Mar. Drugs 2010, 8(6), 1803-1816; doi:10.3390/md8061803
Article

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

1email, 1email, 2,†email, 2email, 2,* email and 1,* email
Received: 15 April 2010; in revised form: 2 June 2010 / Accepted: 2 June 2010 / Published: 4 June 2010
(This article belongs to the Special Issue Algal Toxins)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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.
Keywords: cyanobacteria;Lyngbya; antifeedant activity; serine protease inhibitors; cyclodepsipeptides
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MDPI and ACS Style

Matthew, S.; Ratnayake, R.; Becerro, M.A.; Ritson-Williams, R.; Paul, V.J.; Luesch, H. Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties. Mar. Drugs 2010, 8, 1803-1816.

AMA Style

Matthew S, Ratnayake R, Becerro MA, Ritson-Williams R, Paul VJ, Luesch H. Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties. Marine Drugs. 2010; 8(6):1803-1816.

Chicago/Turabian Style

Matthew, Susan; Ratnayake, Ranjala; Becerro, Mikel A.; Ritson-Williams, Raphael; Paul, Valerie J.; Luesch, Hendrik. 2010. "Intramolecular Modulation of Serine Protease Inhibitor Activity in a Marine Cyanobacterium with Antifeedant Properties." Mar. Drugs 8, no. 6: 1803-1816.

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