Synthesis, stereochemistry and in vitro STD NMR and in silico HIV-1 PR enzyme-binding potential of MBH-derived inhibitors
Aza-Michael reactions of a pyridine-3-carbaldehyde-derived Morita-Baylis-Hillman (MBH) adduct with various amines have afforded a series of 10 diastereomeric products, stereochemical analysis of which has been achieved using a combination of NMR (1D, 2D and NOESY) and computer modelling methods. Sat...
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| Format: | Article |
| Language: | English |
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Elsevier
2022
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| Online Access: | https://doi.org/10.1016/j.molstruc.2022.133716 http://hdl.handle.net/11408/5143 |
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| author | Tukulula, Matshawandile Olasupo, Idris A. Mugumbate, Grace C. Lobb, Kevin A. Klein, Rosalyn Sayed, Yasien Tshiwawa, Tendamudzimu Kaye, Perry T. |
| author_facet | Tukulula, Matshawandile Olasupo, Idris A. Mugumbate, Grace C. Lobb, Kevin A. Klein, Rosalyn Sayed, Yasien Tshiwawa, Tendamudzimu Kaye, Perry T. |
| author_sort | Tukulula, Matshawandile |
| collection | DSpace |
| description | Aza-Michael reactions of a pyridine-3-carbaldehyde-derived Morita-Baylis-Hillman (MBH) adduct with various amines have afforded a series of 10 diastereomeric products, stereochemical analysis of which has been achieved using a combination of NMR (1D, 2D and NOESY) and computer modelling methods. Saturation Transfer Difference (STD) 1H NMR spectroscopy and in silico molecular docking studies have been used to explore the HIV-1 protease sub-type C enzyme binding potential of these compounds in five different HIV-1 PR enzyme receptors. |
| format | Article |
| id | ir-11408-5143 |
| institution | My University |
| language | English |
| publishDate | 2022 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | ir-11408-51432022-08-17T07:45:55Z Synthesis, stereochemistry and in vitro STD NMR and in silico HIV-1 PR enzyme-binding potential of MBH-derived inhibitors Tukulula, Matshawandile Olasupo, Idris A. Mugumbate, Grace C. Lobb, Kevin A. Klein, Rosalyn Sayed, Yasien Tshiwawa, Tendamudzimu Kaye, Perry T. Morita-Baylis-Hillman HIV-1 protease inhibitors In silico docking Stereochemistry Aza-Michael reactions of a pyridine-3-carbaldehyde-derived Morita-Baylis-Hillman (MBH) adduct with various amines have afforded a series of 10 diastereomeric products, stereochemical analysis of which has been achieved using a combination of NMR (1D, 2D and NOESY) and computer modelling methods. Saturation Transfer Difference (STD) 1H NMR spectroscopy and in silico molecular docking studies have been used to explore the HIV-1 protease sub-type C enzyme binding potential of these compounds in five different HIV-1 PR enzyme receptors. 2022-08-17T07:45:55Z 2022-08-17T07:45:55Z 2022-07-13 Article 0022-2860 https://doi.org/10.1016/j.molstruc.2022.133716 http://hdl.handle.net/11408/5143 en Journal of Molecular Structure;Vol. 1268, No. 133716 open Elsevier |
| spellingShingle | Morita-Baylis-Hillman HIV-1 protease inhibitors In silico docking Stereochemistry Tukulula, Matshawandile Olasupo, Idris A. Mugumbate, Grace C. Lobb, Kevin A. Klein, Rosalyn Sayed, Yasien Tshiwawa, Tendamudzimu Kaye, Perry T. Synthesis, stereochemistry and in vitro STD NMR and in silico HIV-1 PR enzyme-binding potential of MBH-derived inhibitors |
| title | Synthesis, stereochemistry and in vitro STD NMR and in silico HIV-1 PR enzyme-binding potential of MBH-derived inhibitors |
| title_full | Synthesis, stereochemistry and in vitro STD NMR and in silico HIV-1 PR enzyme-binding potential of MBH-derived inhibitors |
| title_fullStr | Synthesis, stereochemistry and in vitro STD NMR and in silico HIV-1 PR enzyme-binding potential of MBH-derived inhibitors |
| title_full_unstemmed | Synthesis, stereochemistry and in vitro STD NMR and in silico HIV-1 PR enzyme-binding potential of MBH-derived inhibitors |
| title_short | Synthesis, stereochemistry and in vitro STD NMR and in silico HIV-1 PR enzyme-binding potential of MBH-derived inhibitors |
| title_sort | synthesis, stereochemistry and in vitro std nmr and in silico hiv-1 pr enzyme-binding potential of mbh-derived inhibitors |
| topic | Morita-Baylis-Hillman HIV-1 protease inhibitors In silico docking Stereochemistry |
| url | https://doi.org/10.1016/j.molstruc.2022.133716 http://hdl.handle.net/11408/5143 |
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