Targeted Discovery of an Enediyne-Derived Cycloaromatized Compound, Jejucarboside A, from a Marine Actinomycete
- Authors
- Im, Ji Hyeon; Shin, Daniel; Ban, Yeon Hee; Byun, Woong Sub; Bae, Eun Seo; Lee, Donghoon; Du, Young Eun; Cui, Jinsheng; Kwon, Yun; Nam, Sang-Jip; Cha, Sangwon; Lee, Sang Kook; Yoon, Yeo Joon; Oh, 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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