Literature DB >> 16679022

Synthesis and antimalarial activity of chain substituted pivaloyloxymethyl ester analogues of Fosmidomycin and FR900098.

Thomas Kurz1, Katrin Schlüter, Uwe Kaula, Bärbel Bergmann, Rolf D Walter, Detlef Geffken.   

Abstract

Fosmidomycin is a promising antimalarial drug candidate with a unique chemical structure and a novel mode of action. Chain substituted pivaloyloxymethyl ester derivatives of Fosmidomycin and its acetyl analogue FR900098 have been synthesized and their in vitro antimalarial activity versus the Chloroquine sensitive strain 3D7 of Plasmodium falciparum has been determined.

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Year:  2006        PMID: 16679022     DOI: 10.1016/j.bmc.2006.04.018

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  9 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.  Inhibition of 1-deoxy-D-xylulose-5-phosphate reductoisomerase by lipophilic phosphonates: SAR, QSAR, and crystallographic studies.

Authors:  Lisheng Deng; Jiasheng Diao; Pinhong Chen; Venugopal Pujari; Yuan Yao; Gang Cheng; Dean C Crick; B V Venkataram Prasad; Yongcheng Song
Journal:  J Med Chem       Date:  2011-06-02       Impact factor: 7.446

4.  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

5.  Structures of 1-Deoxy-D-Xylulose-5-Phosphate Reductoisomerase/Lipophilic Phosphonate Complexes.

Authors:  Lisheng Deng; Kiwamu Endo; Masahiro Kato; Gang Cheng; Shunsuke Yajima; Yongcheng Song
Journal:  ACS Med Chem Lett       Date:  2011-02-10       Impact factor: 4.345

6.  Antimalarial and Structural Studies of Pyridine-containing Inhibitors of 1-Deoxyxylulose-5-phosphate Reductoisomerase.

Authors:  Jian Xue; Jiasheng Diao; Guobin Cai; Lisheng Deng; Baisong Zheng; Yuan Yao; Yongcheng Song
Journal:  ACS Med Chem Lett       Date:  2013-02-14       Impact factor: 4.345

7.  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

8.  Synthesis of functionalized cinnamaldehyde derivatives by an oxidative Heck reaction and their use as starting materials for preparation of Mycobacterium tuberculosis 1-deoxy-D-xylulose-5-phosphate reductoisomerase inhibitors.

Authors:  Anneli Nordqvist; Christofer Björkelid; Mounir Andaloussi; Anna M Jansson; Sherry L Mowbray; Anders Karlén; Mats Larhed
Journal:  J Org Chem       Date:  2011-10-07       Impact factor: 4.354

9.  Potent, specific MEPicides for treatment of zoonotic staphylococci.

Authors:  Rachel L Edwards; Isabel Heueck; Soon Goo Lee; Ishaan T Shah; Justin J Miller; Andrew J Jezewski; Marwa O Mikati; Xu Wang; Robert C Brothers; Kenneth M Heidel; Damon M Osbourn; Carey-Ann D Burnham; Sophie Alvarez; Stephanie A Fritz; Cynthia S Dowd; Joseph M Jez; Audrey R Odom John
Journal:  PLoS Pathog       Date:  2020-06-04       Impact factor: 6.823

  9 in total

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