Protein Phosphatase Inhibitors Isolated from Spongia irregularis Collected in Papua New Guinea

Irregularasulfate (1), a new nitrogen-containing sesterterpenoid, and the known sesterterpenoids hipposulfate C (2), halisulfate-7 (3), and igernellin (4), have been isolated from the marine sponge Spongia irregularis collected in Papua New Guinea. The structure of 1 was elucidated via analysis of i...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2007-11, Vol.70 (11), p.1812-1815
Main Authors: Carr, Gavin, Raszek, Mikolaj, Soest, Rob Van, Matainaho, Teatulohi, Shopik, Micheal, Holmes, Charles F. B, Andersen, Raymond J
Format: Article
Language:English
Subjects:
Animals
Biological and medical sciences
Calcineurin Inhibitors
General pharmacology
Marine
Marine Biology
Medical sciences
Molecular Structure
Papua New Guinea
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
Phosphoprotein Phosphatases - antagonists & inhibitors
Porifera - chemistry
Sesterterpenes - chemistry
Sesterterpenes - isolation & purification
Sesterterpenes - pharmacology
Spongia
Terpenes - chemistry
Terpenes - isolation & purification
Terpenes - pharmacology
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Summary:Irregularasulfate (1), a new nitrogen-containing sesterterpenoid, and the known sesterterpenoids hipposulfate C (2), halisulfate-7 (3), and igernellin (4), have been isolated from the marine sponge Spongia irregularis collected in Papua New Guinea. The structure of 1 was elucidated via analysis of its spectroscopic data. Sesterterpenoids 1, 2, and 3 are moderate inhibitors of the catalytic subunits of the mammalian Ser/Thr protein phosphatases calcineurin, PP-1, and PP-2A. The phosphate analogue of 3 and the thiophosphate analogue of 2 have been prepared from the corresponding natural products and evaluated for their ability to inhibit the phosphatase activity of calcineurin.
ISSN:0163-3864
1520-6025
DOI:10.1021/np0702887