Targeted Discovery of an Enediyne-Derived Cycloaromatized Compound, Jejucarboside A, from a Marine Actinomycete.
Ji Hyeon ImDaniel ShinYeon Hee BanWoong Sub ByunEun Seo BaeDonghoon LeeYoung Eun DuJinsheng CuiYun KwonSang-Jip NamSangwon ChaSang-Kook LeeYeo Joon YoonDong-Chan OhPublished in: Organic letters (2022)
A genomic and spectroscopic signature-based search revealed a cycloaromatized enediyne, jejucarboside A (<b>1</b>), from a marine actinomycete strain. The structure of <b>1</b> was determined as a new cyclopenta[<i>a</i>]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 <b>1</b> by genomic analysis. Jejucarboside A exhibited cytotoxicity against the HCT116 colon carcinoma cells.
Keyphrases
- high resolution mass spectrometry
- ms ms
- magnetic resonance
- liquid chromatography
- ultra high performance liquid chromatography
- mass spectrometry
- gas chromatography
- small molecule
- molecular docking
- tandem mass spectrometry
- multiple sclerosis
- liquid chromatography tandem mass spectrometry
- cancer therapy
- high throughput
- copy number
- high performance liquid chromatography
- gene expression
- magnetic resonance imaging
- high resolution
- dna methylation
- solid phase extraction
- computed tomography
- cell death