Jejucarbazoles A-C, Carbazole Glycosides with Indoleamine 2,3-dioxygenase 1 inhibitory activity from Streptomyces sp. KCB15JA151

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Title
Jejucarbazoles A-C, Carbazole Glycosides with Indoleamine 2,3-dioxygenase 1 inhibitory activity from Streptomyces sp. KCB15JA151
Author(s)
Gil Su Kim; Jun-Pil Jang; Mincheol Kwon; Tae Hoon Oh; Kyung Taek Heo; Byeongsan Lee; Jung-Sook LeeSung-Kyun KoYoung-Soo HongJong Seog AhnJae-Hyuk Jang
Bibliographic Citation
RSC Advances, vol. 11, pp. 19805-19812
Publication Year
2021
Abstract
A bioassay-guided investigation led to the isolation of three new carbazole glycosides, jejucarbazoles A-C (1-3), from Streptomyces sp. KCB15JA151. Their planar structures were elucidated by detailed NMR and MS spectroscopic analysis with a literature study. Their relative and absolute configurations were established by ROESY correlations, coupling constants, LC-MS analysis of thiocarbamoyl-thiazolidine carboxylate derivatives, and ECD calculation. Compounds 1-3 showed indoleamine 2,3-dioxygenase 1 (IDO1) inhibitory activity with IC50 values of 18.38, 9.17, and 8.81 μM. The molecular docking analysis suggested that all compounds act as heme-displacing inhibitors against IDO1 enzyme.
ISSN
2046-2069
Publisher
Royal Soc Chem
DOI
http://dx.doi.org/10.1039/d1ra02895b
Type
Article
Appears in Collections:
Jeonbuk Branch Institute > Biological Resource Center > 1. Journal Articles
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