Formicins, N-Acetylcysteamine-Bearing Indenone Thioesters from a Wood Ant-Associated Bacterium

Young Eun Du; Woong Sub Byun; Seok Beom Lee; Sunghoon Hwang; Yern Hyerk Shin; Bora Shin; Yong Joon Jang; Suckchang Hong; Jongheon Shin; Sang Kook Lee; Dong Chan Oh

doi:10.1021/acs.orglett.0c01584

Formicins, N-Acetylcysteamine-Bearing Indenone Thioesters from a Wood Ant-Associated Bacterium

Young Eun Du
, Woong Sub Byun
, Seok Beom Lee
, Sunghoon Hwang
, Yern Hyerk Shin
, Bora Shin
, Yong Joon Jang
, Suckchang Hong
, Jongheon Shin
, Sang Kook Lee
, Dong Chan Oh

Department of Pharmacy

Seoul National University
Natura Center of Life and Environment

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

32 Scopus citations

Abstract

Formicins A-C (1-3) were discovered from Streptomyces sp. associated with wood ants. The structures of 1 and 2 were elucidated as indenone thioesters bearing N-acetylcysteamine based on spectroscopic analysis. The configurations of 1-3 were determined by the analysis of ROESY correlations, the phenylglycine methyl ester method, and chemical derivatization from 3 to 2. Formicin A inhibited the growth of human triple-negative breast cancer cells by regulating the liver kinase B1-mediated AMPK signaling pathway.

Original language	English
Pages (from-to)	5337-5341
Number of pages	5
Journal	Organic Letters
Volume	22
Issue number	14
DOIs	https://doi.org/10.1021/acs.orglett.0c01584
State	Published - 17 Jul 2020

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title = "Formicins, N-Acetylcysteamine-Bearing Indenone Thioesters from a Wood Ant-Associated Bacterium",

abstract = "Formicins A-C (1-3) were discovered from Streptomyces sp. associated with wood ants. The structures of 1 and 2 were elucidated as indenone thioesters bearing N-acetylcysteamine based on spectroscopic analysis. The configurations of 1-3 were determined by the analysis of ROESY correlations, the phenylglycine methyl ester method, and chemical derivatization from 3 to 2. Formicin A inhibited the growth of human triple-negative breast cancer cells by regulating the liver kinase B1-mediated AMPK signaling pathway.",

author = "Du, \{Young Eun\} and Byun, \{Woong Sub\} and Lee, \{Seok Beom\} and Sunghoon Hwang and Shin, \{Yern Hyerk\} and Bora Shin and Jang, \{Yong Joon\} and Suckchang Hong and Jongheon Shin and Lee, \{Sang Kook\} and Oh, \{Dong Chan\}",

note = "Publisher Copyright: {\textcopyright} 2020 American Chemical Society.",

year = "2020",

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doi = "10.1021/acs.orglett.0c01584",

language = "English",

volume = "22",

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journal = "Organic Letters",

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T1 - Formicins, N-Acetylcysteamine-Bearing Indenone Thioesters from a Wood Ant-Associated Bacterium

AU - Du, Young Eun

AU - Byun, Woong Sub

AU - Lee, Seok Beom

AU - Hwang, Sunghoon

AU - Shin, Yern Hyerk

AU - Shin, Bora

AU - Jang, Yong Joon

AU - Hong, Suckchang

AU - Shin, Jongheon

AU - Lee, Sang Kook

AU - Oh, Dong Chan

PY - 2020/7/17

Y1 - 2020/7/17

N2 - Formicins A-C (1-3) were discovered from Streptomyces sp. associated with wood ants. The structures of 1 and 2 were elucidated as indenone thioesters bearing N-acetylcysteamine based on spectroscopic analysis. The configurations of 1-3 were determined by the analysis of ROESY correlations, the phenylglycine methyl ester method, and chemical derivatization from 3 to 2. Formicin A inhibited the growth of human triple-negative breast cancer cells by regulating the liver kinase B1-mediated AMPK signaling pathway.

AB - Formicins A-C (1-3) were discovered from Streptomyces sp. associated with wood ants. The structures of 1 and 2 were elucidated as indenone thioesters bearing N-acetylcysteamine based on spectroscopic analysis. The configurations of 1-3 were determined by the analysis of ROESY correlations, the phenylglycine methyl ester method, and chemical derivatization from 3 to 2. Formicin A inhibited the growth of human triple-negative breast cancer cells by regulating the liver kinase B1-mediated AMPK signaling pathway.

UR - https://www.scopus.com/pages/publications/85088139995

U2 - 10.1021/acs.orglett.0c01584

DO - 10.1021/acs.orglett.0c01584

M3 - Article

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AN - SCOPUS:85088139995

SN - 1523-7060

VL - 22

SP - 5337

EP - 5341

JO - Organic Letters

JF - Organic Letters

IS - 14

ER -

Formicins, N-Acetylcysteamine-Bearing Indenone Thioesters from a Wood Ant-Associated Bacterium

Abstract

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