Literature DB >> 18335974

5-tert-butyl-N-pyrazol-4-yl-4,5,6,7-tetrahydrobenzo[d]isoxazole-3-carboxamide derivatives as novel potent inhibitors of Mycobacterium tuberculosis pantothenate synthetase: initiating a quest for new antitubercular drugs.

Subash Velaparthi1, Michael Brunsteiner, Reaz Uddin, Baojie Wan, Scott G Franzblau, Pavel A Petukhov.   

Abstract

Pantothenate synthetase (PS) is one of the potential new antimicrobial targets that may also be useful for the treatment of the nonreplicating persistent forms of Mycobacterium tuberculosis. In this Letter we present a series of 5- tert-butyl- N-pyrazol-4-yl-4,5,6,7-tetrahydrobenzo[ d]isoxazole-3-carboxamide derivatives as novel potent Mycobacterium tuberculosis PS inhibitors, their in silico molecular design, synthesis, and inhibitory activity.

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Year:  2008        PMID: 18335974     DOI: 10.1021/jm701372r

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  22 in total

Review 1.  Adenylating enzymes in Mycobacterium tuberculosis as drug targets.

Authors:  Benjamin P Duckworth; Kathryn M Nelson; Courtney C Aldrich
Journal:  Curr Top Med Chem       Date:  2012       Impact factor: 3.295

2.  Integrated biophysical approach to fragment screening and validation for fragment-based lead discovery.

Authors:  Hernani Leonardo Silvestre; Thomas L Blundell; Chris Abell; Alessio Ciulli
Journal:  Proc Natl Acad Sci U S A       Date:  2013-07-19       Impact factor: 11.205

3.  Reaction intermediate analogues as bisubstrate inhibitors of pantothenate synthetase.

Authors:  Zhixiang Xu; Wei Yin; Leonardo K Martinelli; Joanna Evans; Jinglei Chen; Yang Yu; Daniel J Wilson; Valerie Mizrahi; Chunhua Qiao; Courtney C Aldrich
Journal:  Bioorg Med Chem       Date:  2014-01-23       Impact factor: 3.641

Review 4.  Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review.

Authors:  Khalid Karrouchi; Smaail Radi; Youssef Ramli; Jamal Taoufik; Yahia N Mabkhot; Faiz A Al-Aizari; M'hammed Ansar
Journal:  Molecules       Date:  2018-01-12       Impact factor: 4.411

5.  1-[2-(4-Nitrophenyl)-5-(5-phenyl-1,2-oxazol-3-yl)-1,2,3,4-tetrahydroquinolin-4-yl]pyrrolidin-2-one.

Authors:  Margarita Gutierrez; Luis Astudillo; Luisa Quesada; Iván Brito; Matías López-Rodríguez
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-01-08

6.  Ethyl 2-(6-amino-5-cyano-3,4-dimethyl-2H,4H-pyrano[2,3-c]pyrazol-4-yl)acetate.

Authors:  M Kannan; Kandhasamy Kumaravel; Gnanasambandam Vasuki; R Krishna
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-04-30

7.  5-(1-Cyclo-hexen-1-yl)-3-(4-methoxy-phen-yl)isoxazole.

Authors:  Gabriel Vallejos; Margarita Gutierrez; Luis Astudillo; Iván Brito; Alejandro Cárdenas
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-03-28

Review 8.  Benzisoxazole: a privileged scaffold for medicinal chemistry.

Authors:  K P Rakesh; C S Shantharam; M B Sridhara; H M Manukumar; Hua-Li Qin
Journal:  Medchemcomm       Date:  2017-10-31       Impact factor: 3.597

9.  Inhibition of Mycobacterium tuberculosis pantothenate synthetase by analogues of the reaction intermediate.

Authors:  Alessio Ciulli; Duncan E Scott; Michiyo Ando; Fernando Reyes; S Adrian Saldanha; Kellie L Tuck; Dimitri Y Chirgadze; Tom L Blundell; Chris Abell
Journal:  Chembiochem       Date:  2008-11-03       Impact factor: 3.164

10.  Optimization of the interligand Overhauser effect for fragment linking: application to inhibitor discovery against Mycobacterium tuberculosis pantothenate synthetase.

Authors:  Pawel Sledz; H Leonardo Silvestre; Alvin W Hung; Alessio Ciulli; Tom L Blundell; Chris Abell
Journal:  J Am Chem Soc       Date:  2010-04-07       Impact factor: 15.419

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