Literature DB >> 20521773

Electrophilic aromatic selenylation: new OPRT inhibitors.

Mohannad Abdo1, Yong Zhang, Vern L Schramm, Spencer Knapp.   

Abstract

2-Ethoxyethaneseleninic acid reacts with electron-rich aromatic substrates to deliver, by way of the selenoxides, the (2-ethoxyethyl)seleno ethers, which can in turn be transformed into a diverse set of aryl-selenylated products. Among these, a family of 5-uridinyl derivatives shows submicromolar inhibition of human and malarial orotate phosphoribosyltransferase.

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Year:  2010        PMID： 20521773      PMCID： PMC2906230          DOI： 10.1021/ol1010032

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  16 in total

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Authors:  G Mugesh; W W du Mont; H Sies
Journal:  Chem Rev       Date:  2001-07       Impact factor: 60.622

2.  Alpha-selenoconotoxins, a new class of potent alpha7 neuronal nicotinic receptor antagonists.

Authors:  Christopher J Armishaw; Norelle L Daly; Simon T Nevin; David J Adams; David J Craik; Paul F Alewood
Journal:  J Biol Chem       Date:  2006-02-24       Impact factor: 5.157

3.  Phenylselenenyl- and phenylthio-substituted pyrimidines as inhibitors of dihydrouracil dehydrogenase and uridine phosphorylase.

Authors:  N M Goudgaon; F N Naguib; M H el Kouni; R F Schinazi
Journal:  J Med Chem       Date:  1993-12-24       Impact factor: 7.446

4.  Synthesis of 5-selenium-substituted uracil derivatives. Inhibition of thymidylate synthetase by 5-hydroseleno-2'-deoxyuridylate.

Authors:  S Choi; T I Kalman; T J Bardos
Journal:  J Med Chem       Date:  1979-06       Impact factor: 7.446

5.  Synthesis and characterization of a novel iNOS/Akt inhibitor Se,Se'-1,4-phenylenebis(1,2-ethanediyl)bisisoselenourea (PBISe)--against colon cancer.

Authors:  Dhimant Desai; SubbaRao V Madhunapantula; Krishnegowda Gowdahalli; Arati Sharma; Raghavendragowda Chandagaludoreswamy; Karam El-Bayoumy; Gavin P Robertson; Shantu Amin
Journal:  Bioorg Med Chem Lett       Date:  2009-09-22       Impact factor: 2.823

6.  Human malaria parasite orotate phosphoribosyltransferase: functional expression, characterization of kinetic reaction mechanism and inhibition profile.

Authors:  Sudaratana R Krungkrai; Sayaka Aoki; Nirianne Marie Q Palacpac; Dan Sato; Toshihide Mitamura; Jerapan Krungkrai; Toshihiro Horii
Journal:  Mol Biochem Parasitol       Date:  2004-04       Impact factor: 1.759

Review 7.  Organoselenium compounds as potential therapeutic and chemopreventive agents: a review.

Authors:  M Soriano-Garcia
Journal:  Curr Med Chem       Date:  2004-06       Impact factor: 4.530

8.  Relations between 77Se NMR chemical shifts of (phenylseleno)-benzenes and their molecular structures derived from nine X-ray crystal structures.

Authors:  Jette Oddershede; Lars Henriksen; Sine Larsen
Journal:  Org Biomol Chem       Date:  2003-03-21       Impact factor: 3.876

9.  Structure-activity relationships of C6-uridine derivatives targeting plasmodia orotidine monophosphate decarboxylase.

Authors:  Angelica M Bello; Ewa Poduch; Yan Liu; Lianhu Wei; Ian Crandall; Xiaoyang Wang; Christopher Dyanand; Kevin C Kain; Emil F Pai; Lakshmi P Kotra
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10.  Synthesis and crystallographic analysis of 5-Se-thymidine DNAs.

Authors:  Abdalla E A Hassan; Jia Sheng; Jiansheng Jiang; Wen Zhang; Zhen Huang
Journal:  Org Lett       Date:  2009-06-18       Impact factor: 6.005
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  10 in total

1.  Synthesis of bis-Phosphate Iminoaltritol Enantiomers and Structural Characterization with Adenine Phosphoribosyltransferase.

Authors:  Lawrence D Harris; Rajesh K Harijan; Rodrigo G Ducati; Gary B Evans; Brett M Hirsch; Vern L Schramm
Journal:  ACS Chem Biol       Date:  2017-12-14       Impact factor: 5.100

2.  A humanized antibody inhibitor for cathepsin L.

Authors:  Xiaojing Shi; Yong Zhang
Journal:  Protein Sci       Date:  2020-08-07       Impact factor: 6.725

3.  Transition state analogues of Plasmodium falciparum and human orotate phosphoribosyltransferases.

Authors:  Yong Zhang; Gary B Evans; Keith Clinch; Douglas R Crump; Lawrence D Harris; Richard F G Fröhlich; Peter C Tyler; Keith Z Hazleton; María B Cassera; Vern L Schramm
Journal:  J Biol Chem       Date:  2013-10-24       Impact factor: 5.157

4.  Silver-catalyzed three-component reaction of uracils, arylboronic acids, and selenium: synthesis of 5-arylselanyluracils.

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Journal:  RSC Adv       Date:  2022-05-13       Impact factor: 4.036

Review 5.  Enzymatic Transition States and Drug Design.

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

6.  Rational Design of a Humanized Antibody Inhibitor of Cathepsin B.

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Journal:  Biochemistry       Date:  2020-03-31       Impact factor: 3.162

7.  Synthesis and Single Crystal Structures of Substituted-1,3-Selenazol-2-amines.

Authors:  Guoxiong Hua; Junyi Du; Alexandra M Z Slawin; J Derek Woollins
Journal:  Molecules       Date:  2016-12-29       Impact factor: 4.411

8.  Novel Five- and Six-Membered Rings of Phosphorus-Selenium Heterocycles from Selenation of Amido-Schiff Bases.

Authors:  Guoxiong Hua; David B Cordes; Alexandra M Z Slawin; J Derek Woollins
Journal:  ACS Omega       Date:  2020-05-12

Review 9.  Recent Advances of Pyridinone in Medicinal Chemistry.

Authors:  Shibo Lin; Chun Liu; Xiaotian Zhao; Xiao Han; Xuanhao Li; Yongqin Ye; Zheyu Li
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10.  Biohybrid -Se-S- coupling reactions of an amino acid derived seleninate.

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Journal:  Molecules       Date:  2013-02-04       Impact factor: 4.411
  10 in total

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