- Title
- Synthesis and anti-parasitic activity of N-benzylated phosphoramidate Mg2+-chelating ligands
- Creator
- Adeyemi, Christiana M, Hoppe, Heinrich C, Isaacs, Michelle, Mnkandhla, Dumisani, Lobb, Kevin A, Klein, Rosalyn, Kaye, Perry T
- Subject
- To be catalogued
- Date
- 2020
- Type
- text
- Type
- article
- Identifier
- http://hdl.handle.net/10962/451171
- Identifier
- vital:75025
- Identifier
- xlink:href="https://doi.org/10.1016/j.bioorg.2020.104280"
- Description
- A series of N-benzylated phosphoramidate esters, containing a 3,4-dihydroxyphenyl Mg2+-chelating group, has been synthesised in five steps as analogues of fosmidomycin, a Plasmodium falciparum 1-deoxy-1-D-xylulose-5- phosphate reductoisomerase (PfDXR) inhibitor. The 3,4-dihydroxyphenyl group effectively replaces the Mg2+- chelating hydroxamic acid group in fosmidomycin. The compounds showed very encouraging anti-parasitic activity with IC50 values of 5.6–16.4 µM against Plasmodium falciparum parasites and IC50 values of 5.2 – 10.2 µM against Trypanosoma brucei brucei (T.b.brucei). Data obtained from in silico docking of the ligands in the PfDXR receptor cavity (3AU9)5 support their potential as PfDXR inhibitors.
- Format
- computer, online resource, application/pdf, 1 online resource (10 pages), pdf
- Publisher
- Elsevier
- Language
- English
- Relation
- Bioorganic Chemistry, Adeyemi, C.M., Hoppe, H.C., Isaacs, M., Mnkandhla, D., Lobb, K.A., Klein, R. and Kaye, P.T., 2020. Synthesis and anti-parasitic activity of N-benzylated phosphoramidate Mg2+-chelating ligands. Bioorganic Chemistry, 105, p.104280, Bioorganic Chemistry volume 105 p. 104280 2020 1090-2120
- Rights
- Publisher
- Rights
- Use of this resource is governed by the terms and conditions of the Elsevier Terms and Conditions Statement (https://www.elsevier.com/legal/elsevier-website-terms-and-conditions)
- Rights
- Closed Access
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- Downloads: 8
Collections
Klein, Rosalyn (Assoc Prof)
RU Centre for Chemico- and Biomedicinal Research (CCBR)
Lobb, Kevin Allan (Assoc Prof)
Hoppe, Heinrich C (Prof)
Isaacs, Michelle (Mrs)
Kaye, Perry T (Distinguished Fellow Emeritus Professor)
RU Department of Chemistry
SDG 03. Good Health and Well-Being
RU Department of Biochemistry, Microbiology and Bioinformatics
| Thumbnail | File | Description | Size | Format | |||
|---|---|---|---|---|---|---|---|
| View Details | SOURCE1 | Synthesis and anti-parasitic activity of N-benzylated phosphoramidate Mg2+-chelating ligands.pdf | 914 KB | Adobe Acrobat PDF | View Details |