or amino-functionalized amino acids with overall yields of 46–73%. The products that display a thiourea segment as a linker showed improved antibacterial properties in comparison with aspirin. The structures of the synthesized compounds were characterized by infra red spectroscopy, 13C nuclear magnetic resonance (NMR), and 1H NMR spectroscopy. The compounds were screened for their antibacterial activity by using gram-negative bacteria (E. coli ATCC 8739). [2-(phenylcarbamothioylcarbamoyl)phenyl] acetate showed the highest antibacterial activity against E. coli compared with other synthesized compounds.

Item Type: Article
Uncontrolled Keywords: Thiourea; aspirin; amino acid; antibacterial activity, biology, research, Universiti Malaysia Sarawak, unimas, university, universiti, Borneo, Malaysia, Sarawak, Kuching, Samarahan, ipta, education
Subjects: Q Science > QD Chemistry
Divisions: Academic Faculties, Institutes and Centres > Faculty of Resource Science and Technology
Depositing User: Karen Kornalius
Date Deposited: 15 Mar 2017 11:58
Last Modified: 24 Apr 2021 22:10
URI: http://ir.unimas.my/id/eprint/15578

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