Article

Antifeedant and antifouling briaranes from the South China Sea gorgonian Junceella juncea

Chemistry of Natural Compounds (impact factor: 1.03). 04/2012; 45(1):49-54. DOI:10.1007/s10600-009-9255-8 pp.49-54

ABSTRACT A new briarane diterpene, juncin ZII (1), along with three known briaranes (2–4), was isolated from the EtOH/CH2Cl2 extracts of the South China Sea gorgonian Junceella juncea. The structure of 1 was established by extensive spectroscopic analysis, including 1D and 2D NMR data. For compounds 1–4 and eight other briaranes (5–12) isolated from J. juncea previously, the antifeedant activity against second-instar larvae of Spodoptera litura and cytotoxicity against S. litura cells were investigated, and it was observed that they all exhibit medium antifeedant activity. Compounds 1, 8, 9, and 12 also showed potent antifouling activity against the larval settlement of barnacle Balanus amphitrite at nontoxic concentrations with EC50 values of 0.004, 0.005, 2.82, and 0.447 μg/mL, respectively, while all compounds did not show obvious cytotoxicity against
tumor cell lines K562, A549, Hela, and Hep-2. Their structure-activity relationship was discussed.

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Keywords

barnacle Balanus amphitrite
 
cytotoxicity
 
EC50 values
 
extensive spectroscopic analysis
 
J. juncea
 
juncin ZII
 
larval settlement
 
obvious cytotoxicity
 
potent antifouling activity
 
S. litura cells
 
second-instar larvae
 
South China Sea gorgonian Junceella juncea
 
structure-activity relationship
 
tumor cell lines K562