Nardosinanols A-I and lemnafricanol, sesquiterpenes from several soft corals, Lemnalia sp., Paralemnalia clavata, Lemnalia africana, and rhytisma fulvum fulvum

Nardosinanols A-I and lemnafricanol, sesquiterpenes from several soft corals, Lemnalia sp., Paralemnalia clavata, Lemnalia africana, and rhytisma fulvum fulvum
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DOI:
10.1021/np070550b
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发表时间:
2008-03-01
影响因子:
5.1
通讯作者:
Kashman, Yoel
Kashman, Yoel
中科院分区:
生物学2区
文献类型:
--
作者:
Bishara, Ashgan;Yeffet, Dina;Kashman, Yoel

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从肯尼亚软珊瑚Lemnalia sp.、Paralemnalia clavata、Lemnalia africana和Rhytisma fulvum Fvum中分离得到10个新的倍半萜,它们分别是:那多酚A-I(1-9)和Lemnafricol(10)。通过MS、COSY((1)H-(1)H关联式)、HSQC、HMBC和NOESY核磁共振波谱实验以及化合物5的化学转化,确定了这些化合物的结构和相对立体化学。9个化合物(1-9)是基于那多烷骨架的(1-6为氮杂环丁烷,7-9为苦马豆烷)。柠檬醇(10)具有一种新的三环骨架。化合物3、7和10对卤虾有毒性,其LC_(50)分别为4.0、0.35和0.32微米。
Ten new sesquiterpenes, nardosinanols A-I (1-9) and lemnafricanol (10), have been isolated from several Kenyan soft corals, i.e., from Lemnalia sp., Paralemnalia clavata, Lemnalia africana, and Rhytisma fulvum fulvum. The structures and relative stereochemistry of these compounds were elucidated by interpretation of MS, COSY ((1)H-(1)H correlations), HSQC, HMBC, and NOESY NMR spectroscopic experiments and in the case of 5 also by chemical transformation to compounds 11 and 12. Nine compounds (1-9) are based on the nardosinane skeleton (1-6 are nardosinanes and 7-9 nomardosinanes). Lemnafricanol (10) possesses a novel tricyclic skeleton. Compounds 3, 7, and 10 were found to be toxic to brine shrimp with LC50 values of 4.0, 0.35, and 0.32,uM, respectively.