Antifouling Activity of Simple Synthetic Diterpenoids against Larvae of the Barnacle Balanus albicostatus Pilsbry

Molecules

Jun-De Chen¹  Rui-Zao Yi¹  Cui-Ling Sun¹  Dan-Qing Feng¹ 

[1] ¹Research Center for the Chemistry and Chemical Engineering of Marine Biological Resource, The Third Institute of Oceanography of the State Oceanic Administration, Xiamen 361005, China

关键词: pimarane diterpenoid;    synthesis;    antifouling activity;    structure-activity relationship;   

DOI  :  10.3390/molecules15118072

来源: mdpi

【 摘 要 】

Five new pimarane diterpenoids 1-5 were synthesized using ent-8(14)-pimarene-15R,16-diol as starting material. The structures were elucidated by means of extensive NMR and MS analysis. The antifouling activity against larval settlement of the barnacle Balanus albicostatus were evaluated using capsaicin as a positive control. Compounds 1-3 and 5 showed more potent antifouling activity than capsaicin. Compound 5, which exhibited almost the same antifouling activity as starting material, showed better stability than starting material. These compounds all showed antifouling activity in a non-toxic way against larval settlement of the barnacle B. albicostatus. Analysis of structure-activity relationships (SAR) demonstrated that the substituents on the C-15 and C-16 position of pimarane diterpenoid were responsible for the antifouling activity.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.