Anti‐barnacle Activity of Isocyanides Derived from Amino Acids. Issue 11 (19th October 2016)

• Record Type: Journal Article
• Authors: Fukuda, Takuya; Wagatsuma, Hideki; Kominami, Yoshifumi; Nogata, Yasuyuki; Yoshimura, Erina; Chiba, Kazuhiro; Kitano, Yoshikazu
• Is Part Of: Chemistry & biodiversity. Volume 13:Issue 11(2016:Nov.)
• Page Start: 1502
• Page End: 1510
• Publication Date: 2016-10-19
• Subjects: Antifouling activity -- Barnacle -- Isocyanide -- Amino acids -- Structure–activity relationships; Biochemistry -- Periodicals; Molecular biology -- Periodicals; Biodiversity -- Periodicals; 572
• DOI: 10.1002/cbdv.201600063
• Languages: English
• ISSNs: 1612-1872

Abstract

Abstract : Creation of new potent antifouling active compounds is important for the development of environmentally friendly antifouling agents. Fifteen isocyanide congeners derived from proteinogenic amino acids were synthesized, and the antifouling activity and toxicity of these compounds against cypris larvae of the barnacle Balanus amphitrite were investigated. All synthesized amino acid‐isocyanides exhibited potent anti‐barnacle activity with EC 50 values of 0.07 – 10.34 μg/ml after 120 h exposure without significant toxicity. In addition, seven compounds showed more than 95% settlement inhibition of the cypris larvae at 10 μg/ml after 120 h exposure without any mortality observed. Considering their structure, these amino acid‐isocyanides would eventually be biodegraded to their original nontoxic amino acids. These should be useful for further research focused on the development of environmentally friendly antifoulants. Abstract :