Synthesis and bacteriostatic activities of bis(Thiourea) derivatives with variable Chain Length
A series of 1,4-bis(decoxyphenyl)carbamothioyl-Terephthalamide derivatives was successfully synthesised by reaction of benzene- 1,4-dicarbonyl isothiocyanate intermediates with long alkyl chain. The alkylation was performed via Williamson etherification of 4-Acetamidophenol with bromoalkanes.The syn...
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| Format: | Article |
| Language: | English |
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Hindawi Publishing Corporation
2016
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| Online Access: | http://ir.unimas.my/id/eprint/15300/ http://ir.unimas.my/id/eprint/15300/1/Ainaa%20Nadiah.pdf |
| _version_ | 1848837824064782336 |
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| author | Ainaa Nadiah, Abd Halim Ngaini, Zainab |
| author_facet | Ainaa Nadiah, Abd Halim Ngaini, Zainab |
| author_sort | Ainaa Nadiah, Abd Halim |
| building | UNIMAS Institutional Repository |
| collection | Online Access |
| description | A series of 1,4-bis(decoxyphenyl)carbamothioyl-Terephthalamide derivatives was successfully synthesised by reaction of benzene- 1,4-dicarbonyl isothiocyanate intermediates with long alkyl chain. The alkylation was performed via Williamson etherification of 4-Acetamidophenol with bromoalkanes.The synthesised bis(thiourea) derivatives differed in the chain length, CnH2n+1, where n = 10, 12, and 14. The structures of all compounds were characterised by elemental CHN analysis, IR, 1H, and 13C NMR spectroscopies. Bacteriostatic activities of bis(thiourea derivatives which consisted of two folds of N-H, C=O, and C=S and long alkyl chain substituents were carried out against Gram-negative bacteria (Escherichia coli, ATCC 25922) via turbidimetric kinetic method. Bis(thiourea) derivatives with n = 10 and n = 12 displayed excellent activity against E. coli with MIC of 135 μg/mL and 145 μg/mL, respectively, while bis(thiourea) derivatives with n = 14 acted as cutoff point with no antibacterial properties. Similar trend was observed in binding affinity to the active site of enoyl ACP reductase (FabI), which demonstrated binding free energy of -5.3 Kcal/mol and -4.9 and -4.8 Kcal/mol, respectively. |
| first_indexed | 2025-11-15T06:45:47Z |
| format | Article |
| id | unimas-15300 |
| institution | Universiti Malaysia Sarawak |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T06:45:47Z |
| publishDate | 2016 |
| publisher | Hindawi Publishing Corporation |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | unimas-153002022-02-04T07:18:09Z http://ir.unimas.my/id/eprint/15300/ Synthesis and bacteriostatic activities of bis(Thiourea) derivatives with variable Chain Length Ainaa Nadiah, Abd Halim Ngaini, Zainab QD Chemistry A series of 1,4-bis(decoxyphenyl)carbamothioyl-Terephthalamide derivatives was successfully synthesised by reaction of benzene- 1,4-dicarbonyl isothiocyanate intermediates with long alkyl chain. The alkylation was performed via Williamson etherification of 4-Acetamidophenol with bromoalkanes.The synthesised bis(thiourea) derivatives differed in the chain length, CnH2n+1, where n = 10, 12, and 14. The structures of all compounds were characterised by elemental CHN analysis, IR, 1H, and 13C NMR spectroscopies. Bacteriostatic activities of bis(thiourea derivatives which consisted of two folds of N-H, C=O, and C=S and long alkyl chain substituents were carried out against Gram-negative bacteria (Escherichia coli, ATCC 25922) via turbidimetric kinetic method. Bis(thiourea) derivatives with n = 10 and n = 12 displayed excellent activity against E. coli with MIC of 135 μg/mL and 145 μg/mL, respectively, while bis(thiourea) derivatives with n = 14 acted as cutoff point with no antibacterial properties. Similar trend was observed in binding affinity to the active site of enoyl ACP reductase (FabI), which demonstrated binding free energy of -5.3 Kcal/mol and -4.9 and -4.8 Kcal/mol, respectively. Hindawi Publishing Corporation 2016 Article PeerReviewed text en http://ir.unimas.my/id/eprint/15300/1/Ainaa%20Nadiah.pdf Ainaa Nadiah, Abd Halim and Ngaini, Zainab (2016) Synthesis and bacteriostatic activities of bis(Thiourea) derivatives with variable Chain Length. Journal of Chemistry, 2016. ISSN 20909063 https://www.scopus.com/inward/record.uri?eid=2-s2.0-85008877592&doi=10.1155%2f2016%2f2739832&partnerID=40&md5=b83479d9be41e0d975f64ba5ae7c5a71 DOI: 10.1155/2016/2739832 |
| spellingShingle | QD Chemistry Ainaa Nadiah, Abd Halim Ngaini, Zainab Synthesis and bacteriostatic activities of bis(Thiourea) derivatives with variable Chain Length |
| title | Synthesis and bacteriostatic activities of bis(Thiourea) derivatives with variable Chain Length |
| title_full | Synthesis and bacteriostatic activities of bis(Thiourea) derivatives with variable Chain Length |
| title_fullStr | Synthesis and bacteriostatic activities of bis(Thiourea) derivatives with variable Chain Length |
| title_full_unstemmed | Synthesis and bacteriostatic activities of bis(Thiourea) derivatives with variable Chain Length |
| title_short | Synthesis and bacteriostatic activities of bis(Thiourea) derivatives with variable Chain Length |
| title_sort | synthesis and bacteriostatic activities of bis(thiourea) derivatives with variable chain length |
| topic | QD Chemistry |
| url | http://ir.unimas.my/id/eprint/15300/ http://ir.unimas.my/id/eprint/15300/ http://ir.unimas.my/id/eprint/15300/ http://ir.unimas.my/id/eprint/15300/1/Ainaa%20Nadiah.pdf |