title: Cymatherelactone and cymatherols A-C, polycyclic oxylipins from the marine brown alga Cymathere triplicata.
abstract: An investigation of the oxylipin chemistry of the temperate brown alga Cymathere triplicata led to the isolation of several secondary metabolites, cymatherelactone (1) and cymatherols A-C (2-4), the latter as their methyl ester derivatives (5-7), which contained cyclopentyl, cyclopropyl, epoxide and lactone rings. Their structures were elucidated using a combination of spectroscopic techniques and synthetic chemistry. Cymatherelactone (1), as well as R- and S-Mosher's esters of its seco acid, exhibited moderate sodium channel blocking activity.
authors.affiliation: Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California, San Diego, La Jolla, CA 92093-0212, United States.
authors.forename: Hyukjae
authors.initials: H
authors.lastname: Choi
authors.forename: Philip J
authors.initials: PJ
authors.lastname: Proteau
authors.forename: Tara
authors.initials: T
authors.lastname: Byrum
authors.forename: Alban R
authors.initials: AR
authors.lastname: Pereira
authors.forename: William H
authors.initials: WH
authors.lastname: Gerwick
mesh_terms: D008386:Marine Biology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D054883:Oxylipins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000459:Phaeophyceae / Q000737:chemistry*; D026941:Sodium Channel Blockers / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D054883:Oxylipins; D026941:Sodium Channel Blockers; C570165:cymatherelactone; C570166:cymatherol A; C570167:cymatherol B; C570168:cymatherol C