Literature DB >> 18393511

Structure and semisynthesis of platensimide A, produced by Streptomyces platensis.

Kithsiri B Herath1, Chaowei Zhang, Hiranthi Jayasuriya, John G Ondeyka, Deborah L Zink, Bruce Burgess, Jun Wang, Sheo B Singh.   

Abstract

Platensimycin and platencin are novel natural product antibiotics that inhibit bacterial growth by inhibiting condensing enzymes FabF and FabF/FabH of fatty acid biosynthesis pathways, respectively. Continued search for the natural congeners of these compounds led to the isolation of platensic acid, the free C-17 tetracyclic enoic acid, and platensimide A, a 2,4-diaminobutyric acid amide derivative. Isolation, structure, semisynthesis, and activity of these compounds are described.

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Year:  2008        PMID: 18393511     DOI: 10.1021/ol800251v

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


  17 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

2.  A Facile Semi-Synthetic Approach towards Halogen-Substituted Aminobenzoic Acid Analogues of Platensimycin.

Authors:  Lin Qiu; Kai Tian; Jian Pan; Lin Jiang; Hu Yang; Xiangcheng Zhu; Ben Shen; Yanwen Duan; Yong Huang
Journal:  Tetrahedron       Date:  2016-12-28       Impact factor: 2.457

Review 3.  Challenges and opportunities for natural product discovery, production, and engineering in native producers versus heterologous hosts.

Authors:  Christiana N Teijaro; Ajeeth Adhikari; Ben Shen
Journal:  J Ind Microbiol Biotechnol       Date:  2018-11-13       Impact factor: 3.346

4.  Perspectives from nearly five decades of total synthesis of natural products and their analogues for biology and medicine.

Authors:  K C Nicolaou; Stephan Rigol
Journal:  Nat Prod Rep       Date:  2020-04-22       Impact factor: 13.423

5.  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

Review 6.  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

7.  Total Syntheses and Biological Evaluation of (±)-Botryosphaeridione, (±)-Pleodendione, 4-epi-Periconianone B, and Analogues.

Authors:  Kishor L Handore; Prakash D Jadhav; Bibhabasu Hazra; Anirban Basu; D Srinivasa Reddy
Journal:  ACS Med Chem Lett       Date:  2015-09-28       Impact factor: 4.345

8.  Titer improvement and pilot-scale production of platensimycin from Streptomyces platensis SB12026.

Authors:  Jun Shi; Jian Pan; Ling Liu; Dong Yang; Songquan Lu; Xiangcheng Zhu; Ben Shen; Yanwen Duan; Yong Huang
Journal:  J Ind Microbiol Biotechnol       Date:  2016-04-28       Impact factor: 3.346

9.  Total synthesis of platensimycin and related natural products.

Authors:  K C Nicolaou; Ang Li; David J Edmonds; G Scott Tria; Shelby P Ellery
Journal:  J Am Chem Soc       Date:  2009-11-25       Impact factor: 15.419

10.  Total synthesis of (-)-platensimycin, a novel antibacterial agent.

Authors:  Arun K Ghosh; Kai Xi
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

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