New humulane-type sesquiterpenes from the liverworts Tylimanthus tenellus and Marchantia emarginata subsp. tosana. Toyota, M., Omatsu, I., Braggins, J., & Asakawa, Y. Chemical pharmaceutical bulletin, 52(4):481-484, 2004. abstract bibtex 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 (1)H-NMR resolution of its diastereomeric methoxy-alpha-trifluoromethylphenylacetyl (MTPA) esters. It was shown to be (3S,10R)-1,6-humuladien-10-ol.
@article{
title = {New humulane-type sesquiterpenes from the liverworts Tylimanthus tenellus and Marchantia emarginata subsp. tosana.},
type = {article},
year = {2004},
pages = {481-484},
volume = {52},
institution = {Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.},
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abstract = {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 (1)H-NMR resolution of its diastereomeric methoxy-alpha-trifluoromethylphenylacetyl (MTPA) esters. It was shown to be (3S,10R)-1,6-humuladien-10-ol.},
bibtype = {article},
author = {Toyota, Masao and Omatsu, Ikuko and Braggins, John and Asakawa, Yoshinori},
journal = {Chemical pharmaceutical bulletin},
number = {4}
}
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