Literature DB >> 12599477

A flexible route to (5R)-thiolactomycin, a naturally occurring inhibitor of fatty acid synthesis.

Jill M McFadden1, Gojeb L Frehywot, Craig A Townsend.   

Abstract

[formula: see text] A new and efficient asymmetric synthesis of naturally occurring (5R)-thiolactomycin (1) using D-alanine as the source of chirality is described.

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Year:  2002        PMID： 12599477     DOI： 10.1021/ol026685k

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


  11 in total

Review 1.  Recent advances in the chemistry and biology of naturally occurring antibiotics.

Authors:  K C Nicolaou; Jason S Chen; David J Edmonds; Anthony A Estrada
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 2.  Fatty acid synthase as a potential therapeutic target in cancer.

Authors:  Richard Flavin; Stephane Peluso; Paul L Nguyen; Massimo Loda
Journal:  Future Oncol       Date:  2010-04       Impact factor: 3.404

3.  Novel route to 5-position vinyl derivatives of thiolactomycin: Olefination vs. deformylation.

Authors:  Pilho Kim; Clifton E Barry; Cynthia S Dowd
Journal:  Tetrahedron Lett       Date:  2006-05-15       Impact factor: 2.415

4.  Synthesis, bioactivity, and enzymatic modification of antibacterial thiotetromycin derivatives.

Authors:  Marlene L Rothe; Jie Li; Ernesto Garibay; Bradley S Moore; Shaun M K McKinnie
Journal:  Org Biomol Chem       Date:  2019-03-27       Impact factor: 3.876

5.  Slow onset inhibition of bacterial beta-ketoacyl-acyl carrier protein synthases by thiolactomycin.

Authors:  Carl A Machutta; Gopal R Bommineni; Sylvia R Luckner; Kanishk Kapilashrami; Bela Ruzsicska; Carlos Simmerling; Caroline Kisker; Peter J Tonge
Journal:  J Biol Chem       Date:  2009-12-16       Impact factor: 5.157

6.  Novel tetracyclic structures from the synthesis of thiolactone-isatin hybrids.

Authors:  Renate Hazel Hans; Hong Su; Kelly Chibale
Journal:  Beilstein J Org Chem       Date:  2010-07-19       Impact factor: 2.883

7.  1,2-dithiole-3-ones as potent inhibitors of the bacterial 3-ketoacyl acyl carrier protein synthase III (FabH).

Authors:  Xin He; Anne McElwee Reeve; Umesh R Desai; Glen E Kellogg; Kevin A Reynolds
Journal:  Antimicrob Agents Chemother       Date:  2004-08       Impact factor: 5.191

8.  Thiolactomycin-Based Inhibitors of Bacterial β-Ketoacyl-ACP Synthases with in Vivo Activity.

Authors:  Gopal R Bommineni; Kanishk Kapilashrami; Jason E Cummings; Yang Lu; Susan E Knudson; Chendi Gu; Stephen G Walker; Richard A Slayden; Peter J Tonge
Journal:  J Med Chem       Date:  2016-05-24       Impact factor: 7.446

9.  Structural basis for the recognition of mycolic acid precursors by KasA, a condensing enzyme and drug target from Mycobacterium tuberculosis.

Authors:  Johannes Schiebel; Kanishk Kapilashrami; Agnes Fekete; Gopal R Bommineni; Christin M Schaefer; Martin J Mueller; Peter J Tonge; Caroline Kisker
Journal:  J Biol Chem       Date:  2013-10-09       Impact factor: 5.157

Review 10.  Novel Targets for Antimicrobials.

Authors:  Suchita Gupta; Vaishali Ravindra Undale; Kedar Lakhadive
Journal:  Turk J Pharm Sci       Date:  2020-10-30
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