Sesterterpene glycinyl-lactams: a new class of glycine receptor modulator from Australian marine sponges of the genus Psammocinia.
Balansa W, Islam R, Fontaine F, Piggott A, Zhang H, Xiao X, Webb T, Gilbert D, Lynch J, Capon R (2013)
Publication Status: Published
Publication Type: Journal article, Original article
Publication year: 2013
Journal
Book Volume: 11
Pages Range: 4695-701
Journal Issue: 28
DOI: 10.1039/c3ob40861b
Abstract
Bioassay guided fractionation of three southern Australian marine sponges of the genus Psammocinia, selected for their ability to modulate glycine-gated chloride channel receptors (GlyRs), yielded the rare marine sesterterpenes (-)-ircinianin (1) and (-)-ircinianin sulfate (2), along with the new biosynthetically related metabolites (-)-ircinianin lactam A (3), (-)-ircinianin lactam A sulfate (4), (-)-oxoircinianin (5), (-)-oxoircinianin lactam A (6) and (-)-ircinianin lactone A (7). Acetylation of 1 returned (-)-ircinianin acetate (8). Whole cell patch-clamp electrophysiology on 1-8 established 3 as an exceptionally potent and selective α3 GlyR potentiator, and 6 as a selective α1 GlyR potentiator. The discovery and characterization of sesterterpenes 1-8, and in particular the glycinyl-lactams 3 and 6, provide valuable new insights into GlyR pharmacology. These insights have the potential to inform and inspire the development of new molecular tools to probe GlyR distribution and function, and therapeutics to treat a wide array of GlyR mediated diseases and disorders.
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APA:
Balansa, W., Islam, R., Fontaine, F., Piggott, A., Zhang, H., Xiao, X.,... Capon, R. (2013). Sesterterpene glycinyl-lactams: a new class of glycine receptor modulator from Australian marine sponges of the genus Psammocinia. Organic & biomolecular chemistry, 11(28), 4695-701. https://doi.org/10.1039/c3ob40861b
MLA:
Balansa, W, et al. "Sesterterpene glycinyl-lactams: a new class of glycine receptor modulator from Australian marine sponges of the genus Psammocinia." Organic & biomolecular chemistry 11.28 (2013): 4695-701.
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