Synthesis and anti-barnacle activities of novel 3-isocyanotheonellin analogues
Yoshikazu Kitano1, Atsuko Yokoyama, Yasuyuki Nogata
1Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan. kitayo@cc.tuat.ac.jp
Abstract:
An antifouling active natural compound, 3-isocyanotheonellin, and its analogues were synthesized and evaluated for antifouling activity against the larvae of the barnacle Balanus amphirite in order to explore structure-activity relationships. The anti-barnacle effect of the 3-isocyanotheonellin analogues was in the EC50 range 0.18-7.20 micrograms ml-1. Some synthesized analogues exhibited potent antifouling activity as high as 3-isocyanothoenllin, and none of the synthesized isocyano compounds showed significant toxicity. The results of the present study suggest that an isocyano group and a hydrophobic site at a suitable position are important for potent antifouling activity without toxicity.
