Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains
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 produc...
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| Format: | Article |
| Language: | English |
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Taylor & Francis Group, LLC
2012
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| Online Access: | http://ir.unimas.my/id/eprint/15578/ http://ir.unimas.my/id/eprint/15578/1/maya.pdf |
| _version_ | 1848837882026917888 |
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| author | Zainab, Ngaini Maya Asyikin, Mohd Ariff Hasnain, Hussain Er, Su Mei Tang, Donna Dyg Halimatulzahrah, Abang Kamaluddin |
| author_facet | Zainab, Ngaini Maya Asyikin, Mohd Ariff Hasnain, Hussain Er, Su Mei Tang, Donna Dyg Halimatulzahrah, Abang Kamaluddin |
| author_sort | Zainab, Ngaini |
| building | UNIMAS Institutional Repository |
| collection | Online Access |
| description | 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. |
| first_indexed | 2025-11-15T06:46:43Z |
| format | Article |
| id | unimas-15578 |
| institution | Universiti Malaysia Sarawak |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T06:46:43Z |
| publishDate | 2012 |
| publisher | Taylor & Francis Group, LLC |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | unimas-155782021-04-24T22:10:16Z http://ir.unimas.my/id/eprint/15578/ Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains Zainab, Ngaini Maya Asyikin, Mohd Ariff Hasnain, Hussain Er, Su Mei Tang, Donna Dyg Halimatulzahrah, Abang Kamaluddin QD Chemistry 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. Taylor & Francis Group, LLC 2012 Article PeerReviewed text en http://ir.unimas.my/id/eprint/15578/1/maya.pdf 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 https://www.researchgate.net/publication/238599821_Synthesis_and_Antibacterial_Activity_of_Acetoxybenzoyl_Thioureas_with_Aryl_and_Amino_Acid_Side_Chains DOI: 10.1080/10426507.2011.562398 |
| spellingShingle | QD Chemistry Zainab, Ngaini Maya Asyikin, Mohd Ariff Hasnain, Hussain Er, Su Mei Tang, Donna Dyg Halimatulzahrah, Abang Kamaluddin Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains |
| title | Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains |
| title_full | Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains |
| title_fullStr | Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains |
| title_full_unstemmed | Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains |
| title_short | Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains |
| title_sort | synthesis and antibacterial activity of acetoxybenzoyl thioureas with aryl and amino acid side chains |
| topic | QD Chemistry |
| url | http://ir.unimas.my/id/eprint/15578/ http://ir.unimas.my/id/eprint/15578/ http://ir.unimas.my/id/eprint/15578/ http://ir.unimas.my/id/eprint/15578/1/maya.pdf |