Literature DB >> 28358212

Bi- and Tetracyclic Spirotetronates from the Coal Mine Fire Isolate Streptomyces sp. LC-6-2.

Xiachang Wang, Sherif I Elshahawi, Wenlong Cai, Yinan Zhang, Larissa V Ponomareva, Xiabin Chen, Gregory C Copley1, James C Hower1, Chang-Guo Zhan, Sean Parkin2, Jürgen Rohr, Steven G Van Lanen, Khaled A Shaaban, Jon S Thorson.   

Abstract

The structures of 12 new "enantiomeric"-like abyssomicin metabolites (abyssomicins M-X) from Streptomyces sp. LC-6-2 are reported. Of this set, the abyssomicin W (11) contains an unprecedented 8/6/6/6 tetracyclic core, while the bicyclic abyssomicin X (12) represents the first reported naturally occurring linear spirotetronate. Metabolite structures were determined based on spectroscopic data and X-ray crystallography, and Streptomyces sp. LC-6-2 genome sequencing also revealed the corresponding putative biosynthetic gene cluster.

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Year:  2017        PMID： 28358212      PMCID： PMC5558431          DOI： 10.1021/acs.jnatprod.7b00108

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


  35 in total

1.  Abyssomicin C-A polycyclic antibiotic from a marine Verrucosispora strain as an inhibitor of the p-aminobenzoic acid/tetrahydrofolate biosynthesis pathway.

Authors:  Bojan Bister; Daniel Bischoff; Markus Ströbele; Julia Riedlinger; Andreas Reicke; Falko Wolter; Alan T Bull; Hans Zähner; Hans-Peter Fiedler; Roderich D Süssmuth
Journal:  Angew Chem Int Ed Engl       Date:  2004-05-03       Impact factor: 15.336

2.  Abyssomicin 2 reactivates latent HIV-1 by a PKC- and HDAC-independent mechanism.

Authors:  Brian León; Gabriel Navarro; Bailey J Dickey; George Stepan; Angela Tsai; Gregg S Jones; Monica E Morales; Tiffany Barnes; Shekeba Ahmadyar; Manuel Tsiang; Romas Geleziunas; Tomas Cihlar; Nikos Pagratis; Yang Tian; Helen Yu; Roger G Linington
Journal:  Org Lett       Date:  2015-01-05       Impact factor: 6.005

3.  Terfestatins B and C, New p-Terphenyl Glycosides Produced by Streptomyces sp. RM-5-8.

Authors:  Xiachang Wang; Anna R Reynolds; Sherif I Elshahawi; Khaled A Shaaban; Larissa V Ponomareva; Meredith A Saunders; Ibrahim S Elgumati; Yinan Zhang; Gregory C Copley; James C Hower; Manjula Sunkara; Andrew J Morris; Madan K Kharel; Steven G Van Lanen; Mark A Prendergast; Jon S Thorson
Journal:  Org Lett       Date:  2015-05-11       Impact factor: 6.005

4.  An enzymatic [4+2] cyclization cascade creates the pentacyclic core of pyrroindomycins.

Authors:  Zhenhua Tian; Peng Sun; Yan Yan; Zhuhua Wu; Qingfei Zheng; Shuaixiang Zhou; Hua Zhang; Futao Yu; Xinying Jia; Dandan Chen; Attila Mándi; Tibor Kurtán; Wen Liu
Journal:  Nat Chem Biol       Date:  2015-03-02       Impact factor: 15.040

5.  Spoxazomicin D and Oxachelin C, Potent Neuroprotective Carboxamides from the Appalachian Coal Fire-Associated Isolate Streptomyces sp. RM-14-6.

Authors:  Khaled A Shaaban; Meredith A Saunders; Yinan Zhang; Tuan Tran; Sherif I Elshahawi; Larissa V Ponomareva; Xiachang Wang; Jianjun Zhang; Gregory C Copley; Manjula Sunkara; Madan K Kharel; Andrew J Morris; James C Hower; Matthew S Tremblay; Mark A Prendergast; Jon S Thorson
Journal:  J Nat Prod       Date:  2016-12-28       Impact factor: 4.050

6.  Ruthmycin, a new tetracyclic polyketide from Streptomyces sp. RM-4-15.

Authors:  Xiachang Wang; Sherif I Elshahawi; Khaled A Shaaban; Lei Fang; Larissa V Ponomareva; Yinan Zhang; Gregory C Copley; James C Hower; Chang-Guo Zhan; Madan K Kharel; Jon S Thorson
Journal:  Org Lett       Date:  2013-12-16       Impact factor: 6.005

7.  Discoveries from the Abyss: The Abyssomicins and Their Total Synthesis.

Authors:  K C Nicolaou; Scott T Harrison; Jason S Chen
Journal:  Synthesis (Stuttg)       Date:  2009-01-01       Impact factor: 3.157

8.  Abyssomicins, inhibitors of the para-aminobenzoic acid pathway produced by the marine Verrucosispora strain AB-18-032.

Authors:  Julia Riedlinger; Andreas Reicke; Hans Zähner; Bernhard Krismer; Alan T Bull; Luis A Maldonado; Alan C Ward; Michael Goodfellow; Bojan Bister; Daniel Bischoff; Roderich D Süssmuth; Hans-Peter Fiedler
Journal:  J Antibiot (Tokyo)       Date:  2004-04       Impact factor: 2.649

9.  Geneious Basic: an integrated and extendable desktop software platform for the organization and analysis of sequence data.

Authors:  Matthew Kearse; Richard Moir; Amy Wilson; Steven Stones-Havas; Matthew Cheung; Shane Sturrock; Simon Buxton; Alex Cooper; Sidney Markowitz; Chris Duran; Tobias Thierer; Bruce Ashton; Peter Meintjes; Alexei Drummond
Journal:  Bioinformatics       Date:  2012-04-27       Impact factor: 6.937

10.  Structure validation in chemical crystallography.

Authors:  Anthony L Spek
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-01-20
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  13 in total

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

Authors:  Xiachang Wang; Muhammad Abbas; Yinan Zhang; Sherif I Elshahawi; Larissa V Ponomareva; Zheng Cui; Steven G Van Lanen; Imran Sajid; S Randal Voss; Khaled A Shaaban; Jon S Thorson
Journal:  J Nat Prod       Date:  2019-05-22       Impact factor: 4.050

2.  Puromycins B-E, Naturally Occurring Amino-Nucleosides Produced by the Himalayan Isolate Streptomyces sp. PU-14G.

Authors:  Muhammad Abbas; Sherif I Elshahawi; Xiachang Wang; Larissa V Ponomareva; Imran Sajid; Khaled A Shaaban; Jon S Thorson
Journal:  J Nat Prod       Date:  2018-11-12       Impact factor: 4.050

3.  Structure and Function of a Dual Reductase-Dehydratase Enzyme System Involved in p-Terphenyl Biosynthesis.

Authors:  Jonathan A Clinger; Yinan Zhang; Yang Liu; Mitchell D Miller; Ronnie E Hall; Steven G Van Lanen; George N Phillips; Jon S Thorson; Sherif I Elshahawi
Journal:  ACS Chem Biol       Date:  2021-11-11       Impact factor: 5.100

Review 4.  Renewed interests in the discovery of bioactive actinomycete metabolites driven by emerging technologies.

Authors:  Jenifer Ossai; Behnam Khatabi; S Eric Nybo; Madan K Kharel
Journal:  J Appl Microbiol       Date:  2021-07-29       Impact factor: 3.772

5.  Characterization and heterologous expression of the neoabyssomicin/abyssomicin biosynthetic gene cluster from Streptomyces koyangensis SCSIO 5802.

Authors:  Jiajia Tu; Siting Li; Jiang Chen; Yongxiang Song; Shaobin Fu; Jianhua Ju; Qinglian Li
Journal:  Microb Cell Fact       Date:  2018-02-20       Impact factor: 5.328

6.  Natural Product Discovery Using Planes of Principal Component Analysis in R (PoPCAR).

Authors:  Shaurya Chanana; Chris S Thomas; Doug R Braun; Yanpeng Hou; Thomas P Wyche; Tim S Bugni
Journal:  Metabolites       Date:  2017-07-13

Review 7.  Abyssomicins-A 20-Year Retrospective View.

Authors:  Hans-Peter Fiedler
Journal:  Mar Drugs       Date:  2021-05-24       Impact factor: 5.118

8.  The crystal structure of AbsH3: A putative flavin adenine dinucleotide-dependent reductase in the abyssomicin biosynthesis pathway.

Authors:  Jonathan A Clinger; Xiachang Wang; Wenlong Cai; Yanyan Zhu; Mitchell D Miller; Chang-Guo Zhan; Steven G Van Lanen; Jon S Thorson; George N Phillips
Journal:  Proteins       Date:  2020-10-21

9.  Atypical Spirotetronate Polyketides Identified in the Underexplored Genus Streptacidiphilus.

Authors:  Somayah S Elsayed; Grégory Genta-Jouve; Víctor J Carrión; Peter H Nibbering; Maxime A Siegler; Wietse de Boer; Thomas Hankemeier; Gilles P van Wezel
Journal:  J Org Chem       Date:  2020-07-31       Impact factor: 4.354

10.  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
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