One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties
In this study, hexasubstituted thiourea was carried out via reaction of isothiocyanato cyclophosphazene intermediates with a series of aromatics amines and amino acids in a one-pot reaction system. The reaction was not as straightforward as typical thiourea synthesis. Six unexpected thiourea derivat...
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| Format: | Article |
| Language: | English |
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Hindawi Publishing Corporation
2017
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| Online Access: | http://ir.unimas.my/id/eprint/17892/ http://ir.unimas.my/id/eprint/17892/7/One-Pot%20Multicomponent%20Synthesis%20of%20Thiourea%20Derivatives%20%28abstract%29.pdf |
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| author | Zainab, Ngaini Wan Sharifatun Handayani, Wan Zullkiplee Ainaa Nadiah, Abd Halim |
| author_facet | Zainab, Ngaini Wan Sharifatun Handayani, Wan Zullkiplee Ainaa Nadiah, Abd Halim |
| author_sort | Zainab, Ngaini |
| building | UNIMAS Institutional Repository |
| collection | Online Access |
| description | In this study, hexasubstituted thiourea was carried out via reaction of isothiocyanato cyclophosphazene intermediates with a series of aromatics amines and amino acids in a one-pot reaction system. The reaction was not as straightforward as typical thiourea synthesis. Six unexpected thiourea derivatives 3a-f were formed in the presence of cyclotriphosphazene moieties in good yields (53-82%). The structures of 3a-f were characterized by elemental analysis and FTIR, 1H, 13C, and 31P NMR spectroscopies. The occurrence of reverse thioureas formation in a one-pot reaction system is discussed. The possible binding interaction of the synthesised thiourea 3a-b in comparison to the predicted phenyl thiourea 5a-b and the targeted 4a with enzyme enoyl ACP reductase (FabI) is also discussed. Molecular docking of the targeted hexasubstituted thiourea 4a is able to give higher binding affinity of -7.5 kcal/mol compared to 5a-b (-5.9 kcal/mol and -6.3 kcal/mol) and thiourea 3a-b (-4.5 kcal/mol and -4.7 Kcal/mol). © 2017 Zainab Ngaini et al. |
| first_indexed | 2025-11-15T06:54:48Z |
| format | Article |
| id | unimas-17892 |
| institution | Universiti Malaysia Sarawak |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T06:54:48Z |
| publishDate | 2017 |
| publisher | Hindawi Publishing Corporation |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | unimas-178922023-06-19T08:06:04Z http://ir.unimas.my/id/eprint/17892/ One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties Zainab, Ngaini Wan Sharifatun Handayani, Wan Zullkiplee Ainaa Nadiah, Abd Halim QD Chemistry In this study, hexasubstituted thiourea was carried out via reaction of isothiocyanato cyclophosphazene intermediates with a series of aromatics amines and amino acids in a one-pot reaction system. The reaction was not as straightforward as typical thiourea synthesis. Six unexpected thiourea derivatives 3a-f were formed in the presence of cyclotriphosphazene moieties in good yields (53-82%). The structures of 3a-f were characterized by elemental analysis and FTIR, 1H, 13C, and 31P NMR spectroscopies. The occurrence of reverse thioureas formation in a one-pot reaction system is discussed. The possible binding interaction of the synthesised thiourea 3a-b in comparison to the predicted phenyl thiourea 5a-b and the targeted 4a with enzyme enoyl ACP reductase (FabI) is also discussed. Molecular docking of the targeted hexasubstituted thiourea 4a is able to give higher binding affinity of -7.5 kcal/mol compared to 5a-b (-5.9 kcal/mol and -6.3 kcal/mol) and thiourea 3a-b (-4.5 kcal/mol and -4.7 Kcal/mol). © 2017 Zainab Ngaini et al. Hindawi Publishing Corporation 2017 Article PeerReviewed text en http://ir.unimas.my/id/eprint/17892/7/One-Pot%20Multicomponent%20Synthesis%20of%20Thiourea%20Derivatives%20%28abstract%29.pdf Zainab, Ngaini and Wan Sharifatun Handayani, Wan Zullkiplee and Ainaa Nadiah, Abd Halim (2017) One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties. Journal of Chemistry. ISSN 2090-9071 https://www.hindawi.com/journals/jchem/2017/1509129/ DOI: 10.1155/2017/1509129 |
| spellingShingle | QD Chemistry Zainab, Ngaini Wan Sharifatun Handayani, Wan Zullkiplee Ainaa Nadiah, Abd Halim One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties |
| title | One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties |
| title_full | One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties |
| title_fullStr | One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties |
| title_full_unstemmed | One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties |
| title_short | One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties |
| title_sort | one-pot multicomponent synthesis of thiourea derivatives in cyclotriphosphazenes moieties |
| topic | QD Chemistry |
| url | http://ir.unimas.my/id/eprint/17892/ http://ir.unimas.my/id/eprint/17892/ http://ir.unimas.my/id/eprint/17892/ http://ir.unimas.my/id/eprint/17892/7/One-Pot%20Multicomponent%20Synthesis%20of%20Thiourea%20Derivatives%20%28abstract%29.pdf |