Issue 12, 2016

Four new carbazole alkaloids from Murraya koenigii that display anti-inflammatory and anti-microbial activities

Abstract

In our present study, four new, designated as murrayakonine A–D (1–4), along with 18 known carbazole alkaloids were isolated from CHCl3 : MeOH (1 : 1) crude extracts of the stems and leaves of Murraya koenigii (Linn.) Spreng. The structures of the all isolated compounds were characterized by analysis of HR-ESI-MS and NMR (1D and 2D spectroscopy) results, and comparison of their data with the literature data. For the first time, all the isolates were evaluated for their anti-inflammatory activities, using both in vitro and in vivo experiments, against the key inflammatory mediators TNF-α and IL-6. The new compound murrayakonine A (1), O-methylmurrayamine A (13) and mukolidine (18) were proven to be the most active, efficiently inhibiting TNF-α and IL-6 release in a dose-dependent manner and showing decreased LPS induced TNF-α and IL-6 production in human PBMCs. Furthermore, all the isolates were screened for their antimicrobial potential, and the compounds girinimbine (12) (IC50 3.4 μM) and 1-hydroxy-7-methoxy-8-(3-methylbut-2-en-1-yl)-9H-carbazole-3-carbaldehyde (19) (IC50 10.9 μM) displayed potent inhibitory effects against Bacillus cereus. Furthermore, compounds murrayamine J (7) (IC50 11.7 μM) and koenimbine (14) (IC50 17.0 μM) were active against Staphylococcus aureus. However, none of the compounds were found to be active against Escherichia coli or Candida albicans.

Graphical abstract: Four new carbazole alkaloids from Murraya koenigii that display anti-inflammatory and anti-microbial activities

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
01 Feb 2016
Accepted
17 Feb 2016
First published
07 Mar 2016

Org. Biomol. Chem., 2016,14, 3322-3332

Four new carbazole alkaloids from Murraya koenigii that display anti-inflammatory and anti-microbial activities

Y. Nalli, V. Khajuria, S. Gupta, P. Arora, S. Riyaz-Ul-Hassan, Z. Ahmed and A. Ali, Org. Biomol. Chem., 2016, 14, 3322 DOI: 10.1039/C6OB00267F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements