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.     

A tetracyclic sesquiterpene,further isocedrene and guaiene derivatives from Jungia stuebelii

The aerial parts of Jungia stuebelii afforded, in addition to known compounds, two guaiene derivatives, a pseudoguaiane derivative, nine isocedrene     

Cannabigerol-ähnliche verbindungen aus Helichrysum umbraculigerum

The investigation of a further South African Helichrysum species afforded eleven resorcinol derivatives, most of them closely related to cannabigerol and the corresponding acid, both also being present in the aerial parts of H. umbraculigerum. Furthermore a new geranyl chalcone is present. The structures are elucidated by spectroscopic methods and some chemical transformations. The occurrence of the cannabigerol-like compounds in a composite is surprising. Probably, some of these compounds are formed by the combination of three different biogenetic pathways.     

Weitere diterpene mit helifulvan-gerüst und andere inhaltsstoffe aus Helichrysum chionosphaerum

The aerial parts of Helichrysum chionosphaerum afforded, in addition to known compounds, a humulene alcohol, an abietane derivative, atisirenic acid and two further representatives of a new class of diterpenes. The structure of the basic acid, named helifulvanic acid, was elucidated by NMR studies and by X-ray analysis. The chemotaxonomic importance of these diterpenes is discussed briefly.     

A minor diterpene from Amaracus akhdarensis

A new isopimarane diterpenoid, isoakhdartriol, was isolated in very small amount from the aerial part of Amaracus akhdarensis. Its structure, isopimar-15-en-3β,8β,19-triol, was established by spectroscopic means.     

Constituents of the genus Oxylobus

The aerial parts of Oxylobus arbutifolius and O. adscendens gave eudesmanolides and labdane derivatives as well as two new euparin derivatives.     

Dihydroteugin,a neo-clerodane diterpenoid from Teucrium chamaedrys

From the aerial part of Teucrium chamaedrys a new neo-clerodane diterpenoid, dihydroteugin, has been isolated, besides the previously known diterpenoids teucrin A and teugin. The structure of dihydroteugin, (12S)-15,16-epoxy-2β,6β-dihydroxy-neo-cleroda-13(16), 14-diene-18,19:20,12-diolide, was established by chemical and spectroscopic means and by partial synthesis from teugin.     

Prenylflavans from Tephrosia watsoniana

The aerial parts of tephrosia watsoniana afforded five new flavonoids named tephrowatsin A, B, C, D and E. Their structures and stereochemistries were established by spectroscopic methods and chemical transformations.     

Teuchamaedrin C,a neo-clerodane diterpenoid from Teucrium chamaedrys

A new neo-clerodane diterpenoid, teuchamaedrin C, has been isolated from the aerial parts of Teucrium chamaedrys. Its structure, (12S,18S)-15,16-epoxy-neo-clerodane-13(16)14-dien-19,20-olide-18,6β-hemiacetal, was established by spectroscopic and chemical means. In addition, the previously known diterpenoids 6α-hydroxyteuscordin and dihydroteugin were isolated from the same source.     

4β,19-Epoxy-norkaurene and other diterpenes from Mikania banisteriae

The aerial parts of Mikania banisterae afforded four new diterpenes, ent-kaur-16-en-18-al, 18-acetoxy-ent-kaurene, 18-hydroxy-16α,17-epoxy-ent-kaurane and 4β-19-epoxy-18-nor-ent-kaurene.     

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.     

Some sesqui- and diterpenes from the tribe eupatorieae

The aerial parts of Trichogonia salviaefolia afforded a new ent-kaurenic acid derivative and a germacranolide which, most likely, is the precursor of the trichosalviolides. The aerial parts of Liatris spicata gave 1α-hydroxybacchotricuneatin A and a guaianolide, which may be the precursor of spicatin. From Brickellia vernicosa some further dehydronerolidol derivatives were isolated.     

2-Oxo-labda-8(17),13-dien-15-OL from Ophryosporus chilca

The aerial parts of Ophryosporus chilca afforded several prenylated p-hydroxyacetophenones, two labdane derivatives and a cinnamyl ester. Ophryosporus peruvianus also contains prenylated p-hydroxyacetophenones. Three compounds were isolated for the first time; their structures were established by ¹H NMR spectroscopy.     

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.     

Chemical constituents from Neopestalotiopsis clavispora culture medium with estrogenic effects in MCF-7 cells

Estrogen is a vital hormone responsible for the development of the female reproductive system. Hence, estrogen deficiency in menopause increases various symptoms. This study aimed to discover biologically active compounds from an EtOAc-extract of Neopestalotiopsis clavispora culture medium which has previously shown estrogenic activity. A new α-pyrone (1) and a new tetramic acid derivative (2), together with hymenosetin (3) and pestalotiollide B (4), were isolated from the extract. The chemical structures of the new compounds were elucidated using MS and NMR spectroscopy, and the absolute configurations were established by quantum mechanical calculations of electronic circular dichroism and gauge-including atomic orbital NMR chemical shift, followed by DP4 + analysis. The isolated compounds were initially tested for their estrogenic activities using MCF-7 estrogen responsive human breast cancer cells. Hymenosetin (3) showed estrogenic activity by increasing the proliferation of MCF-7 cells at the concentration of 2.5 μM via the phosphorylation of estrogen receptor-α.     

Kingidiol,a kolavane derivative from Baccharis kingii

The aerial parts of Baccharis kingii afforded quercetin 3,3′-dimethyl ether and a new diterpene closely related to hautriwaic acid. Structure and     

A further dithienylacetylene from Eclipta erecta

The roots and the aerial parts of Eclipta erecta afforded, in addition to compounds reported previously, a new dithienyl derivative.     

A germacranolide and a longipinene derivative from Eupatoriadelphus purpureus

The roots of Eupatoriadelphus purpureus contain tridecapentaynene, β-pinene and five p-hydroxyaecetophenone derivatives. By contrast, the aerial parts have germacrene D, lupeol and its isomers, coumarin, a new sesquiterpene tiglate and a new germacranolide.     

An acetylenic epoxide and a ferulate from Coreopsis longula

The aerial parts of Coreopsis longula gave, in addition to known compounds, a new acetylenic epoxide, hepta-deca-1,9E,15E-trien-11,13-diyn-7,8-epoxide, while the roots afforded a new ferulate, coniferyl ferulate.     

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.