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.     

Cuauthemone sesquiterpenoids from Blumea alata

The investigation of five Blumea species afforded, in addition to known compounds, several cuauthemone derivatives, most of them being 7,11-epoxides, some thymol derivatives, an eremophilane epoxide and a himachalane diol. From Pterocaulon virgatum a further himachalane derivative was isolated. The structures were elucidated by spectroscopic methods and in part by partial synthesis.     

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.     

Eremophilane derivatives and other constituents from Senecio species

The investigation and reinvestigation respectively of 23 Senecio species afforded 11 further cacalol derivatives, a furoeremophilone, 17 eremophilanes, 4 bisabolene derivatives, a shikimic acid derivative, a bis-prenylated p-hydroxybenzaldehyde, menth-2-en- 1,7-diol and a cumol derivative. The configuration of some eremophilanes have been revised. Structures were elucidated by spectroscopic methods. The results are summarized in a table. The chemotaxonomic aspects agree with those of previous investigations.     

Neue labdan- und pimaren-derivate aus Palafoxia rosea

The investigation ofPalafoxia rosea afforded in addition to known compounds five new labdane derivatives and five pimarene derivatives. The structures are elucidated by spectroscopic methods and some chemical transformations. The chemotaxonomic situation of the genus is discussed briefly.     

Three diterpenes from Conyza podocephala

The investigation of Conyza podocephala afforded, in addition to known compounds, two clerodane derivatives and a dihydroxyfarnesyl methylfuran. Furthermore two new resorcinol derivatives were isolated. The structures were elucidated by spectroscopic methods and by chemical transformations. The chemotaxonomic situation within the genus is discussed briefly.     

Pseudoguaianolides and other sesquiterpene lactones from Gaillardia species

The aerial parts of two Gaillardia species afforded in addition to known sesquiterpene lactones 23 new pseudoguaianolides, two dugaldiolide derivatives and two seco-neopulchellin derivatives. The structures were elucidated by spectroscopic methods. Biogenetic relationships are discussed briefly.     

Caffeic acid derivatives isolated from the aerial parts of Galinsoga parviflora and their effect on inhibiting oxidative burst in human neutrophils

Four new caffeoyl -glucaric and -altraric acid derivatives along with eleven known compounds were isolated from aerial parts of Galinsonga parviflora. Their structures were elucidated by high-resolution spectroscopic studies. The four new compounds were determined as being 2,3,4,5-tetracaffeoylglucaric acid (1), 2,4,5-tricaffeoylglucaric acid (2), 2,3,4- or 3,4,5-tricaffeoylaltraric acid (3) and 2,3(4,5)-dicaffeoylaltraric acid (4). A reliable criterion for the determination of the linkage position of caffeic acids moieties in glucaric acid derivatives has been proposed, on the basis of detailed analysis of the respective J-couplings, including substitution and solvent influence on the observed values. All hexaric acids derivatives appeared as inhibitors of reactive oxygen species production by stimulated neutrophils.     

Eudesmane derivatives from Verbesina species

The investigation of seven Verbesina species afforded, in addition to known compounds, several new eudesmane and germacrane derivatives, all bearing a cinnamate or derivatives as residue. Furthermore, a new bisabolene aldehyde and two acetophenone derivatives were isolated. The structures were elucidated mainly by spectroscopic methods and some chemical transformations. The chemotaxonomic situation is discussed briefly.     

Neue phloroglucin-derivate aus Helichrysum natalitium und Helichrysum bellum

Helichrysum natalitium afforded four new phloroglucinol derivatives, while from H. bellum two further compounds of this type have been isolated; H. platypterum yielded two known derivatives. The new structures were elucidated by spectroscopic methods and some chemical transformations. The chemotaxonomical situation is briefly discussed.     

Synthesis and acetylcholinesterase inhibitory activities of tabersonine derivatives

Tabersonine, the main alkaloid in Voacanga seeds, was used as a lead compound to semi-synthesize tabersonine derivatives. In total, 13 compounds, containing 10 novel tabersonine derivatives, were synthesized by introducing substituent groups R₁–R₅. The acetylcholinesterase (AChE) inhibitory activities of tabersnonine derivatives were evaluated using Ellman’s method. Among them, compound (7) showed the highest AChE inhibitory activity with the IC₅₀ value was 5.32 μM. The substituent groups R₁–R₅ showed different influences on the AChE inhibitory activities of tabersonine derivatives. The AChE inhibitory activities of tabersonine derivatives increased with the introduction of group R₁ and/or combined groups R₃, R₄, while decreased with the introduction of group R₅. And the group R₂ showed no significant influence on the AChE inhibitory activities of tabersonine derivatives.     

Sesquiterpenes and a dimeric spiroketone from Cineraria fruticulorum

The aerial parts of Cineraria fruticulorum afforded in addition to known compounds three spathulenol derivatives, a hydroxymyrtenol and an oxo-humulene, while the roots gave in addition to known compounds a further humulene derivative, three cinalbicol derivatives, a sesquiterpene with a spirodienone moiety and its dimer. From C. parvifolia only known compounds were isolated which, however, confirmed previous results on this genus. The structures were elucidated by spectroscopic methods and a few chemical transformations.     

Neue α-santalen- und labdan-derivate aus Ayapana amygdalina

While the roots of Ayapana amygdalina contain typical euparine derivatives, the aerial parts afforded in addition to known compounds two new α-santalene derivatives as well as twelve new labdane derivatives with a partly unusual oxidation pattern, two being norditerpenes. Furthermore, a new bisabolene isomer is present. The structures were elucidated by spectroscopic methods and a few chemical transformations. The chemotaxonomy is discussed briefly.     

Neue labdan-derivate und andere inhaltsstoffe aus Relhania acerosa

The investigation of Relhania acerosa afforded, in addition to known compounds, three new labdane derivatives, two of which are esterified with succinic acid and one which has an anomalous carbon skeleton. Furthermore, several new aromatic compounds are isolated, which are most probably degradated thymol derivatives. The structures are elucidated by spectroscopic methods and by some chemical transformations. The stereochemistry of one of the new labdanes has been established by a partial synthesis. The chemotaxonomic situation is briefly discussed.     

Unusual diterpenes from Brickellia eupatoriedes

While the roots of Brickellia eupatoriedes contained several unusual rearranged pimarene derivatives, the aerial parts afrorded labdane derivatives     

Neue ent-atisiren- und ent-kaurensäure-derivate aus Helianthus-arten

The investigation of four Helianthus species afforded, in addition to known compounds, four new atisirenic acid derivatives, a new ent-kaurenic acid derivative, three new labdane derivatives and an unknown C₁₅-acetylenic compound. The structures of the diterpenes were elucidated by intensive NMR studies and some chemical transformations. An unusual fragmentation in the mass spectra of the atisirenes is discussed briefly.     

Neue labdan-derivate aus Carterothamnus anomalochaeta

The investigation of a Carterothamnus species afforded in addition to known euparine derivatives four new diterpenes, all being labdane derivatives. The structures are elucidated by ¹H-NMR-studies and by some chemical transformations. The chemotaxonomic situation is briefly discussed. The constituents of the Carterothamnus species show a distinct differentiation to those of the neighbouring groups; however, in addition they also indicate some relationships.     

Neue labdan-derivate aus Aristeguietia buddleaefolia

The aerial parts of Aristeguietia buddleaefolia afforded, in addition to known compounds, three new diterpenes, all being 12, 13-E-abienol derivatives. A further diterpene turned out to be jhanidiol-18-O-acetate, isolated earlier from an Ageratina species. Furthermore two derivatives of hydroxy dihydroconiferyl alcohol are present. The structures were elucidated by spectroscopic methods and by some chemical transformations.     

Guaianolides,heliangolides, diterpenes and cycloartenol derivatives from Balsamorhiza sagittata

Investigation of the aerial parts of Balsamorhiza sagittata afforded 12 new sesquiterpene lactones, five guaianolides, three heliangolides, three germacranolides and two geranylnerol derivatives. From the roots eight cycloartane derivatives, a hydroxylanosterone and hexacos-1-ene were isolated. Structures were elucidated mainly by spectroscopic methods, especially high field NMR. The chemotaxonomic situation is discussed briefly.     

The significance of arbutin and its derivatives in therapy and cosmetics

The ongoing studies on biological activity of arbutin and its derivatives show a wide range of their possible applications. Arbutin containing plant substances are used mostly in the treatment of urinary tract infections (UTI). However, several in vitro and in vivo studies revealed anti-melanogenic activity of arbutin, which can be useful in hyperpigmentation therapy. Moreover, it was found that the modifications in arbutin structure lead to an increase of the above-mentioned activity. The lack of significant adverse effects of arbutin and its derivatives makes them a valuable alternative to hydroquinone. Therefore, an increasing interest in arbutin and its derivatives is observed especially in the cosmetics industry.The scope of biological activity covered by the findings of in vivo and in vitro studies on arbutin and its derivatives are discussed.