dc.contributor.author | Patel, Chandani | |
dc.contributor.author | Bassin, Jatinder | |
dc.contributor.author | Scott, Mark | |
dc.contributor.author | Flye, Jenna | |
dc.contributor.author | Hunter, Ann | |
dc.contributor.author | Martin, Lee | |
dc.contributor.author | Goyal, Madhu | |
dc.date.accessioned | 2016-12-21T16:36:00Z | |
dc.date.available | 2016-12-21T16:36:00Z | |
dc.date.issued | 2016-06-30 | |
dc.identifier.citation | Patel , C , Bassin , J , Scott , M , Flye , J , Hunter , A , Martin , L & Goyal , M 2016 , ' Synthesis and Antimicrobial Activity of 1,2-Benzothiazine Derivatives ' , Molecules , vol. 21 , no. 7 , 861 . https://doi.org/10.3390/molecules21070861 | |
dc.identifier.uri | http://hdl.handle.net/2299/17458 | |
dc.description | © 2016 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license (http://creativecommons.org/licenses/by/4.0/). | |
dc.description.abstract | A number of 1,2-benzothiazines have been synthesized in a three-step process. Nine chalcones 1-9 bearing methyl, fluoro, chloro and bromo substituents were chlorosulfonated with chlorosulfonic acid to generate the chalcone sulfonyl chlorides 10-18. These were converted to the dibromo compounds 19-27 through reaction with bromine in glacial acetic acid. Compounds 19-27 were reacted with ammonia, methylamine, ethylamine, aniline and benzylamine to generate a library of forty-five 1,2-benzothiazines 28-72. Compounds 28-72 were evaluated for their antimicrobial activity using broth micro dilution techniques against two Gram-positive bacteria (Bacillus subtilis and Staphylococcus aureus), and two Gram-negative bacteria (Proteus vulgaris and Salmonella typhimurium). The results demonstrated that none of the compounds showed any activity against Gram-negative bacteria, P. vulgaris and S. typhimurium, however compounds 31, 33, 38, 43, 45, 50, 53, 55, 58, 60, 63 and 68 showed activity against Gram-positive bacteria, Bacillus subtilis and Staphylococcous aureus. The range of MIC and MBC was 25-600µg/ml; though some of the MIC and MBC concentrations were high indicating weak activity. Structure activity relationship studies revealed that the compounds with a hydrogen atom or an ethyl group on the nitrogen of the thiazine ring exerted antibacterial activity against Gram-positive bacteria. The results also showed that the compounds where the benzene ring of the benzoyl moiety contained a methyl group or chlorine or bromine atom in the para position showed higher antimicrobial activity. Similar influences were identified where either a bromine or chlorine atom was in the meta position. | en |
dc.format.extent | 17 | |
dc.format.extent | 490246 | |
dc.language.iso | eng | |
dc.relation.ispartof | Molecules | |
dc.subject | 1,2-benzothiazines | |
dc.subject | chalcones | |
dc.subject | Bacillus subtilis | |
dc.subject | Staphylococcous aureus | |
dc.subject | Proteus vulgaris | |
dc.subject | Salmonella typhimurium | |
dc.title | Synthesis and Antimicrobial Activity of 1,2-Benzothiazine Derivatives | en |
dc.contributor.institution | School of Life and Medical Sciences | |
dc.contributor.institution | Veterinary Science | |
dc.contributor.institution | Microbiology and Biotechnology | |
dc.contributor.institution | Biosciences Research Group | |
dc.contributor.institution | Centre for Health Services and Clinical Research | |
dc.contributor.institution | Psychopharmacology, Drug Misuse and Novel Psychoactive Substances Unit | |
dc.contributor.institution | Centre for Research in Mechanisms of Disease and Drug Discovery | |
dc.contributor.institution | Department of Clinical, Pharmaceutical and Biological Science | |
dc.contributor.institution | Centre for Future Societies Research | |
dc.description.status | Peer reviewed | |
rioxxterms.versionofrecord | 10.3390/molecules21070861 | |
rioxxterms.type | Journal Article/Review | |
herts.preservation.rarelyaccessed | true | |