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Cited 12 time in webofscience Cited 14 time in scopus
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Targeted Discovery of an Enediyne-Derived Cycloaromatized Compound, Jejucarboside A, from a Marine Actinomycete

Authors
Im, Ji HyeonShin, DanielBan, Yeon HeeByun, Woong SubBae, Eun SeoLee, DonghoonDu, Young EunCui, JinshengKwon, YunNam, Sang-JipCha, SangwonLee, Sang KookYoon, Yeo JoonOh, Dong-Chan
Issue Date
Oct-2022
Publisher
American Chemical Society
Keywords
Enediynes; Glycosides; Indenes; Enediyne; Glycoside; Indene Derivative; Actinobacteria; Chemical Structure; Chemistry; Tandem Mass Spectrometry; Enediynes; Glycosides; Indenes; Molecular Structure; Tandem Mass Spectrometry
Citation
Organic Letters, v.24, no.39, pp 7188 - 7193
Pages
6
Indexed
SCIE
SCOPUS
Journal Title
Organic Letters
Volume
24
Number
39
Start Page
7188
End Page
7193
URI
https://scholarworks.dongguk.edu/handle/sw.dongguk/3858
DOI
10.1021/acs.orglett.2c02934
ISSN
1523-7060
1523-7052
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. © 2022 American Chemical Society. All rights reserved.
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