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2. Inhibition of the Yersinia pestis Methylerythritol Phosphate Pathway of Isoprenoid Biosynthesis by α-Phenyl-Substituted Reverse Fosmidomycin Analogues

Author

Ball, Haley S., primary, Girma, Misgina, additional, Zainab, Mosufa, additional, Riley, Honoria, additional, Behrendt, Christoph T., additional, Lienau, Claudia, additional, Konzuch, Sarah, additional, Avelar, Leandro A. A., additional, Lungerich, Beate, additional, Soojhawon, Iswarduth, additional, Noble, Schroeder M., additional, Kurz, Thomas, additional, and Couch, Robin D., additional

Published
2020
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4. Prodrugs of Reverse Fosmidomycin Analogues

Author

Brücher, Karin, primary, Gräwert, Tobias, additional, Konzuch, Sarah, additional, Held, Jana, additional, Lienau, Claudia, additional, Behrendt, Christoph, additional, Illarionov, Boris, additional, Maes, Louis, additional, Bacher, Adelbert, additional, Wittlin, Sergio, additional, Mordmüller, Benjamin, additional, Fischer, Markus, additional, and Kurz, Thomas, additional

Published
2015
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5. Binding Modes of Reverse Fosmidomycin Analogs toward the Antimalarial Target IspC

Author

Konzuch, Sarah, primary, Umeda, Tomonobu, additional, Held, Jana, additional, Hähn, Saskia, additional, Brücher, Karin, additional, Lienau, Claudia, additional, Behrendt, Christoph T., additional, Gräwert, Tobias, additional, Bacher, Adelbert, additional, Illarionov, Boris, additional, Fischer, Markus, additional, Mordmüller, Benjamin, additional, Tanaka, Nobutada, additional, and Kurz, Thomas, additional

Published
2014
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6. Binding Modes of Reverse FosmidomycinAnalogs towardthe Antimalarial Target IspC.

Author

Konzuch, Sarah, Umeda, Tomonobu, Held, Jana, Hähn, Saskia, Brücher, Karin, Lienau, Claudia, Behrendt, Christoph T., Gräwert, Tobias, Bacher, Adelbert, Illarionov, Boris, Fischer, Markus, Mordmüller, Benjamin, Tanaka, Nobutada, and Kurz, Thomas

Subjects
*ANTIMALARIALS, *TARGETED drug delivery, *PLASMODIUM falciparum, *ISOMERASES, *BIOSYNTHESIS, *DRUG derivatives, *THERAPEUTICS
Abstract

1-Deoxy-d-xylulose 5-phosphate reductoisomerase of Plasmodiumfalciparum(PfIspC, PfDxr), believed to be the rate-limiting enzyme of the nonmevalonatepathway of isoprenoid biosynthesis (MEP pathway), is a clinicallyvalidated antimalarial target. The enzyme is efficiently inhibitedby the natural product fosmidomycin. To gain new insights into thestructure activity relationships of reverse fosmidomycin analogs,several reverse analogs of fosmidomycin were synthesized and biologicallyevaluated. The 4-methoxyphenyl substituted derivative 2cshowed potent inhibition of PfIspC as well as of P. falciparumgrowth and was more than one orderof magnitude more active than fosmidomycin. The binding modes of three new derivatives in complexwith PfIspC, reduced nicotinamide adenine dinucleotidephosphate, and Mg2+were determined by X-ray structureanalysis. Notably, PfIspC selectively binds the S-enantiomers of the study compounds. [ABSTRACT FROM AUTHOR]

Published
2014
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