Antifouling activity of simple synthetic diterpenoids against larvae of the barnacle Balanus albicostatus Pilsbry.

Antifouling activity of simple synthetic diterpenoids against larvae of the barnacle Balanus albicostatus Pilsbry.
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DOI:
10.3390/molecules15118072
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发表时间:
2010-11-09
期刊:
Molecules (Basel, Switzerland)
影响因子:
--
通讯作者:
Lin YM
Lin YM
中科院分区:
其他
文献类型:
--
作者:
Chen JD;Yi RZ;Sun CL;Feng DQ;Lin YM

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以ent-8(14)-pimarene-15 R,16-diol为起始原料,合成了5个新的海松烷二萜化合物1-5。通过广泛的NMR和MS分析鉴定了结构。用辣椒素作为阳性对照,评价了辣椒素对藤壶白脊藤壶幼虫定居的抑制活性。化合物1-3和5的抗氧化活性均高于辣椒碱。化合物5表现出与起始原料几乎相同的抗氧化活性,显示出比起始原料更好的稳定性。这些化合物对藤壶B幼虫的附着均表现出无毒的抑制活性。白嵴龙构效关系(SAR)分析表明,海松烷型二萜C-15和C-16位上的取代基是影响其抗肿瘤活性的主要因素。
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.
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