Fukuda Takuya, Wagatsuma Hideki, Kominami Yoshifumi, Nogata Yasuyuki, Yoshimura Erina, Chiba Kazuhiro, Kitano Yoshikazu
Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu-shi, Tokyo, 183-8509, Japan.
Environmental Science Research Laboratory, Central Research Institute of Electric Power Industry, 1646 Abiko, Abiko-shi, Chiba, 270-1194, Japan.
Chem Biodivers. 2016 Nov;13(11):1502-1510. doi: 10.1002/cbdv.201600063. Epub 2016 Oct 19.
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 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.
新型高效防污活性化合物的创制对于开发环境友好型防污剂至关重要。合成了15种源自蛋白质氨基酸的异腈同系物，并研究了这些化合物对藤壶白脊藤壶无节幼虫的防污活性和毒性。所有合成的氨基酸异腈在暴露120小时后均表现出强大的防藤壶活性，EC值为0.07 - 10.34μg/ml，且无明显毒性。此外，7种化合物在暴露120小时后，在10μg/ml浓度下对无节幼虫的附着抑制率超过95%，且未观察到任何死亡现象。考虑到它们的结构，这些氨基酸异腈最终会被生物降解为其原始的无毒氨基酸。这些对于专注于开发环境友好型防污剂的进一步研究应该是有用的。
