119967-97-4Relevant academic research and scientific papers
SESQUITERPENE LACTONES AND OTHER CONSTITUENTS FROM SCHISTOSTEPHIUM SPECIES
Bohlmann, Ferdinand,Jakupovic, Jasmin,Ahmed, Maniruddin,Schuster, Angelica
, p. 1623 - 1636 (1983)
From four Schistostephium species, in addition to known compounds, 43 new ones were isolated, three isocomene, two bisabolene, two eudesmane, two allo-himachalene and two nerolidol derivatives, two sesquiterpenes with a new carbon skeleton derived from isocomene, nine eudesmanolides, 20 6,12- and 8,12-germacranolides respectively, and a prostaglandin-like acid.The structures were elucidated by spectroscopic methods, especially high field 1H NMR and some chemical transformations.The stereochemistry of some 8,12-germacranolides was established by partial synthesis which required revision of the previous assignments of the configuration of inunolide, its 4,5- and 1,10-epoxide, vernudifloride, simsiolide, 6-hydroxy-1,10-epoxyinunolide and perhaps also of tanachin.The chemotaxonomic situation is discussed briefly.Key Word Index - Schistostephium artemisiifolium; S. crategifolium; S. heptalobum; S. rotundifolium; Compositae; Anthemidae; sesquiterpenes; sesquiterpene lactones; eudesmanolides; germacranolides; prostaglandin-like acid.
