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Synthesis and characterisation of multi-substituted thiourea derivatives and their antibacterial activities

Two series of bis-substituted thiourea derivatives 40a-e and tri-substituted thiourea derivatives 42a-i have been successfully synthesised by reaction of isothiocyanate intermediates with series of amines. 1,3-benzenedicarbonyl chloride 9 and 1,3,5- benzenetricarbonyl chloride 46 were utilized as a...

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Main Author: Wan Sharifatun Handayani, binti Wan Zullkiplee
Format: Thesis
Language:English
Published: Universiti Malaysia Sarawak, (UNIMAS) 2014
Subjects:
QD Chemistry
Online Access:http://ir.unimas.my/id/eprint/8356/4/Sharifatun%20%28full%29.pdf
http://ir.unimas.my/id/eprint/8356/
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spelling my.unimas.ir.83562024-02-27T07:56:22Z http://ir.unimas.my/id/eprint/8356/ Synthesis and characterisation of multi-substituted thiourea derivatives and their antibacterial activities Wan Sharifatun Handayani, binti Wan Zullkiplee QD Chemistry Two series of bis-substituted thiourea derivatives 40a-e and tri-substituted thiourea derivatives 42a-i have been successfully synthesised by reaction of isothiocyanate intermediates with series of amines. 1,3-benzenedicarbonyl chloride 9 and 1,3,5- benzenetricarbonyl chloride 46 were utilized as a scaffold to prepare the isothiocyanate intermediates and formed 40a-e and 42a-i respectively. The synthesis of proposed hexasubstituted thiourea derivatives was done by reacting hexachlorocyclotriphosphazene 4 as a precursor and formed six unexpected thiourea derivatives 43a-f. The preparation of unexpected thiourea products was triggered by the formation of HCl in the reaction system due to existence of free chlorine atoms which mildly dissociated from 4. The synthesis of the proposed hexa-substituted thiourea derivatives was continued via aminolysis reaction of 4 with single thiourea compounds 43a-i but the reaction was unsuccessful. All synthesised products were characterised using CHNS elemental analysis, FTIR, 1H NMR, 13C NMR and 31P NMR spectroscopic techniques. Antibacterial assay of all synthesised products was carried out using turbidimetric method against the growth of Escherichia Coliform sp. (E. coli). The results indicated that only compounds 42a-i which bear three thiourea moieties showed significant antibacterial activities. The effects of constituents and structure of the investigated compounds on the antibacterial performance were discussed. Universiti Malaysia Sarawak, (UNIMAS) 2014 Thesis NonPeerReviewed text en http://ir.unimas.my/id/eprint/8356/4/Sharifatun%20%28full%29.pdf Wan Sharifatun Handayani, binti Wan Zullkiplee (2014) Synthesis and characterisation of multi-substituted thiourea derivatives and their antibacterial activities. Masters thesis, Universiti Malaysia Sarawak, (UNIMAS).
institution Universiti Malaysia Sarawak
building Centre for Academic Information Services (CAIS)
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaysia Sarawak
content_source UNIMAS Institutional Repository
url_provider http://ir.unimas.my/
language English
topic QD Chemistry
spellingShingle QD Chemistry
Wan Sharifatun Handayani, binti Wan Zullkiplee
Synthesis and characterisation of multi-substituted thiourea derivatives and their antibacterial activities
description Two series of bis-substituted thiourea derivatives 40a-e and tri-substituted thiourea derivatives 42a-i have been successfully synthesised by reaction of isothiocyanate intermediates with series of amines. 1,3-benzenedicarbonyl chloride 9 and 1,3,5- benzenetricarbonyl chloride 46 were utilized as a scaffold to prepare the isothiocyanate intermediates and formed 40a-e and 42a-i respectively. The synthesis of proposed hexasubstituted thiourea derivatives was done by reacting hexachlorocyclotriphosphazene 4 as a precursor and formed six unexpected thiourea derivatives 43a-f. The preparation of unexpected thiourea products was triggered by the formation of HCl in the reaction system due to existence of free chlorine atoms which mildly dissociated from 4. The synthesis of the proposed hexa-substituted thiourea derivatives was continued via aminolysis reaction of 4 with single thiourea compounds 43a-i but the reaction was unsuccessful. All synthesised products were characterised using CHNS elemental analysis, FTIR, 1H NMR, 13C NMR and 31P NMR spectroscopic techniques. Antibacterial assay of all synthesised products was carried out using turbidimetric method against the growth of Escherichia Coliform sp. (E. coli). The results indicated that only compounds 42a-i which bear three thiourea moieties showed significant antibacterial activities. The effects of constituents and structure of the investigated compounds on the antibacterial performance were discussed.
format Thesis
author Wan Sharifatun Handayani, binti Wan Zullkiplee
author_facet Wan Sharifatun Handayani, binti Wan Zullkiplee
author_sort Wan Sharifatun Handayani, binti Wan Zullkiplee
title Synthesis and characterisation of multi-substituted thiourea derivatives and their antibacterial activities
title_short Synthesis and characterisation of multi-substituted thiourea derivatives and their antibacterial activities
title_full Synthesis and characterisation of multi-substituted thiourea derivatives and their antibacterial activities
title_fullStr Synthesis and characterisation of multi-substituted thiourea derivatives and their antibacterial activities
title_full_unstemmed Synthesis and characterisation of multi-substituted thiourea derivatives and their antibacterial activities
title_sort synthesis and characterisation of multi-substituted thiourea derivatives and their antibacterial activities
publisher Universiti Malaysia Sarawak, (UNIMAS)
publishDate 2014
url http://ir.unimas.my/id/eprint/8356/4/Sharifatun%20%28full%29.pdf
http://ir.unimas.my/id/eprint/8356/
_version_ 1792160593328734208
score 13.211869

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