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Molecules 2017, 22(5), 681;

Indole Derivatives Produced by the Metagenome Genes of the Escherichia coli-Harboring Marine Sponge Discodermia calyx

Agricultural college, Ningxia University, Yinchuan 750021, Ningxia, China
Innovative Drug Research Centre (IDRC), School of Pharmaceutical Sciences, Huxi Campus, Chongqing University, Chongqing 401331, China
Author to whom correspondence should be addressed.
Academic Editors: Thomas J. Schmidt and Bruno Figadere
Received: 15 February 2017 / Revised: 18 April 2017 / Accepted: 19 April 2017 / Published: 25 April 2017
(This article belongs to the Section Natural Products Chemistry)
Full-Text   |   PDF [574 KB, uploaded 25 April 2017]   |  


Three indole derivatives, a novel benzoxazine-indole hybrid (1) and two known indole trimers (2, 3), were isolated from the metagenomic library of the marine sponge Discodermia calyx based on functional screening. Their structures were elucidated by extensive spectroscopic analysis and comparison of their NMR data to that of known compounds. The antibacterial assay indicated that only compound 2 displayed significant antibacterial activity against Bacillus cereus, with approximately 20 mm diameter growth inhibition at 10 µg/paper. HPLC analyses revealed that compound 2 is a newly induced metabolite, and the concentration of 3 was obviously enhanced in contrast to negative control, while 1 was not detected, allowing us to predict that the formation of 2 might be induced by exogenous genes derived from the sponge metagenome, whereas compound 1 could be formed through a non-enzymatic process during the isolation procedure. View Full-Text
Keywords: Discodermia calyx; indole derivative; antibacterial activity; metagenomics Discodermia calyx; indole derivative; antibacterial activity; metagenomics

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Liu, F.-L.; Yang, X.-L. Indole Derivatives Produced by the Metagenome Genes of the Escherichia coli-Harboring Marine Sponge Discodermia calyx. Molecules 2017, 22, 681.

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