Michel Leboeuf

Kinabaline and the aporphinoid biogenesis-of azaanthracene and azafluorene alkaloids☆

Abstract The new azafluorene alkaloid kinabaline was isolated from Meiogyne virgata, together with liriodenine, cleistopholine and other known substances. The azafluorene onychine and the azaanthracene cleistopholine can be related to the diazafluoranthene eupolauridine through a common hypothetical precursor derived from the oxoaporphine liriodenine.

Annonaceae Essential Oils: A Review

Abstract Many species among the Tropical Annonaceae family are odorous; this property is due to the presence of essential oils which are mainly composed of mono- and sesquiterpene compounds. The aim of this work is to give an overview of all published studies on the chemical composition of essential oils of various plant parts taken from numerous species belonging to different genera of Annonaceae. In the Annonaceae, the main compounds are usually monoterpene hydrocarbons in fruit and seed oils, sesquiterpene hydrocarbons in leaf oils, and oxygenated sesquiterpenes in bark and root oils. Most constituents identified are common, such as α-pinene, limonene, β-pinene, β-caryophyllene, p-cymene and caryophyllene oxide. Other components seem to be more specific to a particular Annonaceae genus.

Alcaloides aporphiniques et composés terpéniques du Polyalthia oliveri

Zusammenfassung The West-African plant Polyalthia oliveri has yielded a new triterpene polycarpol, an indolosesquiterpene of a new structural type polyalthenol, and eleven aporphine alkaloids, six of which are novel. The major alkaloids from leaves and stem-barks are 7-hydroxy- and 7-methoxyaporphines, oliveridine, oliveroline, oliverine; there are also two alkaloids which are N -oxy-7-substituted aporphines. NMR characteristics and the phytochemical significance of these alkaloids are discussed.

La polyveoline, nouvel indolosesquiterpene isole du polyalthia suaveolens , annonacees

Abstract The structure and absolute configuration of polyveoline, new indolosesquiterpene from Polyalthia suaveolena, Annonaceae, were determined by X-ray crystal lographic study.

Chemical and Biological Studies of Xylopia longifolia A. DC. Essential Oils

ABSTRACT The essential oils from several parts of Xylopia longifolia A. DC., Annonaceae (roots, bark, leaves, flowers, fruit and seeds) have been examined by GC and GC/MS, and screened for bacteriostatic and fungistatic activities. The main components of each oil have been identified. The fruits were rich in essential oil (1.8%) where the major compounds were found to be α-phellandrene (19.2%), limonene (12.2%) and p-cymene (18.7%). The same major constituents were found in the seed oil. The major constituents of the flower oil were p-cymene (26.9%) and spathulenol (36.1%), while the leaf oil contained α-pinene (10.1%) and trans-pinocarveol (10.1%). The major component of the root oil was also trans-pinocarveol (10.8%). The bark oil was rich in bornyl acetate (17.7%) and δ-cadinol (33.8%). It was the only oil that exhibited moderate bacteriostatic and fungistatic activity. The fatty acid content of the seeds and seedless fruit was 40.8% and 32.4% respectively. The major acids of the seeds and seedless fru...

L'isopolyalthenol et le neopolyalthenol, nouveaux indolosesquiterpenes isolés de Polyalthia suaveolens, annonacees

Abstract The novel indolosesquiterpenes isopolyalthenol 3 and neopolyalthenol 4 have been obtained from Polyalthia suaveolens (Annonaceae). A pathway for the biogenesis of indolosesquiterpenes is considered.

Alkaloids of the Annonaceae. Part 33. Annomontine and methoxyannomontine, two new pyrimidine-β-carboline-type alkaloids from Annona montana

Two new alkaloids, which we have named annomontine (1) and methoxyannomontine (2), have been isolated from the trunk- and root-barks of Annona montana Macf. (Annonaceae). Their structures have been deduced by spectral analysis and confirmed by an X-ray structure determination of (2). They are the first members of the new class of 1-(2′-aminopyrimidin-4-yl)-β-carboline alkaloids.

Essential Oils of Annonaceae. Part VIII. Volatile Constituents of the Essential Oils from Three Guatteria Species

Abstract The essential oils isolated from three Guatteria species, Annonaceae (G. ouregou Dun., G. sagotiana R.E. Fries and G. wachenheimi Benoist) have been examined by GC and GC/MS. The main components of each oil (>5%) were: G. ouregou root oil: caryophyllene oxide (24.8%), α-cadinol (11.4%), trans-carveol (8.4%) and spathulenol (5 7%); G. sagotiana fruit oil: γ-terpinene (25.4%), p-cymene (24.9%), caryophyllene oxide (8.4%) and β-caryophyllene (7.4%); G. wachenheimi stem bark oil: borneol (20.4%), δ-3-carene (19.9%), caryophyllene oxide (8.3%) and limonene (6.2%); and G. wachenheimi leaf oil: β-caryophyllene (19.2%), caryophyllene oxide (12.3%), spathulenol (11.4%), α-humulene (8.8%) and borneol (8.4%).

Volatile components of Anaxagorea dolichocarpa fruit

The main volatile components of the oil extracted from the fruits of Anaxagorea dolichocarpa Sprag. and Sandw., Annonaceae, are δ-cadinol, caryophyllene oxide, δ-cadinene, α-copaene and μ-muurolene. These sesquiterpene compounds were identified previously in several other Annonaceae oils, particularly from some Xylopia species. Chemotaxonomic connections are considered between Anaxagorea and Xylopia.

Essential Oils of Annonaceae. Part VI. Volatile Constituents of the Essential Oils from Five Artabotrys Species

Abstract The essential oils extracted from five Artabotrys species, Annonaceae (A. insignis, A.pierreanus, A. rufus, A. thomsoni and A. venustus) have been examined by GC and GC/MS. The main components of each oil have been identified. Among them, two compounds seem to have a chemotaxonomic significance: cyperenone and 1,5-epoxysalvial-4(l 4)-ene.