METABOLITIES OF THE MARINE PROSOBRANCH MOLLUSK LAMELLARIA SP

METABOLITIES OF THE MARINE PROSOBRANCH MOLLUSK LAMELLARIA SP
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DOI:
10.1021/ja00305a027
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发表时间:
1985-01-01
影响因子:
15
通讯作者:
CLARDY, J
CLARDY, J
中科院分区:
化学1区
文献类型:
--
作者:
ANDERSEN, RJ;FAULKNER, DJ;CLARDY, J

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海洋前鳃类软体动物Lamellaria sp.含有4种芳香族代谢产物,即lamellarins A-D(1-4)。通过X射线晶体学研究确定了片螺素A(1)的结构,并通过光谱数据的解释指定了片螺素B-D(2-4)的结构。层状A(1)在溶液中以两种几何异构体的1:1混合物存在,这是由于围绕C1-C11键的旋转受限。分子力学计算表明,旋转势垒很大(> 600千卡/摩尔)。
The marine prosobranch mollusc, Lamellaria sp. contains four aromatic metabolies, lamellarins A-D (1-4). The structure of lamellarin A (1) was determined by an X-ray crystallographic study and the structures of lamellarins B-D (2-4) were assigned by interpretation of spectral data. Lamellarian A (1) exists in solution as a 1:1 mixture of two geometrical isomers due to restricted rotation about the C1-C11 bond. Molecular mechanics calculations revealed that the barrier to rotation was large (> 600 kcal/mol).