Targeted Discovery of an Enediyne-Derived Cycloaromatized Compound, Jejucarboside A, from a Marine Actinomycete

Ji Hyeon Im; Daniel Shin; Yeon Hee Ban; Woong Sub Byun; Eun Seo Bae; Donghoon Lee; Young Eun Du; Jinsheng Cui; Yun Kwon; Sang Jip Nam; Sangwon Cha; Sang Kook Lee; Yeo Joon Yoon; Dong Chan Oh

doi:10.1021/acs.orglett.2c02934

Targeted Discovery of an Enediyne-Derived Cycloaromatized Compound, Jejucarboside A, from a Marine Actinomycete

Ji Hyeon Im, Daniel Shin, Yeon Hee Ban, Woong Sub Byun, Eun Seo Bae, Donghoon Lee, Young Eun Du, Jinsheng Cui, Yun Kwon, Sang Jip Nam, Sangwon Cha, Sang Kook Lee, Yeo Joon Yoon, Dong Chan Oh

Department of Chemistry & Nanoscience

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

14 Scopus citations

Abstract

A genomic and spectroscopic signature-based search revealed a cycloaromatized enediyne, jejucarboside A (1), from a marine actinomycete strain. The structure of 1 was determined as a new cyclopenta[a]indene glycoside bearing carbonate functionality by nuclear magnetic resonance, high-resolution mass spectrometry (MS), MS/MS, infrared spectroscopy, and a modified Mosher's method. An iterative enediyne synthase pathway has been proposed for the putative biosynthesis of 1 by genomic analysis. Jejucarboside A exhibited cytotoxicity against the HCT116 colon carcinoma cells.

Original language	English
Pages (from-to)	7188-7193
Number of pages	6
Journal	Organic Letters
Volume	24
Issue number	39
DOIs	https://doi.org/10.1021/acs.orglett.2c02934
State	Published - 7 Oct 2022

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© 2022 American Chemical Society. All rights reserved.

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abstract = "A genomic and spectroscopic signature-based search revealed a cycloaromatized enediyne, jejucarboside A (1), from a marine actinomycete strain. The structure of 1 was determined as a new cyclopenta[a]indene glycoside bearing carbonate functionality by nuclear magnetic resonance, high-resolution mass spectrometry (MS), MS/MS, infrared spectroscopy, and a modified Mosher's method. An iterative enediyne synthase pathway has been proposed for the putative biosynthesis of 1 by genomic analysis. Jejucarboside A exhibited cytotoxicity against the HCT116 colon carcinoma cells.",

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AU - Im, Ji Hyeon

AU - Shin, Daniel

AU - Ban, Yeon Hee

AU - Byun, Woong Sub

AU - Bae, Eun Seo

AU - Lee, Donghoon

AU - Du, Young Eun

AU - Cui, Jinsheng

AU - Kwon, Yun

AU - Nam, Sang Jip

AU - Cha, Sangwon

AU - Lee, Sang Kook

AU - Yoon, Yeo Joon

AU - Oh, Dong Chan

PY - 2022/10/7

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AB - A genomic and spectroscopic signature-based search revealed a cycloaromatized enediyne, jejucarboside A (1), from a marine actinomycete strain. The structure of 1 was determined as a new cyclopenta[a]indene glycoside bearing carbonate functionality by nuclear magnetic resonance, high-resolution mass spectrometry (MS), MS/MS, infrared spectroscopy, and a modified Mosher's method. An iterative enediyne synthase pathway has been proposed for the putative biosynthesis of 1 by genomic analysis. Jejucarboside A exhibited cytotoxicity against the HCT116 colon carcinoma cells.

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ER -

Targeted Discovery of an Enediyne-Derived Cycloaromatized Compound, Jejucarboside A, from a Marine Actinomycete

Abstract

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