Literature DB >> 19581087

Isolation, enzyme-bound structure and antibacterial activity of platencin A1 from Streptomyces platensis.

Sheo B Singh1, John G Ondeyka, Kithsiri B Herath, Chaowei Zhang, Hiranthi Jayasuriya, Deborah L Zink, Gopalakrishnan Parthasarathy, Joseph W Becker, Jun Wang, Stephen M Soisson.   

Abstract

Natural products continue to serve as one of the best sources for discovery of antibacterial agents as exemplified by the recent discoveries of platensimycin and platencin. Chemical modifications as well as discovery of congeners are the main sources for gaining knowledge of structure-activity relationship of natural products. Screening for congeners in the extracts of the fermentation broths of Streptomyces platensis led to the isolation of platencin A(1), a hydroxy congener of platencin. The hydroxylation of the tricyclic enone moiety negatively affected the antibacterial activity and appears to be consistent with the hydrophobic binding pocket of the FabF. Isolation, structure, enzyme-bound structure and activity of platencin A(1) and two other congeners have been described.

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Year:  2009        PMID: 19581087     DOI: 10.1016/j.bmcl.2009.06.061

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


  12 in total

1.  Engineering of Streptomyces platensis MA7339 for overproduction of platencin and congeners.

Authors:  Zhiguo Yu; Michael J Smanski; Ryan M Peterson; Karen Marchillo; David Andes; Scott R Rajski; Ben Shen
Journal:  Org Lett       Date:  2010-04-16       Impact factor: 6.005

2.  A genetically amenable platensimycin- and platencin-overproducer as a platform for biosynthetic explorations: a showcase of PtmO4, a long-chain acyl-CoA dehydrogenase.

Authors:  Jeffrey D Rudolf; Liao-Bin Dong; Tingting Huang; Ben Shen
Journal:  Mol Biosyst       Date:  2015-10

Review 3.  Platensimycin and platencin: Inspirations for chemistry, biology, enzymology, and medicine.

Authors:  Jeffrey D Rudolf; Liao-Bin Dong; Ben Shen
Journal:  Biochem Pharmacol       Date:  2016-11-16       Impact factor: 5.858

4.  Nature Inspired Molecular Design: Stereoselective Synthesis of Bicyclic and Polycyclic Ethers for Potent HIV-1 Protease Inhibitors.

Authors:  Arun K Ghosh; Margherita Brindisi
Journal:  Asian J Org Chem       Date:  2018-06-08       Impact factor: 3.319

5.  Total syntheses of (+/-)-platencin and (-)-platencin.

Authors:  K C Nicolaou; G Scott Tria; David J Edmonds; Moumita Kar
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419

6.  Semisynthesis and Biological Evaluation of Platencin Thioether Derivatives: Dual FabF and FabH Inhibitors against MRSA.

Authors:  Yuling Li; Xiang Weng; Youchao Deng; Jian Pan; Saibin Zhu; Zhongqing Wen; Yanqiu Yuan; Shaowen Li; Ben Shen; Yanwen Duan; Yong Huang
Journal:  ACS Med Chem Lett       Date:  2021-02-15       Impact factor: 4.345

Review 7.  Bacterial terpenome.

Authors:  Jeffrey D Rudolf; Tyler A Alsup; Baofu Xu; Zining Li
Journal:  Nat Prod Rep       Date:  2021-05-26       Impact factor: 15.111

8.  Structural characterisation of the fatty acid biosynthesis enzyme FabF from the pathogen Listeria monocytogenes.

Authors:  Tatiana P Soares da Costa; Jeffrey D Nanson; Jade K Forwood
Journal:  Sci Rep       Date:  2017-01-03       Impact factor: 4.379

Review 9.  Monocyclic phenolic acids; hydroxy- and polyhydroxybenzoic acids: occurrence and recent bioactivity studies.

Authors:  Shahriar Khadem; Robin J Marles
Journal:  Molecules       Date:  2010-11-08       Impact factor: 4.411

10.  Structures of Pseudomonas aeruginosa β-ketoacyl-(acyl-carrier-protein) synthase II (FabF) and a C164Q mutant provide templates for antibacterial drug discovery and identify a buried potassium ion and a ligand-binding site that is an artefact of the crystal form.

Authors:  Bernhard Baum; Laura S M Lecker; Martin Zoltner; Elmar Jaenicke; Robert Schnell; William N Hunter; Ruth Brenk
Journal:  Acta Crystallogr F Struct Biol Commun       Date:  2015-07-28       Impact factor: 1.056

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