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

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)...

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Main Authors: Abdul Kadir, Maisara, Ramli, Rozana, Mohd Yusof , Mohd Sukeri, Ismail, Naemah, Ngah, Nurziana
Format: Article
Language:English
English
Published: India 2016
Subjects:
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spelling iium-491242017-01-04T00:37:46Z http://irep.iium.edu.my/49124/ Synthesis, spectroscopic studies and antibacterial activity of new lauroyl thiourea amino acid derivatives Abdul Kadir, Maisara Ramli, Rozana Mohd Yusof , Mohd Sukeri Ismail, Naemah Ngah, Nurziana QD Chemistry 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. India 2016 Article PeerReviewed application/pdf en http://irep.iium.edu.my/49124/1/027-19430_%28596-600%29-2.pdf application/pdf en http://irep.iium.edu.my/49124/4/49124_Synthesis%2C_spectroscopic_studies_and_antibacterial_activity_SCOPUS.pdf 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 http://www.asianjournalofchemistry.co.in/user/journal/viewarticle.aspx?ArticleID=28_3_27 10.14233/ajchem.2016.19430
repository_type Digital Repository
institution_category Local University
institution International Islamic University Malaysia
building IIUM Repository
collection Online Access
language English
English
topic QD Chemistry
spellingShingle QD Chemistry
Abdul Kadir, Maisara
Ramli, Rozana
Mohd Yusof , Mohd Sukeri
Ismail, Naemah
Ngah, Nurziana
Synthesis, spectroscopic studies and antibacterial activity of new lauroyl thiourea amino acid derivatives
description 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.
format Article
author Abdul Kadir, Maisara
Ramli, Rozana
Mohd Yusof , Mohd Sukeri
Ismail, Naemah
Ngah, Nurziana
author_facet Abdul Kadir, Maisara
Ramli, Rozana
Mohd Yusof , Mohd Sukeri
Ismail, Naemah
Ngah, Nurziana
author_sort Abdul Kadir, Maisara
title Synthesis, spectroscopic studies and antibacterial activity of new lauroyl thiourea amino acid derivatives
title_short Synthesis, spectroscopic studies and antibacterial activity of new lauroyl thiourea amino acid derivatives
title_full Synthesis, spectroscopic studies and antibacterial activity of new lauroyl thiourea amino acid derivatives
title_fullStr Synthesis, spectroscopic studies and antibacterial activity of new lauroyl thiourea amino acid derivatives
title_full_unstemmed Synthesis, spectroscopic studies and antibacterial activity of new lauroyl thiourea amino acid derivatives
title_sort synthesis, spectroscopic studies and antibacterial activity of new lauroyl thiourea amino acid derivatives
publisher India
publishDate 2016
url http://irep.iium.edu.my/49124/
http://irep.iium.edu.my/49124/
http://irep.iium.edu.my/49124/
http://irep.iium.edu.my/49124/1/027-19430_%28596-600%29-2.pdf
http://irep.iium.edu.my/49124/4/49124_Synthesis%2C_spectroscopic_studies_and_antibacterial_activity_SCOPUS.pdf
first_indexed 2023-09-18T21:09:29Z
last_indexed 2023-09-18T21:09:29Z
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