New oxygenated sesquiterpenes from the Indonesian soft coral Nephthea chabrolii

New oxygenated sesquiterpenes from the Indonesian soft coral Nephthea chabrolii
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DOI:
10.1021/np960699f
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发表时间:
1997-07-01
影响因子:
5.1
通讯作者:
Kunzmann, A
Kunzmann, A
中科院分区:
生物学2区
文献类型:
--
作者:
Handayani, D;Edrada, RA;Kunzmann, A

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印度尼西亚软珊瑚Nephthea chabrolii提供了两种新的含氧倍半萜:hydroxycolrenone(1)和methoxycolrenone(2),以及已知的苔类代谢产物(+)- cyclocolrenone(3)。这是首次在海洋软珊瑚中发现陆生苔类代谢物。新化合物的结构在核磁共振光谱数据(H-1, C-13, COSY, H-1缺陷的直接和远程C-13-H-1相关性)的基础上得到了明确的建立。化合物1对滨海夜蛾(Spodoptera littoralis)幼虫有杀虫活性,其EC50值为8.8 ppm, LC50值为453ppm。
The Indonesian soft coral Nephthea chabrolii afforded two new oxygenated sesquiterpenes: hydroxycolorenone (1) and methoxycolorenone (2), as well as the known liverwort metabolite (+)-cyclocolorenone (3). This is the first report of the occurrence of such terrestrial liverwort metabolites in marine soft corals. The structures of the new compounds were unambiguously established an the basis of NMR spectroscopic data (H-1, C-13, COSY, H-1-defected direct and long-range C-13-H-1 correlations). Compound 1 exhibited insecticidal activity towards neonate larvae of the polyphagous pest insect Spodoptera littoralis, with an EC50 of 8.8 ppm and a LC50 of 453 ppm, when incorporated in artificial diet and offered to larvae in a chronic feeding bioassay.