title: Protein phosphatase inhibitors isolated from Spongia irregularis collected in Papua New Guinea.
abstract: 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.
authors.affiliation: Departments of Chemistry and Earth & Ocean Sciences, University of British Columbia, Vancouver, BC, Canada V6T 1Z1.
authors.forename: Gavin
authors.initials: G
authors.lastname: Carr
authors.forename: Mikolaj
authors.initials: M
authors.lastname: Raszek
authors.forename: Rob
authors.initials: R
authors.lastname: Van Soest
authors.forename: Teatulohi
authors.initials: T
authors.lastname: Matainaho
authors.forename: Micheal
authors.initials: M
authors.lastname: Shopik
authors.forename: Charles F B
authors.initials: CF
authors.lastname: Holmes
authors.forename: Raymond J
authors.initials: RJ
authors.lastname: Andersen
mesh_terms: D000818:Animals; D065095:Calcineurin Inhibitors; D008386:Marine Biology; D015394:Molecular Structure; D010219:Papua New Guinea; D010749:Phosphoprotein Phosphatases / Q000037:antagonists & inhibitors*; D011161:Porifera / Q000737:chemistry*; D054830:Sesterterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
chemical_list: D065095:Calcineurin Inhibitors; D054830:Sesterterpenes; D013729:Terpenes; C400351:halisulfate 7; C525477:hipposulfate C; C525478:igernellin; C525476:irregularasulfate; D010749:Phosphoprotein Phosphatases