Gymnomitrol and related sesquiterpenoids from the liverwort Gymnomitrion obtusum(Lindb) pears (Hepaticae). A novel tricyclic skeleton
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 2487-2493
- https://doi.org/10.1039/p19740002487
Abstract
Gymnomitrol, a novel tricyclic sesquiterpenoid from the liverwort Gymnomitrion obtusum(Lindb) Pears, is shown to be (1S,2S,6S,7R,11S)-1,2,6-trimethyl-8-methylenetricyclo[5.3.1.02,6]undecan-11-ol (1) by chemical and spectroscopic methods. Seven compounds containing the same skeleton were also obtained from the extract. The bridge 11-hydroxy-group of isogymnomitrol (18) is epimerised on treatment with acid. Treatment of 1,2,6-trimethyl-5-oxo-8,8-oxymethylenetricyclo[5.3.1.02,6]undecan-11-yl acetate (24) with sodium borohydride gives 5,8-epoxy-8-hydroxymethyl-1,2,6-trimethyltricyclo[5.3.1.02,6]undecan-11-yl acetate (25).Keywords
This publication has 0 references indexed in Scilit: