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  • Anti-barnacle activity of novel simple alkyl isocyanides derived from citronellol.

Anti-barnacle activity of novel simple alkyl isocyanides derived from citronellol.

Biofouling (2011-02-01)
Yoshikazu Kitano, Chika Akima, Erina Yoshimura, Yasuyuki Nogata
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(R)-(+)-β-Citronellol, 95%
Supelco
(−)-β-Citronellol, analytical standard
Sigma-Aldrich
(S)-(−)-β-Citronellol, ≥97%
Sigma-Aldrich
Citronellol, ≥95%, FCC, FG
Sigma-Aldrich
β-Citronellol, 95%
Supelco
(±)-β-Citronellol, analytical standard
Sigma-Aldrich
Citronellol, mixture of isomers, natural, ≥95%, FG