title: Anti-barnacle activity of novel simple alkyl isocyanides derived from citronellol.
abstract: Twenty novel simple alkyl isocyanides derived from citronellol were synthesized and evaluated for their antifouling activity and toxicity against cypris larvae of the barnacle, Balanus amphitrite. The anti-barnacle activity of the synthesized isocyanides was in the EC(50) range of 0.08-1.49 μg ml(-1). Simple isocyanides containing a benzoate and chloro group showed the most potent anti-barnacle activity. In addition, none of the synthesized compounds showed significant toxicity and LC(50) values were <10 μg ml(-1). The LC(50)/EC(50) ratios of almost all of the synthesized compounds were >10(2). The results indicate that these simple isocyanides are promising low-toxicity antifouling agents.
authors.affiliation: Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology, Fuchu-shi, Tokyo, Japan. kitayo@cc.tuat.ac.jp
authors.forename: Yoshikazu
authors.initials: Y
authors.lastname: Kitano
authors.forename: Chika
authors.initials: C
authors.lastname: Akima
authors.forename: Erina
authors.initials: E
authors.lastname: Yoshimura
authors.forename: Yasuyuki
authors.initials: Y
authors.lastname: Nogata
mesh_terms: D000080462:Acyclic Monoterpenes; D000818:Animals; D003486:Cyanides / Q000138:chemical synthesis* / Q000633:toxicity*; D007814:Larva / Q000187:drug effects; D008386:Marine Biology; D015394:Molecular Structure; D039821:Monoterpenes / Q000737:chemistry*; D001468:Thoracica / Q000187:drug effects*; D018675:Toxicity Tests
chemical_list: D000080462:Acyclic Monoterpenes; D003486:Cyanides; D039821:Monoterpenes; C007078:citronellol