Sesterterpenoids and an alkaloid from a Thorectandra sp. as inhibitors of the phosphatase Cdc25B.
Bioassay-directed separation of an extract of a Thorectandra sp. sponge led to the isolation of three new sesterterpenoids, 16-oxoluffariellolide (1), 16-hydroxyluffariellolide (2) and (2E,6E,10E)-3-formyl-7,11-dimethyl-13-(2,6,6-trimethylcyclohex-1-enyl)trideca-2,6,10-trienoic acid (3); two known sesterterpenoids, luffariellolide (4) and dehydroluffariellolide diacid (5); and one known alkaloid, fascaplysin (6). The structures of the new compounds 1-3 were established on the basis of extensive 1D and 2D NMR spectroscopic data interpretation. Compound 6 showed inhibitory activity in the Cdc25B assay, with an IC50 value of 1.0 microg/mL.
Cao
Shugeng
S
Department of Chemistry, M/C 0212, Virginia Polytechnic Institute and State University, Blacksburg, VA 24061-0212, USA.
Foster
Caleb
C
Lazo
John S
JS
Kingston
David G I
DG
D000470:Alkaloids / Q000494:pharmacology*; D000818:Animals; D018797:Cell Cycle Proteins / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D011161:Porifera / Q000737:chemistry*; D012717:Sesquiterpenes / Q000494:pharmacology*; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D020687:cdc25 Phosphatases / Q000037:antagonists & inhibitors*
D000470:Alkaloids; D018797:Cell Cycle Proteins; D004791:Enzyme Inhibitors; D012717:Sesquiterpenes; D020687:cdc25 Phosphatases