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. Copley; James C. Hower; Chang Guo Zhan; Sean Parkin; Jürgen Rohr; Steven G. Van Lanen; Khaled A. Shaaban; Jon S. Thorson

doi:10.1021/acs.jnatprod.7b00108

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. Copley, James C. Hower, Chang Guo Zhan, Sean Parkin, Jürgen Rohr, Steven G. Van Lanen, Khaled A. Shaaban, Jon S. Thorson

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

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.

Original language	English
Pages (from-to)	1141-1149
Number of pages	9
Journal	Journal of Natural Products
Volume	80
Issue number	4
DOIs	https://doi.org/10.1021/acs.jnatprod.7b00108
State	Published - Apr 28 2017

Bibliographical note

Publisher Copyright:
© 2017 The American Chemical Society and American Society of Pharmacognosy.

ASJC Scopus subject areas

Analytical Chemistry
Molecular Medicine
Pharmacology
Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1021/acs.jnatprod.7b00108

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Wang, X., Elshahawi, S. I., Cai, W., Zhang, Y., Ponomareva, L. V., Chen, X., Copley, G. C., Hower, J. C., Zhan, C. G., Parkin, S., Rohr, J., Van Lanen, S. G., Shaaban, K. A., & Thorson, J. S. (2017). Bi- and Tetracyclic Spirotetronates from the Coal Mine Fire Isolate Streptomyces sp. LC-6-2. Journal of Natural Products, 80(4), 1141-1149. https://doi.org/10.1021/acs.jnatprod.7b00108

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

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.",

author = "Xiachang Wang and Elshahawi, {Sherif I.} and Wenlong Cai and Yinan Zhang and Ponomareva, {Larissa V.} and Xiabin Chen and Copley, {Gregory C.} and Hower, {James C.} and Zhan, {Chang Guo} and Sean Parkin and J{\"u}rgen Rohr and {Van Lanen}, {Steven G.} and Shaaban, {Khaled A.} and Thorson, {Jon S.}",

note = "Publisher Copyright: {\textcopyright} 2017 The American Chemical Society and American Society of Pharmacognosy.",

year = "2017",

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doi = "10.1021/acs.jnatprod.7b00108",

language = "English",

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AU - Wang, Xiachang

AU - Elshahawi, Sherif I.

AU - Cai, Wenlong

AU - Zhang, Yinan

AU - Ponomareva, Larissa V.

AU - Chen, Xiabin

AU - Copley, Gregory C.

AU - Hower, James C.

AU - Zhan, Chang Guo

AU - Parkin, Sean

AU - Rohr, Jürgen

AU - Van Lanen, Steven G.

AU - Shaaban, Khaled A.

AU - Thorson, Jon S.

PY - 2017/4/28

Y1 - 2017/4/28

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

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Bibliographical note

ASJC Scopus subject areas

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