Intramolecular modulation of serine protease inhibitor activity in a marine cyanobacterium with antifeedant properties.

Marine Drugs
Susan MatthewHendrik Luesch

Abstract

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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Citations

Dec 24, 2011·Natural Product Reports·John W BluntMichèle R Prinsep
Sep 1, 2012·European Journal of Organic Chemistry·Hyukjae ChoiWilliam H Gerwick
Apr 8, 2011·Natural Product Reports·Zhong Jin
May 14, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Lik Tong Tan, Ma Yadanar Phyo
Jan 3, 2021·International Journal of Biological Macromolecules·Noora BarzkarReza Nahavandi
Mar 5, 2021·Pharmacological Research : the Official Journal of the Italian Pharmacological Society·Abdur RaufKannan Rr Rengasamy
Feb 24, 2021·Proceedings of the National Academy of Sciences of the United States of America·Susan MatthewHendrik Luesch

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