Australian marine sponge alkaloids as a new class of glycine-gated chloride channel receptor modulator.
Balansa W, Islam R, Gilbert D, Fontaine F, Xiao X, Zhang H, Piggott A, Lynch J, Capon R (2013)
Publication Status: Published
Publication Type: Journal article, Original article
Publication year: 2013
Journal
Publisher: Elsevier
Book Volume: 21
Pages Range: 4420-5
Journal Issue: 14
DOI: 10.1016/j.bmc.2013.04.061
Abstract
Chemical analysis of a specimen of the sponge Ianthella cf. flabelliformis returned two new sesquiterpene glycinyl lactams, ianthellalactams A (1) and B (2), the known sponge sesquiterpene dictyodendrillin (3) and its ethanolysis artifact ethyl dictyodendrillin (4), and five known sponge indole alkaloids, aplysinopsin (5), 8E-3'-deimino-3'-oxoaplysinopsin (6), 8Z-3'-deimino-3'-oxoaplysinopsin (7), dihydroaplysinopsin (8) and tubastrindole B (9). The equilibrated mixture 6/7 exhibited glycine-gated chloride channel receptor (GlyR) antagonist activity with a bias towards α3 over α1 GlyR, while tubastrindole B (9) exhibited a bias towards α1 over α3 GlyR. At low- to sub-micromolar concentrations, 9 was also a selective potentiator of α1 GlyR, with no effect on α3 GlyR-a pharmacology that could prove useful in the treatment of movement disorders such as spasticity and hyperekplexia. Our investigations into the GlyR modulatory properties of 1-9 were further supported by the synthesis of a number of structurally related indole alkaloids.
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Australia (AU)How to cite
APA:
Balansa, W., Islam, R., Gilbert, D., Fontaine, F., Xiao, X., Zhang, H.,... Capon, R. (2013). Australian marine sponge alkaloids as a new class of glycine-gated chloride channel receptor modulator. Bioorganic & Medicinal Chemistry, 21(14), 4420-5. https://doi.org/10.1016/j.bmc.2013.04.061
MLA:
Balansa, W, et al. "Australian marine sponge alkaloids as a new class of glycine-gated chloride channel receptor modulator." Bioorganic & Medicinal Chemistry 21.14 (2013): 4420-5.
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