Literature DB >> 11591516

Synthesis and structure-activity relationships of thiotetronic acid analogues of thiolactomycin.

S M Sakya1, M Suarez-Contreras, J P Dirlam, T N O'Connell, S F Hayashi, S L Santoro, B J Kamicker, D M George, C B Ziegler.   

Abstract

3-Acetyl analogues of thiolactomycin, a thiotetronic acid natural product, were synthesized and profiled against livestock pathogens. Some analogues showed improved activity over thiolactomycin against Staphylococcus aureus and comparable activity against Pasteurella multocida. Several semisynthetically modified analogues of thiolactomycin showed no improvement in activity over thiolactomycin.

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Year:  2001        PMID： 11591516     DOI： 10.1016/s0960-894x(01)00567-4

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  13 in total

1.  Structure-activity relationships at the 5-position of thiolactomycin: an intact (5R)-isoprene unit is required for activity against the condensing enzymes from Mycobacterium tuberculosis and Escherichia coli.

Authors:  Pilho Kim; Yong-Mei Zhang; Gautham Shenoy; Quynh-Anh Nguyen; Helena I Boshoff; Ujjini H Manjunatha; Michael B Goodwin; John Lonsdale; Allen C Price; Darcie J Miller; Ken Duncan; Stephen W White; Charles O Rock; Clifton E Barry; Cynthia S Dowd
Journal:  J Med Chem       Date:  2006-01-12       Impact factor: 7.446

2.  Discovery of FabH/FabF inhibitors from natural products.

Authors:  Katherine Young; Hiranthi Jayasuriya; John G Ondeyka; Kithsiri Herath; Chaowei Zhang; Srinivas Kodali; Andrew Galgoci; Ronald Painter; Vickie Brown-Driver; Robert Yamamoto; Lynn L Silver; Yingcong Zheng; Judith I Ventura; Janet Sigmund; Sookhee Ha; Angela Basilio; Francisca Vicente; José Rubén Tormo; Fernando Pelaez; Phil Youngman; Doris Cully; John F Barrett; Dennis Schmatz; Sheo B Singh; Jun Wang
Journal:  Antimicrob Agents Chemother       Date:  2006-02       Impact factor: 5.191

Review 3.  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

4.  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

Review 5.  Bacterial fatty acid metabolism in modern antibiotic discovery.

Authors:  Jiangwei Yao; Charles O Rock
Journal:  Biochim Biophys Acta Mol Cell Biol Lipids       Date:  2016-09-23       Impact factor: 4.698

6.  The 1.3-Angstrom-resolution crystal structure of beta-ketoacyl-acyl carrier protein synthase II from Streptococcus pneumoniae.

Authors:  Allen C Price; Charles O Rock; Stephen W White
Journal:  J Bacteriol       Date:  2003-07       Impact factor: 3.490

7.  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

8.  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

9.  Catalyst-directed diastereoselectivity in hydrogenative couplings of acetylene to alpha-chiral aldehydes: formal synthesis of all eight L-hexoses.

Authors:  Soo Bong Han; Jong Rock Kong; Michael J Krische
Journal:  Org Lett       Date:  2008-08-26       Impact factor: 6.005

Review 10.  Fatty acid biosynthesis as a target for novel antibacterials.

Authors:  Richard J Heath; Charles O Rock
Journal:  Curr Opin Investig Drugs       Date:  2004-02
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