Huneck, S., Connolly, J. D., Harrison, L. J., Joseph, R., Phillips, W. R., Rycroft, D. S., Ferguson, G. and Parvez, M. (1986) New labdane diterpenoids from the liverwort Scapania undulata. Journal of Chemical Research(5), (S) 162-163; (M) 1601–1656.
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Abstract
Scapanin A, a diterpenoid isolated from the liverwort Scapania undulata (L.) Dum., and originally named 'scapanin', is shown to be (11S,12Z)-8α,12-epoxy-5α,11-dihydroxylabda-12,14-dien-1-one (4). Nine other new ladbane derivatives, (19) (scapanin B), (24), (29), (35), and (39)–(43), and a novel rearranged labdane (44) (scapanin G) have also been isolated from S. undulata.
The structures were elucidated on the basis of 1H and 13C n.m.r. studies, chemical transformations, and X-ray crystal-structure determinations of the diol (25) and 14,15-dihydroscapanin A (7). The absolute configurations of scapanin A (4) and the alcohol (41) were assigned from the c.d. spectra of their derivatives (14) and (45) respectively.
Item Type: | Articles |
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Keywords: | Liverwort, natural product chemistry, NMR spectroscopy. |
Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Connolly, Professor Joseph and Rycroft, Dr David |
Authors: | Huneck, S., Connolly, J. D., Harrison, L. J., Joseph, R., Phillips, W. R., Rycroft, D. S., Ferguson, G., and Parvez, M. |
Subjects: | Q Science > QD Chemistry Q Science > QK Botany |
College/School: | College of Science and Engineering > School of Chemistry |
Journal Name: | Journal of Chemical Research |
Publisher: | The Royal Society of Chemistry |
ISSN: | 0308-2342 |
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