Literature DB >> 31117525

Baraphenazines A-G, Divergent Fused Phenazine-Based Metabolites from a Himalayan Streptomyces.

Xiachang Wang1, Muhammad Abbas2, Yinan Zhang1, Sherif I Elshahawi3, Larissa V Ponomareva, Zheng Cui, Steven G Van Lanen, Imran Sajid2, S Randal Voss, Khaled A Shaaban, Jon S Thorson.   

Abstract

The structures and bioactivities of three unprecedented fused 5-hydroxyquinoxaline/alpha-keto acid amino acid metabolites (baraphenazines A-C, 1-3), two unique diastaphenazine-type metabolites (baraphenazines D and E, 4 and 5) and two new phenazinolin-type (baraphenazines F and G, 6 and 7) metabolites from the Himalayan isolate Streptomyces sp. PU-10A are reported. This study highlights the first reported bacterial strain capable of producing diastaphenazine-type, phenazinolin-type, and izumiphenazine A-type metabolites and presents a unique opportunity for the future biosynthetic interrogation of late-stage phenazine-based metabolite maturation.

Entities:  

Year:  2019        PMID: 31117525      PMCID: PMC6630045          DOI: 10.1021/acs.jnatprod.9b00289

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  32 in total

1.  Phenazostatin C, a new diphenazine with neuronal cell protecting activity from Streptomyces sp.

Authors:  W G Kim; I J Ryoo; B S Yun; K Shin-ya; H Seto; I D Yoo
Journal:  J Antibiot (Tokyo)       Date:  1999-08       Impact factor: 2.649

Review 2.  Phenazine natural products: biosynthesis, synthetic analogues, and biological activity.

Authors:  Jane Buus Laursen; John Nielsen
Journal:  Chem Rev       Date:  2004-03       Impact factor: 60.622

3.  Izumiphenazines A-C: isolation and structure elucidation of phenazine derivatives from Streptomyces sp. IFM 11204.

Authors:  Mohamed S Abdelfattah; Toume Kazufumi; Masami Ishibashi
Journal:  J Nat Prod       Date:  2010-11-23       Impact factor: 4.050

4.  Diversity and evolution of the phenazine biosynthesis pathway.

Authors:  Dmitri V Mavrodi; Tobin L Peever; Olga V Mavrodi; James A Parejko; Jos M Raaijmakers; Philippe Lemanceau; Sylvie Mazurier; Lutz Heide; Wulf Blankenfeldt; David M Weller; Linda S Thomashow
Journal:  Appl Environ Microbiol       Date:  2009-12-11       Impact factor: 4.792

5.  Phenazinolins A-E: novel diphenazines from a tin mine tailings-derived Streptomyces species.

Authors:  Zhang-Gui Ding; Ming-Gang Li; Jie Ren; Jiang-Yuan Zhao; Rong Huang; Qing-Zhong Wang; Xiao-Long Cui; Hua-Jie Zhu; Meng-Liang Wen
Journal:  Org Biomol Chem       Date:  2011-03-01       Impact factor: 3.876

Review 6.  Metabolism and function of phenazines in bacteria: impacts on the behavior of bacteria in the environment and biotechnological processes.

Authors:  Leland S Pierson; Elizabeth A Pierson
Journal:  Appl Microbiol Biotechnol       Date:  2010-03-30       Impact factor: 4.813

7.  The native production of the sesquiterpene isopterocarpolone by Streptomyces sp. RM-14-6.

Authors:  Khaled A Shaaban; Shanteri Singh; Sherif I Elshahawi; Xiachang Wang; Larissa V Ponomareva; Manjula Sunkara; Gregory C Copley; James C Hower; Andrew J Morris; Madan K Kharel; Jon S Thorson
Journal:  Nat Prod Res       Date:  2013-11-18       Impact factor: 2.861

8.  Herbimycins D-F, ansamycin analogues from Streptomyces sp. RM-7-15.

Authors:  Khaled A Shaaban; Xiachang Wang; Sherif I Elshahawi; Larissa V Ponomareva; Manjula Sunkara; Gregory C Copley; James C Hower; Andrew J Morris; Madan K Kharel; Jon S Thorson
Journal:  J Nat Prod       Date:  2013-08-15       Impact factor: 4.050

9.  Frenolicins C-G, pyranonaphthoquinones from Streptomyces sp. RM-4-15.

Authors:  Xiachang Wang; Khaled A Shaaban; Sherif I Elshahawi; Larissa V Ponomareva; Manjula Sunkara; Yinan Zhang; Gregory C Copley; James C Hower; Andrew J Morris; Madan K Kharel; Jon S Thorson
Journal:  J Nat Prod       Date:  2013-08-14       Impact factor: 4.050

10.  Venturicidin C, a new 20-membered macrolide produced by Streptomyces sp. TS-2-2.

Authors:  Khaled A Shaaban; Shanteri Singh; Sherif I Elshahawi; Xiachang Wang; Larissa V Ponomareva; Manjula Sunkara; Gregory C Copley; James C Hower; Andrew J Morris; Madan K Kharel; Jon S Thorson
Journal:  J Antibiot (Tokyo)       Date:  2013-11-13       Impact factor: 2.649

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  6 in total

1.  Taxonomic and Metabolomics Profiling of Actinobacteria Strains from Himalayan Collection Sites in Pakistan.

Authors:  Mohsin T Cheema; Larissa V Ponomareva; Tao Liu; S Randal Voss; Jon S Thorson; Khaled A Shaaban; Imran Sajid
Journal:  Curr Microbiol       Date:  2021-06-14       Impact factor: 2.188

2.  Structure Determination, Functional Characterization, and Biosynthetic Implications of Nybomycin Metabolites from a Mining Reclamation Site-Associated Streptomyces.

Authors:  Xiachang Wang; Sherif I Elshahawi; Larissa V Ponomareva; Qing Ye; Yang Liu; Gregory C Copley; James C Hower; Bruce E Hatcher; Madan K Kharel; Steven G Van Lanen; Qing-Bai She; S Randal Voss; Jon S Thorson; Khaled A Shaaban
Journal:  J Nat Prod       Date:  2019-12-13       Impact factor: 4.050

3.  OleD Loki as a Catalyst for Hydroxamate Glycosylation.

Authors:  Ryan R Hughes; Khaled A Shaaban; Larissa V Ponomareva; Jamie Horn; Chunhui Zhang; Chang-Guo Zhan; S Randal Voss; Markos Leggas; Jon S Thorson
Journal:  Chembiochem       Date:  2019-11-26       Impact factor: 3.164

Review 4.  Advances in Phenazines over the Past Decade: Review of Their Pharmacological Activities, Mechanisms of Action, Biosynthetic Pathways and Synthetic Strategies.

Authors:  Junjie Yan; Weiwei Liu; Jiatong Cai; Yiming Wang; Dahong Li; Huiming Hua; Hao Cao
Journal:  Mar Drugs       Date:  2021-10-27       Impact factor: 5.118

5.  Himalaquinones A-G, Angucyclinone-Derived Metabolites Produced by the Himalayan Isolate Streptomyces sp. PU-MM59.

Authors:  Yongyong Zhang; Mohsin T Cheema; Larissa V Ponomareva; Qing Ye; Tao Liu; Imran Sajid; Jürgen Rohr; Qing-Bai She; S Randal Voss; Jon S Thorson; Khaled A Shaaban
Journal:  J Nat Prod       Date:  2021-06-25       Impact factor: 4.050

6.  New peptidendrocins and anticancer chartreusin from an endophytic bacterium of Dendrobium officinale.

Authors:  Huimin Zhao; Xiabin Chen; Xiaoling Chen; Youjuan Zhu; Yichao Kong; Sifang Zhang; Xingyu Deng; Pengfei Ouyang; Wei Zhang; Shurong Hou; Xiachang Wang; Tian Xie
Journal:  Ann Transl Med       Date:  2020-04
  6 in total

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