Issue 32, 2021, Issue in Progress

Jejucarbazoles A–C, carbazole glycosides with indoleamine 2,3-dioxygenase 1 inhibitory activity from Streptomyces sp. KCB15JA151

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.

Graphical abstract: Jejucarbazoles A–C, carbazole glycosides with indoleamine 2,3-dioxygenase 1 inhibitory activity from Streptomyces sp. KCB15JA151

Supplementary files

Article information

Article type
Paper
Submitted
14 Apr 2021
Accepted
23 May 2021
First published
01 Jun 2021
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2021,11, 19805-19812

Jejucarbazoles A–C, carbazole glycosides with indoleamine 2,3-dioxygenase 1 inhibitory activity from Streptomyces sp. KCB15JA151

G. S. Kim, J. Jang, M. Kwon, T. H. Oh, K. T. Heo, B. Lee, J. Lee, S. Ko, Y. Hong, J. S. Ahn and J. Jang, RSC Adv., 2021, 11, 19805 DOI: 10.1039/D1RA02895B

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