Guaianolides from Acroptilon repens

Two new guaianolides have been isolated from the aerial parts of Acroptilon repens.     

Sesquiterpene lactones from Inezia integrifolia

Inezia integrifolia afforded, in addition to known compounds, three new eudesmanolides and a guaianolide. Two of the eudesmanolides were obtained as a mixture. The relative position of the ester groups could not be determined with certainty. The chemotaxonomy is discussed briefly.     

Furanoheliangolides from two Eremanthus species and from Chresta sphaerocephala

The investigation of Eremanthus crotonoides afforded in addition to known compounds three new furanoheliangolides, while from E. glomerulatus six new furanoheliangolides and eremantholides were isolated. From the aerial parts of Chresta sphaerocephala a new guaianolide was obtained, while the roots contained known furanoheliangolides. The chemotaxonomy of the subtribe Lychnophorinae is discussed briefly.     

Integrifolin,a guaianolide from Andryala integrifolia

Integrifolin, the major constituent of Andryala integrifolia, has been isolated and characterized as 3β,8β-dihydroxy-4(15),10(14),11(13)-trien-(1αH), (5αH) guaian-6,12-olide (8-epi-desacylcynaropicrin).     

Glaucolide-like sesquiterpene lactones from Cotula cinerea

The aerial parts of Cotula cinerea gave, in addition to widespread compounds, a characteristic diacetylenic spiroketal enolether and several sesquiterpene lactones, three of them being glaucolide-like lactones. The structures were elucidated by highfield ¹H NMR spectroscopy.     

Two sesquiterpene lactones from artemisia species

Two new sesquiterpene lactones, himeyoshin and montanone, were isolated from Artemisia feddei and A. montana, respectively and identified by chemical and spectral data as1α,2α-epoxy-3-oxo-5,6-dihydroalantolactone and 1,10-dihydro-11,13-dehydromatricarin.     

Guaianolide α-arabinopyranosides from Helenium amarum

The aerial parts of Helenium amarum afforded, in addition to compounds reported previously, several known sesquiterpene lactones as well as some new ones, two pseudoguaianolides and a complex mixture of guaianolide α-arabinopyranosides, which differed in the position of the double bond, the configuration at C-8 and the position of an acetate group in the sugar moiety. Furthermore seco-caryophyllenes and phenylpropane derivatives were isolated. The structures were elucidated by spectroscopic methods and few chemical transformations.     

A guaianolide from Magnolia grandiflora

The leaves of Magnolia grandiflora afforded in addition to costunolide diepoxide and parthenolide a guaianolide named magnograndiolide.     

Three germacranolides and other constituents from Eremanthus species

The re-investigation of Eremanthus glomerulatus afforded three new germacranolides and a guaianolide, while from E. mollis two known furanoheliangolides and a new phenylpropanol derivative were isolated. The germacranolides most probably are precursors of the widespread glaucolides. The structures were elucidated by spectroscopic methods. The chemotaxonomic situation is discussed briefly.     

8,6-Hydroxy dehydrozaluzanin C from Andryala pinnatifida

The roots of Andryala pinnatifida afforded 8β-hydroxy dehydrozaluzanin C.     

Guaianolides and lignans from Centaurea solstitialis subs Schouwii

Aerial parts of Centaurea solstitialis subs schouwii afforded the guaianolides cynaropicrin and aguerin B and the lignans arctigenin and matairesinol. The structure of a third guaianolide previously found also in Centaurea behen was revised.     

Further glaucolides from south african Vernonia species

The investigation of three South African Vernonia species afforded minute amounts of five new glaucolides, two monoepoxides and three diepoxides. The structures were elucidated by ¹H NMR spectroscopy. The roots of Vernonia sutherlandii contain, in addition to vernonataloide, bergamotene and santalene, minute amounts of the corresponding acetoxy derivatives.     

New germacranolides and other sesquiterpene lactones from Dicoma species

Two subspecies of Dicoma anomala afforded, in addition to known compounds, an eudesmanolide, a guaianolide and four germacranolides, the latter being closely related 8, 12-lactones. D. schinzii gave three new germacranolides and D. zeyheri a pair of isomeric acetylenic compounds. The structures were elucidated by highfield ¹H NMR spectroscopy. The chemotaxonomic situation of this genus is discussed briefly.     

A guaianolide from Guevaria sodiroi

A new guaianolide has been isolated from Guevaria sodiroi. It has been assigned the trivial name guevariolide and its structure elucidated.     

Guaianolides from Centaurea kotschyi

The aerial parts of Centaurea kotschyi (var. kotschyi) afforded, besides three known sesquiterpene lactones, a new derivative of linichlorin B.     

A Eudesmanolide and a guaianolide from Cyathocline purpurea

Two new sesquiterpene lactones, the eudesmanolide, isoivangustin, and the guaianolide, 6α-hydroxy-4(14),10(15)-guaianadien-8α,12-olide, have been isolated from Cyathocline purpurea.