Unusual bridged angucyclinones and potent anticancer compounds from: Streptomyces bulli GJA1

Jung Wha Kim; Yun Kwon; Sunghee Bang; Ha Eun Kwon; Sunwoo Park; Yeonhee Lee; Stephen T. Deyrup; Gwonhwa Song; Dongho Lee; Hwang Soo Joo; Sang Hee Shim

doi:10.1039/d0ob01851a

Unusual bridged angucyclinones and potent anticancer compounds from: Streptomyces bulli GJA1

Jung Wha Kim, Yun Kwon, Sunghee Bang, Ha Eun Kwon, Sunwoo Park, Yeonhee Lee, Stephen T. Deyrup, Gwonhwa Song, Dongho Lee, Hwang Soo Joo, Sang Hee Shim

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

6 Citations (Scopus)

Abstract

Two new unique angucyclinones (1 and 2) with unprecedented ether bridges connecting carbons 5 and 7 were isolated from the cultures of Streptomyces bulli GJA1, an endophyte of Gardenia jasminoides, together with two known ones (3 and 4). The MS2-based molecular networking system facilitated the isolation of compounds with target functionalities. The stereochemistry of 1 was completely established by ROESY and ECD experiments. Compound 3 showed antivirulence activities by inhibiting the peptide toxin (PSMs) production and the biofilm formation of MRSA. Compounds 3 and 4 showed very potent anti-proliferative effects against OV1 and ES2 ovarian cancer cells. This journal is

Original language	English
Pages (from-to)	8443-8449
Number of pages	7
Journal	Organic and Biomolecular Chemistry
Volume	18
Issue number	41
DOIs	https://doi.org/10.1039/d0ob01851a
Publication status	Published - 2020 Nov 7

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1039/d0ob01851a

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title = "Unusual bridged angucyclinones and potent anticancer compounds from: Streptomyces bulli GJA1",

abstract = "Two new unique angucyclinones (1 and 2) with unprecedented ether bridges connecting carbons 5 and 7 were isolated from the cultures of Streptomyces bulli GJA1, an endophyte of Gardenia jasminoides, together with two known ones (3 and 4). The MS2-based molecular networking system facilitated the isolation of compounds with target functionalities. The stereochemistry of 1 was completely established by ROESY and ECD experiments. Compound 3 showed antivirulence activities by inhibiting the peptide toxin (PSMs) production and the biofilm formation of MRSA. Compounds 3 and 4 showed very potent anti-proliferative effects against OV1 and ES2 ovarian cancer cells. This journal is ",

author = "Kim, {Jung Wha} and Yun Kwon and Sunghee Bang and Kwon, {Ha Eun} and Sunwoo Park and Yeonhee Lee and Deyrup, {Stephen T.} and Gwonhwa Song and Dongho Lee and Joo, {Hwang Soo} and Shim, {Sang Hee}",

note = "Funding Information: This research was supported by the National Research Foundation (NRF) of Korea (NRF-2019R1A4A1020626, NRF-2018R1A2B6001733 and NRF-2016R1A6A1A03007648). Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2020",

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doi = "10.1039/d0ob01851a",

language = "English",

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pages = "8443--8449",

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T2 - Streptomyces bulli GJA1

AU - Kim, Jung Wha

AU - Kwon, Yun

AU - Bang, Sunghee

AU - Kwon, Ha Eun

AU - Park, Sunwoo

AU - Lee, Yeonhee

AU - Deyrup, Stephen T.

AU - Song, Gwonhwa

AU - Lee, Dongho

AU - Joo, Hwang Soo

AU - Shim, Sang Hee

N1 - Funding Information: This research was supported by the National Research Foundation (NRF) of Korea (NRF-2019R1A4A1020626, NRF-2018R1A2B6001733 and NRF-2016R1A6A1A03007648). Publisher Copyright: © The Royal Society of Chemistry.

PY - 2020/11/7

Y1 - 2020/11/7

N2 - Two new unique angucyclinones (1 and 2) with unprecedented ether bridges connecting carbons 5 and 7 were isolated from the cultures of Streptomyces bulli GJA1, an endophyte of Gardenia jasminoides, together with two known ones (3 and 4). The MS2-based molecular networking system facilitated the isolation of compounds with target functionalities. The stereochemistry of 1 was completely established by ROESY and ECD experiments. Compound 3 showed antivirulence activities by inhibiting the peptide toxin (PSMs) production and the biofilm formation of MRSA. Compounds 3 and 4 showed very potent anti-proliferative effects against OV1 and ES2 ovarian cancer cells. This journal is

AB - Two new unique angucyclinones (1 and 2) with unprecedented ether bridges connecting carbons 5 and 7 were isolated from the cultures of Streptomyces bulli GJA1, an endophyte of Gardenia jasminoides, together with two known ones (3 and 4). The MS2-based molecular networking system facilitated the isolation of compounds with target functionalities. The stereochemistry of 1 was completely established by ROESY and ECD experiments. Compound 3 showed antivirulence activities by inhibiting the peptide toxin (PSMs) production and the biofilm formation of MRSA. Compounds 3 and 4 showed very potent anti-proliferative effects against OV1 and ES2 ovarian cancer cells. This journal is

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JF - Organic and Biomolecular Chemistry

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ER -

Unusual bridged angucyclinones and potent anticancer compounds from: Streptomyces bulli GJA1

Abstract

ASJC Scopus subject areas

UN SDGs

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