Donghaesulfins A and B, Dimeric Benz[ a]anthracene Thioethers from Volcanic Island Derived Streptomyces sp.

Munhyung Bae; Joon Soo An; Eun Seo Bae; Jedo Oh; So Hyun Park; Yeonjung Lim; Yeon Hee Ban; Yun Kwon; Jang Cheon Cho; Yeo Joon Yoon; Sang Kook Lee; Jongheon Shin; Dong Chan Oh

doi:10.1021/acs.orglett.9b01057

Donghaesulfins A and B, Dimeric Benz[ a]anthracene Thioethers from Volcanic Island Derived Streptomyces sp.

Munhyung Bae, Joon Soo An, Eun Seo Bae, Jedo Oh, So Hyun Park, Yeonjung Lim, Yeon Hee Ban, Yun Kwon, Jang Cheon Cho, Yeo Joon Yoon, Sang Kook Lee, Jongheon Shin, Dong Chan Oh

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19 Scopus citations

Abstract

The chemical analysis of a Streptomyces strain, from a Korean volcanic island, discovered new benz[a]anthracene dimers linked by a thioether bond. The structures of donghaesulfins A and B (1 and 2) were elucidated by spectroscopic analysis including energy-dispersive X-ray. Their configurations were determined by ROESY NMR data, DP4 calculations, the modified Mosher's method, and ECD calculations. Donghaesulfins A (1) induced quinone reductase, whereas donghaesulfin B (2) displayed antiangiogenesis activity.

Original language	English
Pages (from-to)	3635-3639
Number of pages	5
Journal	Organic Letters
Volume	21
Issue number	10
DOIs	https://doi.org/10.1021/acs.orglett.9b01057
State	Published - 17 May 2019

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© 2019 American Chemical Society.

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title = "Donghaesulfins A and B, Dimeric Benz[ a]anthracene Thioethers from Volcanic Island Derived Streptomyces sp.",

abstract = "The chemical analysis of a Streptomyces strain, from a Korean volcanic island, discovered new benz[a]anthracene dimers linked by a thioether bond. The structures of donghaesulfins A and B (1 and 2) were elucidated by spectroscopic analysis including energy-dispersive X-ray. Their configurations were determined by ROESY NMR data, DP4 calculations, the modified Mosher's method, and ECD calculations. Donghaesulfins A (1) induced quinone reductase, whereas donghaesulfin B (2) displayed antiangiogenesis activity.",

author = "Munhyung Bae and An, {Joon Soo} and Bae, {Eun Seo} and Jedo Oh and Park, {So Hyun} and Yeonjung Lim and Ban, {Yeon Hee} and Yun Kwon and Cho, {Jang Cheon} and Yoon, {Yeo Joon} and Lee, {Sang Kook} and Jongheon Shin and Oh, {Dong Chan}",

note = "Publisher Copyright: {\textcopyright} 2019 American Chemical Society.",

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doi = "10.1021/acs.orglett.9b01057",

language = "English",

volume = "21",

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T1 - Donghaesulfins A and B, Dimeric Benz[ a]anthracene Thioethers from Volcanic Island Derived Streptomyces sp.

AU - Bae, Munhyung

AU - An, Joon Soo

AU - Bae, Eun Seo

AU - Oh, Jedo

AU - Park, So Hyun

AU - Lim, Yeonjung

AU - Ban, Yeon Hee

AU - Kwon, Yun

AU - Cho, Jang Cheon

AU - Yoon, Yeo Joon

AU - Lee, Sang Kook

AU - Shin, Jongheon

AU - Oh, Dong Chan

PY - 2019/5/17

Y1 - 2019/5/17

N2 - The chemical analysis of a Streptomyces strain, from a Korean volcanic island, discovered new benz[a]anthracene dimers linked by a thioether bond. The structures of donghaesulfins A and B (1 and 2) were elucidated by spectroscopic analysis including energy-dispersive X-ray. Their configurations were determined by ROESY NMR data, DP4 calculations, the modified Mosher's method, and ECD calculations. Donghaesulfins A (1) induced quinone reductase, whereas donghaesulfin B (2) displayed antiangiogenesis activity.

AB - The chemical analysis of a Streptomyces strain, from a Korean volcanic island, discovered new benz[a]anthracene dimers linked by a thioether bond. The structures of donghaesulfins A and B (1 and 2) were elucidated by spectroscopic analysis including energy-dispersive X-ray. Their configurations were determined by ROESY NMR data, DP4 calculations, the modified Mosher's method, and ECD calculations. Donghaesulfins A (1) induced quinone reductase, whereas donghaesulfin B (2) displayed antiangiogenesis activity.

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U2 - 10.1021/acs.orglett.9b01057

DO - 10.1021/acs.orglett.9b01057

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AN - SCOPUS:85065834190

SN - 1523-7060

VL - 21

SP - 3635

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JO - Organic Letters

JF - Organic Letters

IS - 10

ER -

Donghaesulfins A and B, Dimeric Benz[ a]anthracene Thioethers from Volcanic Island Derived Streptomyces sp.

Abstract

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