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Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties

Extracts of the Floridian marine cyanobacterium Lyngbya cf. confervoides were found to deter feeding by reef fish and sea urchins (Diadema antillarum). This antifeedant activity may be a reflection of the secondary metabolite content, known to be comprised of many serine protease inhibitors. Further...

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Autores principales: Matthew, Susan, Ratnayake, Ranjala, Becerro, Mikel A., Ritson-Williams, Raphael, Paul, Valerie J., Luesch, Hendrik
Formato: Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2901826/
https://www.ncbi.nlm.nih.gov/pubmed/20631871
http://dx.doi.org/10.3390/md8061803
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author Matthew, Susan
Ratnayake, Ranjala
Becerro, Mikel A.
Ritson-Williams, Raphael
Paul, Valerie J.
Luesch, Hendrik
author_facet Matthew, Susan
Ratnayake, Ranjala
Becerro, Mikel A.
Ritson-Williams, Raphael
Paul, Valerie J.
Luesch, Hendrik
author_sort Matthew, Susan
collection PubMed
description Extracts of the Floridian marine cyanobacterium Lyngbya cf. confervoides were found to deter feeding by reef fish and sea urchins (Diadema antillarum). This antifeedant activity may be a reflection of the secondary metabolite content, known to be comprised of many serine protease inhibitors. Further chemical and NMR spectroscopic investigation led us to isolate and structurally characterize a new serine protease inhibitor 1 that is formally derived from an intramolecular condensation of largamide D (2). The cyclization resulted in diminished activity, but to different extents against two serine proteases tested. This finding suggests that cyanobacteria can endogenously modulate the activity of their protease inhibitors.
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spelling pubmed-29018262010-07-14 Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties Matthew, Susan Ratnayake, Ranjala Becerro, Mikel A. Ritson-Williams, Raphael Paul, Valerie J. Luesch, Hendrik Mar Drugs Article Extracts of the Floridian marine cyanobacterium Lyngbya cf. confervoides were found to deter feeding by reef fish and sea urchins (Diadema antillarum). This antifeedant activity may be a reflection of the secondary metabolite content, known to be comprised of many serine protease inhibitors. Further chemical and NMR spectroscopic investigation led us to isolate and structurally characterize a new serine protease inhibitor 1 that is formally derived from an intramolecular condensation of largamide D (2). The cyclization resulted in diminished activity, but to different extents against two serine proteases tested. This finding suggests that cyanobacteria can endogenously modulate the activity of their protease inhibitors. Molecular Diversity Preservation International 2010-06-04 /pmc/articles/PMC2901826/ /pubmed/20631871 http://dx.doi.org/10.3390/md8061803 Text en © 2008 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland http://creativecommons.org/licenses/by/3.0 This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Matthew, Susan
Ratnayake, Ranjala
Becerro, Mikel A.
Ritson-Williams, Raphael
Paul, Valerie J.
Luesch, Hendrik
Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties
title Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties
title_full Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties
title_fullStr Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties
title_full_unstemmed Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties
title_short Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties
title_sort intramolecular modulation of serine protease inhibitor activity in a marine cyanobacterium with antifeedant properties
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2901826/
https://www.ncbi.nlm.nih.gov/pubmed/20631871
http://dx.doi.org/10.3390/md8061803
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