title: Credneramides A and B: neuromodulatory phenethylamine and isopentylamine derivatives of a vinyl chloride-containing fatty acid from cf. Trichodesmium sp. nov.
abstract: Credneramides A (1) and B (2), two vinyl chloride-containing metabolites, were isolated from a Papua New Guinea collection of cf. Trichodesmium sp. nov. and expand a recently described class of vinyl chloride-containing natural products. The precursor fatty acid, credneric acid (3), was isolated from both the aqueous and organic fractions of the parent fraction as well as from another geographically and phylogenetically distinct cyanobacterial collection (Panama). Credneramides A and B inhibited spontaneous calcium oscillations in murine cerebrocortical neurons at low micromolar concentrations (1, IC(50) 4.0 μM; 2, IC(50) 3.8 μM).
authors.affiliation: Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography and Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California at San Diego, La Jolla, California 92093, United States.
authors.forename: Karla L
authors.initials: KL
authors.lastname: Malloy
authors.forename: Takashi L
authors.initials: TL
authors.lastname: Suyama
authors.forename: Niclas
authors.initials: N
authors.lastname: Engene
authors.forename: Hosana
authors.initials: H
authors.lastname: Debonsi
authors.forename: Zhengyu
authors.initials: Z
authors.lastname: Cao
authors.forename: Teatulohi
authors.initials: T
authors.lastname: Matainaho
authors.forename: Carmenza
authors.initials: C
authors.lastname: Spadafora
authors.forename: Thomas F
authors.initials: TF
authors.lastname: Murray
authors.forename: William H
authors.initials: WH
authors.lastname: Gerwick
mesh_terms: D000588:Amines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000818:Animals; D001483:Base Sequence; D000458:Cyanobacteria; D005227:Fatty Acids / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D051379:Mice; D015394:Molecular Structure; D018377:Neurotransmitter Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D010219:Papua New Guinea; D010627:Phenethylamines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D053038:Quorum Sensing / Q000502:physiology
chemical_list: D000588:Amines; D005227:Fatty Acids; D018377:Neurotransmitter Agents; D010627:Phenethylamines; C570751:credneramide A; C570752:credneramide B