2004 Volume 52 Issue 4 Pages 481-484
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-γ-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 1H-NMR resolution of its diastereomeric methoxy-α-trifluoromethylphenylacetyl (MTPA) esters. It was shown to be (3S,10R)-1,6-humuladien-10-ol.
