Literature DB >> 23810424

Acyclic phosph(on)ate inhibitors of Plasmodium falciparum hypoxanthine-guanine-xanthine phosphoribosyltransferase.

Keith Clinch1, Douglas R Crump, Gary B Evans, Keith Z Hazleton, Jennifer M Mason, Vern L Schramm, Peter C Tyler.   

Abstract

The pathogenic protozoa responsible for malaria lack enzymes for the de novo synthesis of purines and rely on purine salvage from the host. In Plasmodium falciparum (Pf), hypoxanthine-guanine-xanthine phosphoribosyltransferase (HGXPRT) converts hypoxanthine to inosine monophosphate and is essential for purine salvage making the enzyme an anti-malarial drug target. We have synthesized a number of simple acyclic aza-C-nucleosides and shown that some are potent inhibitors of Pf HGXPRT while showing excellent selectivity for the Pf versus the human enzyme.
Copyright © 2013 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  HGXPRTase; Malaria; Phosphoribosyltransferase; Protozoa; Purine salvage

Mesh：

Substances：

Year:  2013        PMID： 23810424      PMCID： PMC3740065          DOI： 10.1016/j.bmc.2013.02.016

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


  34 in total

1.  Synthesis of novel N-branched acyclic nucleoside phosphonates as potent and selective inhibitors of human, Plasmodium falciparum and Plasmodium vivax 6-oxopurine phosphoribosyltransferases.

Authors:  Dana Hocková; Dianne T Keough; Zlatko Janeba; Tzu-Hsuan Wang; John de Jersey; Luke W Guddat
Journal:  J Med Chem       Date:  2012-06-22       Impact factor: 7.446

2.  Ready Access to Fluorinated Phosphonate Mimics of Secondary Phosphates. Synthesis of the (alpha,alpha-Difluoroalkyl)phosphonate Analogues of L-Phosphoserine, L-Phosphoallothreonine, and L-Phosphothreonine.

Authors:  David B. Berkowitz; MariJean Eggen; Quanrong Shen; Richard K. Shoemaker
Journal:  J Org Chem       Date:  1996-07-12       Impact factor: 4.354

3.  Four generations of transition-state analogues for human purine nucleoside phosphorylase.

Authors:  Meng-Chiao Ho; Wuxian Shi; Agnes Rinaldo-Matthis; Peter C Tyler; Gary B Evans; Keith Clinch; Steven C Almo; Vern L Schramm
Journal:  Proc Natl Acad Sci U S A       Date:  2010-03-08       Impact factor: 11.205

4.  A major genome region underlying artemisinin resistance in malaria.

Authors:  Ian H Cheeseman; Becky A Miller; Shalini Nair; Standwell Nkhoma; Asako Tan; John C Tan; Salma Al Saai; Aung Pyae Phyo; Carit Ler Moo; Khin Maung Lwin; Rose McGready; Elizabeth Ashley; Mallika Imwong; Kasia Stepniewska; Poravuth Yi; Arjen M Dondorp; Mayfong Mayxay; Paul N Newton; Nicholas J White; François Nosten; Michael T Ferdig; Timothy J C Anderson
Journal:  Science       Date:  2012-04-06       Impact factor: 47.728

5.  Third-generation immucillins: syntheses and bioactivities of acyclic immucillin inhibitors of human purine nucleoside phosphorylase.

Authors:  Keith Clinch; Gary B Evans; Richard F G Fröhlich; Richard H Furneaux; Peter M Kelly; Laurent Legentil; Andrew S Murkin; Lei Li; Vern L Schramm; Peter C Tyler; Anthony D Woolhouse
Journal:  J Med Chem       Date:  2009-02-26       Impact factor: 7.446

6.  2-[2-Substituted-3-(3,4-dichlorobenzylamino)propylamino]-1H-quinolin-4-ones as Staphylococcus aureus methionyl-tRNA synthetase inhibitors.

Authors:  Taehee Kang; Eun-Jung Yoon; Eun-Chil Choi; Sunghoon Kim; Jeewoo Lee
Journal:  Eur J Med Chem       Date:  2008-03-06       Impact factor: 6.514

Review 7.  Parasite enzymes as potential targets for antiparasitic chemotherapy.

Authors:  C C Wang
Journal:  J Med Chem       Date:  1984-01       Impact factor: 7.446

8.  Transition state analogues in quorum sensing and SAM recycling.

Authors:  Vern L Schramm; Jemy A Gutierrez; Grace Cordovano; Indranil Basu; Chandan Guha; Thomas J Belbin; Gary B Evans; Peter C Tyler; Richard H Furneaux
Journal:  Nucleic Acids Symp Ser (Oxf)       Date:  2008

9.  Synthesis of potential inhibitors of hypoxanthine-guanine phosphoribosyltransferase for testing as antiprotozoal agents. 1. 7-Substituted 6-oxopurines.

Authors:  J R Piper; A G Laseter; J A Montgomery
Journal:  J Med Chem       Date:  1980-04       Impact factor: 7.446

10.  Transition state analogue inhibitors of human methylthioadenosine phosphorylase and bacterial methylthioadenosine/S-adenosylhomocysteine nucleosidase incorporating acyclic ribooxacarbenium ion mimics.

Authors:  Keith Clinch; Gary B Evans; Richard F G Fröhlich; Shivali A Gulab; Jemy A Gutierrez; Jennifer M Mason; Vern L Schramm; Peter C Tyler; Anthony D Woolhouse
Journal:  Bioorg Med Chem       Date:  2012-07-14       Impact factor: 3.641
View more
  5 in total

Review 1.  Enzymatic Transition States and Drug Design.

Authors:  Vern L Schramm
Journal:  Chem Rev       Date:  2018-10-18       Impact factor: 60.622

2.  New Antibiotic Candidates against Helicobacter pylori.

Authors:  Shanzhi Wang; Scott A Cameron; Keith Clinch; Gary B Evans; Zhimeng Wu; Vern L Schramm; Peter C Tyler
Journal:  J Am Chem Soc       Date:  2015-11-09       Impact factor: 15.419

Review 3.  Overview of Biologically Active Nucleoside Phosphonates.

Authors:  Elisabetta Groaz; Steven De Jonghe
Journal:  Front Chem       Date:  2021-01-08       Impact factor: 5.221

4.  Kinetic Characterization and Inhibition of Trypanosoma cruzi Hypoxanthine-Guanine Phosphoribosyltransferases.

Authors:  Kayla Glockzin; Demetrios Kostomiris; Yacoba V T Minnow; Kajitha Suthagar; Keith Clinch; Sinan Gai; Joshua N Buckler; Vern L Schramm; Peter C Tyler; Thomas D Meek; Ardala Katzfuss
Journal:  Biochemistry       Date:  2022-09-15       Impact factor: 3.321

5.  Evaluating Iso-Mukaadial Acetate and Ursolic Acid Acetate as Plasmodium falciparum Hypoxanthine-Guanine-Xanthine Phosphoribosyltransferase Inhibitors.

Authors:  Francis Opoku; Penny P Govender; Ofentse J Pooe; Mthokozisi B C Simelane
Journal:  Biomolecules       Date:  2019-12-11
  5 in total

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