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Mar. Drugs 2018, 16(1), 9; https://doi.org/10.3390/md16010009

Bromopyrrole Alkaloids with the Inhibitory Effects against the Biofilm Formation of Gram Negative Bacteria

1
State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China
2
The Netherlands Centre for Biodiversity Naturalis, P.O. Box 9517, 2300 RA Leiden, The Netherlands
*
Authors to whom correspondence should be addressed.
Received: 27 September 2017 / Revised: 27 November 2017 / Accepted: 11 December 2017 / Published: 2 January 2018
(This article belongs to the Collection Bioactive Compounds from Marine Invertebrates)
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Abstract

Anti-biofilm assay guided fractionation of the marine sponge Stylissa massa revealed the butanol soluble fraction that was possessing the inhibitory activity toward the biofilm formation of bacterium E. coli. Chromatographic separation of the bioactive fraction resulted in the isolation of 32 bromopyrrole alkaloids, including six new alkaloids, named stylisines A–F (16). The structures of new alkaloids were established by comprehensive analyses of the two-dimensional (2D) NMR (COSY, HMQC, and HMBC) and the high resolution electrospray ionization mass spectroscopy (HRESIMS) data, while the absolute configurations were determined by the X-ray diffraction and the electronic circular dichroism (ECD) data. Bioassay results indicated that phakellin-based alkaloids, including dibromoisophakellin and dibromophakellin, significantly reduced the biofilm formation of the bacterium E. coli. Present work provided a group of new natural scaffolds for the inhibitory effects against the biofilm formation of E. coli. View Full-Text
Keywords: marine sponge; Stylissa massa; antimicrobial activity; antibiofilm; structure elucidation marine sponge; Stylissa massa; antimicrobial activity; antibiofilm; structure elucidation
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Sun, J.; Wu, J.; An, B.; Voogd, N.J.; Cheng, W.; Lin, W. Bromopyrrole Alkaloids with the Inhibitory Effects against the Biofilm Formation of Gram Negative Bacteria. Mar. Drugs 2018, 16, 9.

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