Probing sponge-derived terpenoids for human 15-lipoxygenase inhibitors.
A human 15-lipoxygenase (15-HLO) assay has been employed to discover new marine-sponge-derived bioactive compounds. Extracts from two different sponges, Jaspis splendens (order Choristida, family Jaspidae) and Suberea sp. (order Verongida, family Aplysinellidae), exhibited potent IC(50) values of 0.4 and 0.1 microg/mL, respectively. Both are sources of terpenoids, and the former is a known source of (+)-jasplakinolide (7), which is inactive as a 15-HLO inhibitor. The terpenoids included (+)-(5S,6S)-subersin (1, IC(50) > 100 microM), (-)-(5R,10R)-subersic acid (2, IC(50) = 15 microM), jaspaquinol (3, IC(50) = 0.3 microM), and (-)-jaspic acid (4, IC(50) = 1.4 microM). Structure elucidations and lipoxygenase activity studies of these compounds are reported.
Carroll
J
J
Department of Chemistry and Biochemistry, Institute for Marine Sciences, University of California-Santa Cruz, California 95064, USA.
Jonsson
E N
EN
Ebel
R
R
Hartman
M S
MS
Holman
T R
TR
Crews
P
P
D000818:Animals; D006801:Humans; D020128:Inhibitory Concentration 50; D016859:Lipoxygenase Inhibitors; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013729:Terpenes / Q000494:pharmacology*
D016859:Lipoxygenase Inhibitors; D013729:Terpenes