title: C(15) Acetogenins from the red alga Laurencia obtusa.
abstract: Four C(15) acetogenins, 13-epilaurencienyne (3Z) (1), 13-epipinnatifidenyne (3E) (2), (3E, 6S(*), 7R(*), 9S(*), 10S(*), 12R(*))-9-chloro-13-bromo-6:12-epoxy-7, 10-diacetoxypentadec-3-en-1-yne (3), (3Z, 6S(*), 7R(*), 9S(*), 10S(*), 12R(*))-9-chloro-13-bromo-6:12-epoxy-7, 10-diacetoxypentadec-3-en-1-yne (4), along with the known 13-epilaurencienyne (3E) (5), have been isolated from the organic extract of the red alga Laurencia obtusa, collected in the Aegean Sea, Greece. The structures of the new natural products, as well as their relative stereochemistry, were established by means of spectral data analysis, including 2D NMR spectroscopic experiments. Some of the new metabolites exhibited significant insecticidal activity.
authors.affiliation: Department of Pharmacy, Division of Pharmacognosy, University of Athens, Panepistimioupolis Zografou, 157 71, Athens, Greece.
authors.forename: Dimitra
authors.initials: D
authors.lastname: Iliopoulou
authors.forename: Constantinos
authors.initials: C
authors.lastname: Vagias
authors.forename: Catherine
authors.initials: C
authors.lastname: Harvala
authors.forename: Vassilios
authors.initials: V
authors.lastname: Roussis
mesh_terms: D000818:Animals; D001000:Ants / Q000187:drug effects; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007306:Insecticides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000461:Rhodophyta / Q000737:chemistry*
chemical_list: C450179:13-epilaurencienyne; C450180:9-chloro-13-bromo-6,12-epoxy-7,10-diacetoxypentadec-3-en-1-yne; D006573:Heterocyclic Compounds, 1-Ring; D007306:Insecticides