title: Omaezallene from red alga Laurencia sp.: structure elucidation, total synthesis, and antifouling activity.
abstract: Natural antifouling products have been the subject of considerable attention. We screened marine algae for antifouling activity and discovered omaezallenes, the new bromoallene-containing natural products isolated from the red alga Laurencia sp. Described is the isolation, structure elucidation, and total syntheses of omaezallenes. The relative and absolute configurations of natural omaezallenes were unambiguously established through total synthesis. The antifouling activities and ecotoxicity of omaezallenes were also evaluated.
authors.affiliation: Graduate School of Environmental Science, Hokkaido University, Sapporo 060-0810 (Japan).
authors.forename: Taiki
authors.initials: T
authors.lastname: Umezawa
authors.forename: Yuko
authors.initials: Y
authors.lastname: Oguri
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Matsuura
authors.forename: Shohei
authors.initials: S
authors.lastname: Yamazaki
authors.forename: Masahiro
authors.initials: M
authors.lastname: Suzuki
authors.forename: Erina
authors.initials: E
authors.lastname: Yoshimura
authors.forename: Takeshi
authors.initials: T
authors.lastname: Furuta
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Nogata
authors.forename: Yukihiko
authors.initials: Y
authors.lastname: Serisawa
authors.forename: Kazuyo
authors.initials: K
authors.lastname: Matsuyama-Serisawa
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Abe
authors.forename: Fuyuhiko
authors.initials: F
authors.lastname: Matsuda
authors.forename: Minoru
authors.initials: M
authors.lastname: Suzuki
authors.forename: Tatsufumi
authors.initials: T
authors.lastname: Okino
mesh_terms: D000466:Alkadienes / Q000138:chemical synthesis / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D006842:Hydrocarbons, Brominated / Q000138:chemical synthesis / Q000737:chemistry; D044722:Laurencia / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D000466:Alkadienes; D001688:Biological Products; D006842:Hydrocarbons, Brominated; C025947:propadiene
keywords: allenes; antifouling; natural products; structure elucidation; total synthesis