Literature DB >> 15996004

Alkoxycarbonyloxyethyl ester prodrugs of FR900098 with improved in vivo antimalarial activity.

Regina Ortmann1, Jochen Wiesner, Armin Reichenberg, Dajana Henschker, Ewald Beck, Hassan Jomaa, Martin Schlitzer.   

Abstract

FR900098 represents a derivative of the new antimalarial drug fosmidomycin with enhanced activity. The mechanism of action is the inhibition of the 1-desoxy-D-xylulose 5-phosphate (DOXP) reductoisomerase, an essential enzyme of the mevalonate independent pathway of isoprenoid biosynthesis. Prodrugs with increased oral activity in mice infected with the rodent malaria parasite Plasmodium vinckei were obtained by masking the phosphonate moiety of FR900098 as alkoxycarbonyloxyethyl esters.

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Year:  2005        PMID： 15996004     DOI： 10.1002/ardp.200500976

Source DB:  PubMed          Journal:  Arch Pharm (Weinheim)        ISSN： 0365-6233            Impact factor:   3.751


  10 in total

Review 1.  Prodrugs of phosphonates and phosphates: crossing the membrane barrier.

Authors:  Andrew J Wiemer; David F Wiemer
Journal:  Top Curr Chem       Date:  2015

Review 2.  Phosphonate prodrugs: an overview and recent advances.

Authors:  Kenneth M Heidel; Cynthia S Dowd
Journal:  Future Med Chem       Date:  2019-07       Impact factor: 3.808

3.  New N-acetyltransferase fold in the structure and mechanism of the phosphonate biosynthetic enzyme FrbF.

Authors:  Brian Bae; Ryan E Cobb; Matthew A DeSieno; Huimin Zhao; Satish K Nair
Journal:  J Biol Chem       Date:  2011-08-24       Impact factor: 5.157

Review 4.  Biochemistry of the non-mevalonate isoprenoid pathway.

Authors:  Tobias Gräwert; Michael Groll; Felix Rohdich; Adelbert Bacher; Wolfgang Eisenreich
Journal:  Cell Mol Life Sci       Date:  2011-07-09       Impact factor: 9.261

5.  Antibacterial and antitubercular activity of fosmidomycin, FR900098, and their lipophilic analogs.

Authors:  Eugene Uh; Emily R Jackson; Géraldine San Jose; Marcus Maddox; Robin E Lee; Richard E Lee; Helena I Boshoff; Cynthia S Dowd
Journal:  Bioorg Med Chem Lett       Date:  2011-10-05       Impact factor: 2.823

6.  The effect of chain length and unsaturation on Mtb Dxr inhibition and antitubercular killing activity of FR900098 analogs.

Authors:  Emily R Jackson; Géraldine San Jose; Robert C Brothers; Emma K Edelstein; Zachary Sheldon; Amanda Haymond; Chinchu Johny; Helena I Boshoff; Robin D Couch; Cynthia S Dowd
Journal:  Bioorg Med Chem Lett       Date:  2013-12-04       Impact factor: 2.823

7.  MEPicides: potent antimalarial prodrugs targeting isoprenoid biosynthesis.

Authors:  Rachel L Edwards; Robert C Brothers; Xu Wang; Maxim I Maron; Peter D Ziniel; Patricia S Tsang; Thomas E Kraft; Paul W Hruz; Kim C Williamson; Cynthia S Dowd; Audrey R Odom John
Journal:  Sci Rep       Date:  2017-08-21       Impact factor: 4.379

Review 8.  Prodrugs for the treatment of neglected diseases.

Authors:  Man Chin Chung; Elizabeth Igne Ferreira; Jean Leandro Santos; Jeanine Giarolla; Daniela Gonçales Rando; Adélia Emília Almeida; Priscila Longhin Bosquesi; Renato Farina Menegon; Lorena Blau
Journal:  Molecules       Date:  2007-03-19       Impact factor: 4.411

9.  Lipophilic prodrugs of FR900098 are antimicrobial against Francisella novicida in vivo and in vitro and show GlpT independent efficacy.

Authors:  Elizabeth S McKenney; Michelle Sargent; Hameed Khan; Eugene Uh; Emily R Jackson; Géraldine San Jose; Robin D Couch; Cynthia S Dowd; Monique L van Hoek
Journal:  PLoS One       Date:  2012-10-15       Impact factor: 3.240

10.  The effect of MEP pathway and other inhibitors on the intracellular localization of a plasma membrane-targeted, isoprenylable GFP reporter protein in tobacco BY-2 cells.

Authors:  Michael Hartmann; Andrea Hemmerlin; Elisabet Gas-Pascual; Esther Gerber; Denis Tritsch; Michel Rohmer; Thomas J Bach
Journal:  F1000Res       Date:  2013-08-12
  10 in total

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