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Synthesis and inclusion studies of stable allicin mimics as novel antimicrobial agents
Includes abstract.
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| Main Author: | |
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| Other Authors: | |
| Format: | Thesis |
| Language: | English |
| Published: |
Department of Chemistry
2014
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| _version_ | 1867613168218406912 |
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| access_status_str | Open Access |
| author | Stellenboom, Nashia |
| author2 | Hunter, Roger |
| author_browse | Hunter, Roger Stellenboom, Nashia |
| author_facet | Hunter, Roger Stellenboom, Nashia |
| author_sort | Stellenboom, Nashia |
| collection | Thesis |
| description | Includes abstract. |
| format | Thesis |
| id | oai:open.uct.ac.za:11427/6291 |
| institution | University of Cape Town (South Africa) |
| language | eng |
| last_indexed | 2026-06-10T12:31:50.330Z |
| license_str | Not specified — see source repository |
| provenance_str_mv | Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository |
| publishDate | 2014 |
| publishDateRange | 2014 |
| publishDateSort | 2014 |
| publisher | Department of Chemistry |
| publisherStr | Department of Chemistry |
| record_format | dspace |
| source_str | UCTD — University of Cape Town Open Access Repository |
| spelling | oai:open.uct.ac.za:11427/6291 Synthesis and inclusion studies of stable allicin mimics as novel antimicrobial agents Stellenboom, Nashia Hunter, Roger Caira, Mino R Chemistry Includes abstract. Includes bibliographical references (p. 193-202). Allicin, a known constituent of garlic, is a potent but unstable antimicrobial agent. Consideration of the underlying features responsible for allicin’s activity, as well as its instability, prompted an investigation into substituted S-aryl alkylthiosulfinates as a class of potential allicin mimics with enhanced stability. Synthesis of the targets also inspired development of a novel unsymmetrical disulfide synthesis. This thesis describes the development of a new methodology for synthesizing unsymmetrical disulfides. The synthesis involves converting a thiol to a sulfenylating agent by 1-chlorobenzotriazole (BtCl) in the presence of 1,2,3-benzotriazole (BtH). Addition of a second thiol affords unsymmetrical disulfides in excellent yields. In addition to being a one-pot methodology, the approach offers attractive environmentally friendly and cost-saving aspects. The methodology proved to be versatile, producing all types of unsymmetrical disulfides; aromatic-aliphatic disulfides, aromatic-aromatic disulfides as well as aliphatic-aliphatic disulfides including unsymmetrical cysteine disulfides. 2014-08-13T14:25:51Z 2014-08-13T14:25:51Z 2008 Doctoral Thesis Doctoral PhD http://hdl.handle.net/11427/6291 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town |
| spellingShingle | Chemistry Stellenboom, Nashia Synthesis and inclusion studies of stable allicin mimics as novel antimicrobial agents |
| thesis_degree_str | Doctoral |
| title | Synthesis and inclusion studies of stable allicin mimics as novel antimicrobial agents |
| title_full | Synthesis and inclusion studies of stable allicin mimics as novel antimicrobial agents |
| title_fullStr | Synthesis and inclusion studies of stable allicin mimics as novel antimicrobial agents |
| title_full_unstemmed | Synthesis and inclusion studies of stable allicin mimics as novel antimicrobial agents |
| title_short | Synthesis and inclusion studies of stable allicin mimics as novel antimicrobial agents |
| title_sort | synthesis and inclusion studies of stable allicin mimics as novel antimicrobial agents |
| topic | Chemistry |
| url | http://hdl.handle.net/11427/6291 |
| work_keys_str_mv | AT stellenboomnashia synthesisandinclusionstudiesofstableallicinmimicsasnovelantimicrobialagents |