title: Pinnarine, another member of the halichlorine family. Isolation and preparation from pinnaic acid.
abstract: Pinnarine (1), a new macrocyclic alkaloid, was isolated from the black marine sponge Halichondria okadai. The structure was elucidated on the basis of 2D NMR and comparison with the spectra of the co-isolated known halichlorine. Further confirmation of the structure and the absolute configuration was validated by a synthetic method from authentic pinnaic acid and CD analysis. The isolation of pinnarine also suggested a biogenetic pathway from pinnaic acid to halichlorine.
authors.affiliation: Department of Chemistry, Graduate School of Science, Nagoya University, Furo-cho, Chikusa, Nagoya 464-8602, Japan.
authors.forename: Shu
authors.initials: S
authors.lastname: Xu
authors.forename: Hideaki
authors.initials: H
authors.lastname: Yoshimura
authors.forename: Norihito
authors.initials: N
authors.lastname: Maru
authors.forename: Osamu
authors.initials: O
authors.lastname: Ohno
authors.forename: Hirokazu
authors.initials: H
authors.lastname: Arimoto
authors.forename: Daisuke
authors.initials: D
authors.lastname: Uemura
mesh_terms: D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification*; D000818:Animals; D007564:Japan; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification*
chemical_list: D000470:Alkaloids; D013141:Spiro Compounds; C412666:halichlorine; C412665:pinnaic acid; C560318:pinnarine