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Title
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Double prodrugs of a fosmidomycin surrogate as antimalarial and antitubercular agents
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Author
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Abstract
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| A series of eleven double prodrug derivatives of a fosmidomycin surrogate were synthesized and investigated for their ability to inhibit in vitro growth of P. falciparum and M. tuberculosis. A pivaloyloxymethyl (POM) phosphonate prodrug modification was combined with various prodrug derivatisations of the hydroxamate moiety. The majority of compounds showed activity comparable with or inferior to fosmidomycin against P. falciparum. N-benzyl substituted carbamate prodrug 6f was the most active antimalarial analog with an IC50 value of 0.64 mu M. Contrary to fosmidomycin and parent POM-prodrug 5, 2-nitrofuran and 2-nitrothiophene prodrugs 6i and 6j displayed promising antitubercular activities. |
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Language
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English
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Source (journal)
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Bioorganic and medicinal chemistry letters. - Oxford
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Publication
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Oxford
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2019
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ISSN
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0960-894X
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DOI
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10.1016/J.BMCL.2019.03.009
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Volume/pages
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29
:10
(2019)
, p. 1232-1235
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ISI
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000463383800015
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Pubmed ID
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30879839
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Full text (Publisher's DOI)
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Full text (publisher's version - intranet only)
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