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Molecules 2010, 15(11), 8072-8081; doi:10.3390/molecules15118072
Communication
Antifouling Activity of Simple Synthetic Diterpenoids against Larvae of the Barnacle Balanus albicostatus Pilsbry
1
Research Center for the Chemistry and Chemical Engineering of Marine Biological Resource, The Third Institute of Oceanography of the State Oceanic Administration, Xiamen 361005, China
2
Department of Biology, School of Life Sciences, Xiamen University, Xiamen 361005, China
3
Department of Natural Products Chemistry, Institute for Biomedical Research, Xiamen University, Xiamen 361005, China
4
Department of Oceanography, College of Oceanography and Environmental Science, Xiamen University, Xiamen 361005, China
* Author to whom correspondence should be addressed.
Received: 14 October 2010; in revised form: 3 November 2010 / Accepted: 8 November 2010 / Published: 9 November 2010
Abstract: 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.
Keywords: pimarane diterpenoid; synthesis; antifouling activity; structure-activity relationship
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MDPI and ACS Style
Chen, J.-D.; Yi, R.-Z.; Sun, C.-L.; Feng, D.-Q.; Lin, Y.-M. Antifouling Activity of Simple Synthetic Diterpenoids against Larvae of the Barnacle Balanus albicostatus Pilsbry. Molecules 2010, 15, 8072-8081.
AMA StyleChen J-D, Yi R-Z, Sun C-L, Feng D-Q, Lin Y-M. Antifouling Activity of Simple Synthetic Diterpenoids against Larvae of the Barnacle Balanus albicostatus Pilsbry. Molecules. 2010; 15(11):8072-8081.
Chicago/Turabian StyleChen, Jun-De; Yi, Rui-Zao; Sun, Cui-Ling; Feng, Dan-Qing; Lin, Yi-Ming. 2010. "Antifouling Activity of Simple Synthetic Diterpenoids against Larvae of the Barnacle Balanus albicostatus Pilsbry." Molecules 15, no. 11: 8072-8081.
Molecules
EISSN 1420-3049
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