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Synthesis and evaluation of phosphonated N-heteroarylcarboxamides as DOXP-reductoisomerase (DXR) inhibitors

Authors: Bodill, Taryn , Conibear, Anne C , Blatch, Gregory L , Lobb, Kevin A , Kaye, Perry T
Date: 2011
Subjects: To be catalogued
Language: English
Type: text , article
Identifier: http://hdl.handle.net/10962/448939 , vital:74772 , xlink:href="https://doi.org/10.1016/j.bmc.2010.11.062"
Description: The diethyl esters and disodium salts of a range of heteroarylcarbamoylphosphonic acids have been prepared and evaluated as analogues of the highly active DOXP-reductoisomerase (DXR) inhibitor, fosmidomycin. Computer-simulated docking studies, Saturation Transfer Difference (STD) NMR analysis and enzyme inhibition assays have been used to explore enzyme-binding and -inhibition potential, while in silico analysis of the DXR active site has highlighted the importance of including a well-parameterised metal co-factor in docking studies and has revealed the availability of an additional binding pocket to guide future drug design.
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Date Issued: 2011

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31P NMR kinetic study of the tandem cleavage of phosphonate esters by bromotrimethylsilane

Authors: Conibear, Anne C , Lobb, Kevin A , Kaye, Perry T
Date: 2010
Subjects: To be catalogued
Language: English
Type: text , article
Identifier: http://hdl.handle.net/10962/449304 , vital:74810 , xlink:href="https://doi.org/10.1016/j.tet.2010.08.058"
Description: 1H and 31P NMR methods have been used to access rate constants and activation parameters for each of the consecutive second-order silylation reactions involved in the overall transformation (1a→3a→4a), while computational optimisation of the rate constants obtained from the initial, linear phase of each reaction has permitted an excellent fit with the experimental data for the entire course of the reaction.
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Date Issued: 2010

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Introducing chemistry students to the “real world” of chemistry

Authors: Brown, Michael E , Cosser, Ronald C , Davies-Coleman, Michael T , Kaye, Perry T , Klein, Rosalyn , Lamprecht, Emmanuel , Lobb, Kevin A , Nyokong, Tebello , Sewry, Joyce D , Tshentu, Zenixole R , Van der Zeyde, Tino , Watkins, Gareth M
Date: 2010
Subjects: To be catalogued
Language: English
Type: text , article
Identifier: http://hdl.handle.net/10962/449360 , vital:74814 , xlink:href="https://doi.org/10.1021/ed8001539"
Description: A majority of chemistry graduates seek employment in a rapidly changing chemical industry. Our attempts to provide the graduates with skills in entrepreneurship and the ability to understand and communicate with their chemical engineering colleagues, in addition to their fundamental knowledge of chemistry, are described. This is done at second-year level with practical projects in which student teams formulate and prepare relatively simple chemical products for marketing, followed a year later by a more advanced study of the feasibility of producing and marketing a fine chemical on a commercial scale.
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Date Issued: 2010

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Towards the synthesis of coumarin derivatives as potential dual-action HIV-1 protease and reverse transcriptase inhibitors

Authors: Olomola, Temitope O , Klein, Rosalyn , Lobb, Kevin A , Sayed, Yasien , Kaye, Perry T
Date: 2010
Subjects: To be catalogued
Language: English
Type: text , article
Identifier: http://hdl.handle.net/10962/448963 , vital:74774 , xlink:href="https://doi.org/10.1016/j.tetlet.2010.09.121"
Description: 3-(Chloromethyl)coumarins, obtained via acid-catalysed cyclisation of salicylaldehyde-derived Baylis– Hillman adducts, have been treated with propargylamine; reaction of the resulting 3-alkynylmethylcoumarins with azidothymidine (AZT) in the presence of a Cu(I) catalyst has afforded a series of cycloaddition products for evaluation, in their own right, as potential dual-action HIV-1 protease and non-nucleoside reverse transcriptase inhibitors, and as scaffolds for further structural elaboration.
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Date Issued: 2010

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Chromone Studies. Part 17. Tricyclic Scaffolds from Reactions of chromone-3-carbaldehydes and methyl vinyl ketone under Baylis–Hillman conditions

Authors: Ganto, Mlungiseleli M , Molefe, Duduzile M , Lobb, Kevin A , Kaye, Perry T
Date: 2009
Subjects: To be catalogued
Language: English
Type: text , article
Identifier: http://hdl.handle.net/10962/449321 , vital:74811 , xlink:href="https://doi.org/10.3184/030823409X4652"
Description: Reaction of a series of chromone-3-carbaldehydes with methyl vinyl ketone under Baylis–Hillman conditions, using 3-hydroxyquinuclidine in chloroform or DABCO in 1-methyl-2-pyrrolidinone, affords unprecedented tricylic chromone derivatives which, depending on the conditions, may be accompanied by the normal Baylis–Hillman products or their respective tricyclic dimers.
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Date Issued: 2009

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Synthesis and structure determination of 8-and 9-iodocamphorquinone bis (ethylene ketal)

Authors: Magqi, Nceba , Lobb, Kevin A , Kaye, Perry T , Caira, Mino R
Date: 2007
Subjects: To be catalogued
Language: English
Type: text , article
Identifier: http://hdl.handle.net/10962/449399 , vital:74817 , xlink:href="https://doi.org/10.3184/030823407X209"
Description: The structures of 8- and 9-iodocamphorquinone bis(ethylene ketal) have been confirmed by spectroscopic and single crystal X-ray analysis. The unexpected formation of the latter isomer is attributed to intramolecular rearrangement of the camphor skeleton, the mechanistic details of which have been explored using coset analysis.
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Date Issued: 2007

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100 years of chemistry at Rhodes University

Authors: Brown, Michael E , Eve, Desmond John , Kaye, Perry T , Rivett, Douglas E A , Watkins, Gareth M
Date: 2004
Language: English
Type: Article
Identifier: vital:6564 , http://hdl.handle.net/10962/d1004123
Description: The history of Grahamstown is well documented and two books deal with the history of Rhodes University.1,2 Although the Chemistry Department was one of the founding departments, coverage in the official histories is minimal and sometimes inaccurate or misleading. The Rhodes University Centenary is an appropriate time to look back on some of the achievements of the department and some of its graduates over the past 100 years.
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Date Issued: 2004

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