New humulane-type sesquiterpenes from the liverworts Tylimanthus tenellus and Marchantia emarginata subsp tosana
New humulane-type sesquiterpenes from the liverworts Tylimanthus tenellus and Marchantia emarginata subsp tosana
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DOI：
10.1248/cpb.52.481
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发表时间：
2004-04-01
影响因子：
1.7
通讯作者：
Asakawa, Y
中科院分区：
文献类型：
--
作者：
Toyota, M;Omatsu, I;Asakawa, Y
新西兰苔草Tylimanthustenellus的乙醚提取物产生了三个新的倍半萜，以及（+）-3，11-桉叶树二烯和（-）-4（15），11-桉叶树二烯，它们与从高等植物中分离的倍半萜是对映体。通过2D NMR光谱数据和/或X-射线晶体学分析确定了新倍半萜的结构。这些结构被证明是草兰型倍半萜醇及其2，4-己二烯二酸3，4-二羟基-2，5-二苯基-γ-内酯的酯。1，6-蛇麻二烯-10-醇也是从地钱中分离得到的。托萨娜通过对1，6-蛇麻二烯-10-醇的甲氧基-α-三氟甲基苯乙酰（MTPA）酯非对映异构体的H-1-NMR解析，确定了该化合物的绝对构型。经鉴定为（3S，10 R）-1，6-蛇麻二烯-10-醇。
The ether extract of the New Zealand liverwort Tylimanthus tenellus produced three new sesquiterpenes, together with (+)-3,11-eudesmadiene and (-)-4(15),11-eudesmadiene which were enantiomeric to those isolated from higher plants. The structures of the new sesquiterpenes were established by 2D NMR spectral data and/or X-ray crystallographic analysis. Those structures were shown to be humulane type sesquiterpene alcohol, and its esters of 2,4-hexadienedioic acid 3,4-dihydroxy-2,5-diphenyl-gamma-lactone. 1,6-Humuladien-10-ol was also isolated from Japanese liverwort Marchantia emarginata subsp. tosana. The absolute configuration of 1,6-humuladien-10-ol was determined by H-1-NMR resolution of its diastereomeric methoxy-alpha-trifluoromethylphenylacetyl (MTPA) esters. It was shown to be (3S,10R)-1,6-humuladien-10-ol.