Journal
BIOFOULING
Volume 28, Issue 8, Pages 857-864Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/08927014.2012.717071
Keywords
antifouling; anti-larval settlement; barnacle; butenolides; structural optimization; side chain modification; lipophilicity
Funding
- China Ocean Mineral Resources Research and Development Association [DY125-15-T-02]
- Research Grants Council of the HKSAR
- National Natural Science Foundation of China [N_HKUST602/09]
- King Abdullah University of Science and Technology [SA-C0040/UK-C0016]
Ask authors/readers for more resources
A recent global ban on the use of organotin compounds as antifouling agents has increased the need for safe and effective antifouling compounds. In this study, a series of new butenolide derivatives with various amine side chains was synthesized and evaluated for their anti-larval settlement activities in the barnacle, Balanus amphitrite. Side chain modification of butenolide resulted in butenolides 3c-3d, which possessed desirable physico-chemical properties and demonstrated highly effective non-toxic anti-larval settlement efficacy. A structure-activity relationship analysis revealed that varying the alkyl side chain had a notable effect on anti-larval settlement activity and that seven to eight carbon alkyl side chains with a tert-butyloxycarbonyl (Boc) substituent on an amine terminal were optimal in terms of bioactivity. Analysis of the physico-chemical profile of butenolide analogues indicated that lipophilicity is a very important physico-chemical parameter contributing to bioactivity.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available