Labdane derivatives from hemizonia species

The investigation of three Hemizonia species afforded in addition to known compounds seven new labdane derivatives, all derived from labd-13-en-15-ol. The absolute configuration of these diterpenes was determined by degradation of the triol by periodate cleavage, which afforded a known norditerpene ketone. From H. fitchii two new chromene esters and the cis-isomer of a known coumarate were isolated. H. congesta afforded in addition to labdane derivatives a hydroxycubebol.     

Labdane and eudesmane derivatives from Ageratum fastigiatum

Several diterpenes, triterpenes, ent-labdanes, and eudesmane derivatives have been isolated from Ageratum fastigiatum. A previously unknown eud     

Kolavenol derivatives from goyazianthus tetrastichus

From the new monotypic genus Goyazianthus several kolavenol derivatives were isolated. Their structures were elucidated by spectroscopic methods.     

Labdane and dehydronerolidol derivatives from Brickellia diffusa

An investigation of Brickellia diffusa afforded three new dehydronerolidol derivatives and five new labdane derivatives, all highly oxygenated. The structures were elucidated by spectroscopic methods and a few chemical transformations. The compounds isolated showed close relationships to those isolated from Brickellia sp.     

Labdane derivatives and a himachalanolide from Acritopappus longifolius

The investigation of Acritopappus longifolius afforded, in addition to known compounds, further labdane derivatives and a new type of himachalanolide sesquiterpene lactone. The results support the chemotaxonomy of the genus and its relationship to Radlkoferotoma placed in the same group.     

A dehydrofarnesol derivative from Stomanthaes africanus

Stomanthes africanus afforded several p-hydroxyacetophenone and dehydronerolidol derivatives. Furthermore, a new dehydrofarnesol was isolated. The chemotaxonomy is discussed briefly.     

Dihydrodendroidinic acid from Pleurocoronis pluriseta

The diterpenic acid, dihydrodendroidinic acid, was characterized from the aerial parts of Pleurocoronis pluriseta.     

2α-iso-Valeroyloxyeperuic acid,a diterpene from Eupatorium petiolare

The diterpene acid 2α-iso-valeroyloxyeperuic acid was isolated from the aerial parts of Eupatorium petiolare. Its structure and stereochemist     

Diterpenes from Mikania species

The investigation of four further Mikania species afforded several diterpenes, four geranylgeraniol derivatives and three kaurane epoxides. The structures were elucidated by spectroscopic methods and a few chemical transformations.     

Thirteen kolavane derivatives from Symphyopappus species

The aerial parts of Symphyopappus compressus afrorded three new kolavane derivatives and those of S. reticulatus ten diterpenes of this type, two of them esterified with long chain fatty acids. Furthermore, a dihydroxyphenylpropanol, also esterified with long chain fatty acids, was present in both species. The roots of S. reticulatus afforded a new tremetone derivative. The structures were elucidated by spectroscopic methods and some chemical transformations.     

Labdane derivatives and flavones from Gutierrezia dracunculoides

An investigation of the aerial parts of Gutierrezia dracunculoides afforded, in addition to known compounds, three new labdane derivatives, all related to lambertianic acid, 17-hydroxy- and 17-acetoxylambertianic acid and 7α- hydroxylambertianic acid, two esterified and three highly oxygenated flavones, 5,7,4′-trihydroxy-3,3′-dimethoxy- flavone-4′-O- [2-methylbutyrate] and isovalerate, 3′,5′-dihydroxy-3,5,6,7,8,4′-hexamethoxyflavone, 5,3′,5′-trihydroxy- 3,6,7,8,4′-pentamethoxyflavone and 5,7,3′,5′-tetrahydroxy-3,6,8,4′-tetramethoxyflavone. The structures were elucidated by spectroscopic methods and a few chemical transformations.     

Diterpenes from Koanophyllon species

The investigation of two Koanophyllon species afforded, in addition to known compounds, several new diterpenes, two new geranylgeraniol derivatives and four diterpenes, most probably closely related to clerodanes; their structures, however, could not be deduced with certainty. The chemotaxonomic situation of this genus is discussed briefly.     

Sandaracopimarene derivatives from Senecio subrubriflorus

Several new sandaracopimarene derivatives were isolated from Senecio subrubriflorus. A triphenyl acetate of shikimic acid and a 4, 7-oxide of bisabolene were also present. The structures were elucidated by high field ¹H NMR spectroscopy. The chemistry of this species differs considerably from that of other Senecio species.     

2,2-Dimethylchromenes from Eupatorium aschembornianum

Two new chromenes, eupatoriochromene B and C, and a new benzofuran derivative were isolated from the petrol-soluble fractions of the leaves and flowers of Eupatorium aschembornianum.     

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.     

A labdane derivative from Chromolaena collina and a p-hydroxyacetophenone derivative. From Stomatanthes corumbensis

A new labdane derivative, 7α-acetoxy-trans-communic acid was isolated from Chromolaena collina. Extraction of Stomatanthes corumbensis yielded a new p-hydroxyacetophenone derivative which was identified as 4-methoxy-3- [3′-methyl-4′-angeloyloxy-but-2-en- 1′-yl ]-acetophenone.