Neue C10-säureamide,furanoeremophilane und andere inhaltsstoffe aus bolivianischen Senecio-arten

The investigation of seven Bolivian Senecio species afforded in addition to known compounds five new furanoeremophilanes, two C₁₀-amides, a new isoeugenol ester and the isomer of pterophorin. The structures are elucidated mainly by spectroscopic methods. While most of the new compounds are closely related to those isolated before from Senecio species, four of them are unusual. Another is a new type of a furanoeremophilane; its biogenesis however, can be explained easily from known types.     

Neue sesquiterpenlactone und nerolidol-derivate aus Ursinia-arten

The aerial parts of U. anethoides afforded, in addition to new nerolidol derivatives, a new germacranolide. The structure could only be elucidated by formation of the corresponding pyrazoline derivative and by comparison of the ¹H NMR data with those of similar pyrazolines. The aerial parts of U. alpina also contain a new nerolidol derivative and, in addition to the known 9β-hydroxycostunolide, a new eudesmanolide. The roots of all species contain furanosesquiterpenes, which are also present in related genera.     

Neue acetylenverbindungen aus Leucanthemum-arten und revision der struktur eines germacranolids

The investigation of three Leucanthemum species afforded, in addition to known compounds, two new C₁₇-acetylenes, a new isovalerate, two phenolic acetylenes, a C₁₂-isobutylamide and a new farnesol derivative. Chrysanthemum ferulaceum contains deacetyllaurenobiolide (spiciformin) which is identical with a lactone from Inula britannica previously assumed to be a cis, cis-germacranolide.     

Einige neue furanoeremophilane aus Senecio-Arten

The investigation of two varieties of the South African S. hypochoerideus affords, besides known compounds, six new furanoeremophilanes and a pimarene-derivative. By contrast, S. greyi has yielded two further new furanoeremophilanes and a new eremophilene. These structures are elucidated mainly by spectroscopic methods. Chemotaxonomic aspects are briefly discussed.     

Neue phloroglucin-derivate aus Leontonyx-arten sowie weitere verbindungen aus vertretern der tribus inuleae

The investigation of several South African species of the tribe Inuleae afforded in addition to known compounds 16 new constituents. From Leontonyx a group of 9 new phloroglucinol derivatives, from Stoebe species two new p-hydroxyacetophenone, two thymol and two coumaric acid derivatives and from Relhania a new euparine-derivative were isolated. The structures are elucidated mainly by spectroscopic methods. The chemotaxonomic aspects are discussed briefly. The phloroglucinol derivatives, which in part are derived from geraniol, seem to be especially characteristic.     

Ein neues clerodan-derivat sowie weitere inhaltsstoffe aus der gattung Macowania ag

The roots of M. corymbosa afford three new benzofuran derivatives very closely related to leysseralangelicate isolated from the related genus Leyssera. The aerial parts of M. glandulosa contain, besides labdanolic acid, a new cis-clerodane derivative, its structure being elucidated by spectroscopic methods and by chemical reactions. The roots of a further Macowania species closely related to M. hamata afford a new ester related to m-thymol.     

Neue diterpene aus Gnaphalium-arten

The investigation of Gnaphalium undulatum afforded two new labdane derivatives, one having a new carbon skeleton, and a new flavonol. Furthermore, an unknown diterpene lactose is present; its structure, however, could not be elucidated. The only American species investigated contains the trans-isomer of the precursor of the acetylenic chloroenol ether, which is widespread in Gnaphalium and in related genera. The chemotaxonomic situation is discussed briefly.     

Neuartige sesquiterpenlactone und neue acetylenverbingen aus Athanasia-arten

The investigation of two further South African Athanasia-species afforded, in addition to known compounds, sixteen new ones, ten guaianolides, an eudesmanolide, three sesquiterpenes, a new enediynene and a phenylpropane derivative. The structures were elucidated by extensive NMR-studies. Three of the lactones are very unusual in having an endoperoxide bridge; their structures, however, were elucidated only indirectly. These further chemical results on Athanasia again add support to the idea that these species might be better placed in the genus Pentzia.     

Neue sesquiterpene,triterpene, flavanone und andere aromatische verbindungen aus Flourensia heterolepis

The investigation of a further Flourensia species afforded in addition to already known compounds 12 new sesquiterpene acids isolated as their methyl esters, a new eudesmane diol, four lupane derivatives and two flavanones, two cinnamic acid derivatives, also isolated as methyl esters and a ketone. The structures are elucidated mainly by spectroscopic methods and by some chemical transformations. Several of the compounds isolated are more or less similar to those isolated from other Flourensia species; the considerable amounts of eudesmanes, however, are unusual. The overall picture of the genus is still relatively uniform. Close relationships to Helianthella are obvious, while to Helianthus, placed in the same subtribe, no clear relations are visible.     

Chromones and flavans from Marshallia obovata

An investigation of Marshallia obovata afforded, in addition to known thymol derivatives, one new ester. Furthermore six new chromone derivatives, all prenylated, were present together with the known spathelia chromene. The main constituent was a flavan already isolated from M. grandiflora but five new flavans were also isolated. Besides other widespread compounds a tetraester of inositol was isolated in minute amounts. All the structures were elucidated by spectroscopic methods or chemical transformations. Surprisingly, even the main 4-methoxyflavan could be split by periodic acid.     

Neue furanoeremophilane und andere sesquiterpene aus vertretern der gattung Euryops

Investigation of a further 27 Euryops species affords, besides known compounds, 55 new furanoeremophilanes together with several other compounds. The configuration of six furanoeremophilanes earlier given as 10β-H has to be changed to 10α-H. Furthermore 9 new eremophilenes were isolated; the configurations of four compounds of this type isolated before have had to be changed. One of the eremophilenes is esterified with 3-methylpent-3(E)-enoic acid, not found before in nature. Two hemiacetals, which are probable precursors of the furanoerephilanes, and a corresponding lactone are also present. Furthermore two benzylic esters, cis-caryophyllene, a bicyclo-germacrene derivative, and a new oplopanone derivative have been found. The structures are elucidated mainly by spectroscopic methods together with some chemical transformations. From the chemotaxonomic viewpoint, the high concentration of very variable furanoeremophilanes may be important. The proposed differentiation into sections however can not be clearly correlated with the chemical constituents, though some taxonomic conclusions seem to be supported by the chemical evidence.     

Neue labdan-derivate aus Chrysothamnus nauseusus

The South American Chrysothamnus species afforded in addition to known compounds six new labdanetype acids, a bisabolene and a germacrene derivative as well as a new flavanone. The structures were elucidated by spectroscopic methods.     

Neue sesquiterpenlactone aus Aster umbellatus

The investigation of Aster umbellatus afforded six new eudesmanolides and a new selina-triene and from Aster exilis a new tremetone derivative was isolated. The structures were elucidated by spectroscopic methods and by some chemical transformations. The chemotaxonomic situation is discussed briefly.     

Ein neues diterpen und weitere inhaltsstoffe aus Baccharis-arten

The investigation of nine further Baccharis species afforded in addition to known compounds three new p-coumaric acid derivatives, a new eudesmane aldehyde and a clerodane dilactone. The structures are elucidated by spectroscopic methods. The chemotaxonomic situation in this genus is still not very clear. The compounds isolated are not very characteristic, as very similar ones are present in other genera of the tribe to which Baccharis belongs.     

Five diterpenes and other constituents from nine Baccharis species

The investigation of nine Baccharis species afforded, in addition to known compounds, three new clerodane derivatives related to bacchotricuneatin B, two ent-labdane derivatives, two 3-acetoxyflavanones, a benzofuran derivative and a chromene. The overall picture of the chemistry of this large genus is still not very clear.     

Eremophilane derivatives from Senecio species

The investigation of two further Senecio species afforded two new furanoeremophilanes, four eremophilanolides and a new hydroxyeremophilane. The structures of two furanoeremophilane, isolated before, have been revised.     

Neue guajanolide aus Lasthenia-arten

The investigation of two species of Lasthenia afforded two new guaianolides and a new bisabolone derivative, in addition to already known compounds. The presence of an eremophilenic acid in these plants is remarkable. The results are discussed chemotaxonomically, since the tribal position of this genus is still debated.     

New furanosesquiterpenes from Eumorphia species

Eumorphia sericea and E. prostata contained several new furanosesquiterpenes and a new triterpene aldehyde. Structures were elucidated mainly by spectroscopic methods and by some chemical reactions. Structures of three compounds however could not be established with certainty and are partially based on biogenetic considerations. Gymnopentzia bifurcata also contained known furanosesquiterpenes. The number of South African genera from the tribe Anthemideae, where these furanosesquiterpenes are characteristic, has now increased to eight. The importance of these observations for the botanical position of these genera is still not clear.     

Neue germacranolide aus Calea urticifolia

The investigation of Calea urticifolia afforded eight new germacranolides. While five are heliangolides, three are of a new type and have some unusual structural features. The structures are elucidated by extensive ¹H-NMR studies and some chemical transformations. In addition, a new isoeugenol and an unusual phloroglucinol derivative were isolated; the structure of the latter could only be established after some chemical transformations. Other Calea species contain typical C₁₇ acetylenes only, also present in other species of the subtribe Galinsoginae. So far, the results on Calea indicate that the genus is chemically heterogenous.     

Neue sesquiterpenlactone und andere inhaltsstoffe aus vertretern der Eupatorium-gruppe

The investigation of twelve further species of the Eupatorium complex affords four new germacrolides and seven guaianolides together with new thymol and p-hydroxyacetophenone derivatives. The structures of these compounds have been elucidated by spectroscopic methods. Chemotaxonomic aspects of these findings are briefly discussed.