Synthesis, spectroscopic studies and antibacterial activity of new lauroyl thiourea amino acid derivatives

Abdul Kadir, Maisara and Ramli, Rozana and Mohd Yusof , Mohd Sukeri and Ismail, Naemah and Ngah, Nurziana (2016) Synthesis, spectroscopic studies and antibacterial activity of new lauroyl thiourea amino acid derivatives. Asian Journal of Chemistry, 28 (3). pp. 596-600. ISSN 0970-7077 E-ISSN 0975-427X

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Abstract

Four new thiourea compounds have been successfully synthesized and characterized from combination of lauroyl chloride, ammonium thiocyanate and simple amino acids in acetone. The structure of the respective compounds, namely 3-(3-dodecanoyl-thioureido)propionic acid (R1), 2-(3-dodecanoyl-thioureido)-3-methyl butyric acid (R2), (3-dodecanoyl-thioureido)acetic acid (R3) and 2-(3-dodecanoyl- thioureido)-3-phenyl propionic acid (R4) are confirmed by combination of spectroscopic techniques such as infrared, ultraviolet and nuclear magnetic resonance. The antibacterial activity of these compounds are investigated towards selected bacteria and the results show that compound R4 displays better antibacterial activity compared to R1-R3 and as well as to few reported compounds. Compound R4 shows good antibacterial activity towards two Gram-negative bacteria Escherichia coli and Salmonella typhimurium, with inhibition zone approximately 8 mm wide and minimum inhibitory concentration (MIC) 50 μg/mL, respectively. The good results given by R4 might be attributed by the presence of alkyl and phenyl group that increases the lipophilicity and stability of the compounds.

Item Type:	Article (Journal)
Additional Information:	5777/49124
Uncontrolled Keywords:	Dodecanoyl, Lauroyl thiourea, Antibacterial activity, Amino acids
Subjects:	Q Science > QD Chemistry
Kulliyyahs/Centres/Divisions/Institutes (Can select more than one option. Press CONTROL button):	Kulliyyah of Science > Department of Chemistry
Depositing User:	Dr Nurziana Ngah
Date Deposited:	21 Jan 2016 15:19
Last Modified:	04 Jan 2017 08:37
URI:	http://irep.iium.edu.my/id/eprint/49124

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