The Guianese Annonaceous plant GUATTERIA OUREGOU D UN. has yielded fourteen isoquinoline alkaloids, five of which are novel. They belong to several structural types; attention is specially drawn to three original skeletons, namely 7-hydoxy-7-methyl aporphinoids, 7- GEM-dimethyl aporphinoids and alpha- GEM-dimethyl cularinoids. The results concerning solvent shift in (1)H NMR spectra of some of these alkaloids are emphasized. Finally the phytochemical significance of the isolated alkaloids is discussed considering their chemotaxonomic and biogenetic interest.
Les composks polyphknoliques et le contenu alcaloidique des e'corces de tiges et de racines et des feuilles d u Colubrina faralaotra ssp. trichocarpa ont ktk ktudiks. Cinq acides-phknols ont e'tk identifiks ainsi que trois flavonols, gknines des hktkrosides flavotziques. Onze alcaloides, de structure aporphinique ou bisbenzylisoquinolkique, ont kt6 isolks et identifiks. La composition alcaloidique est voisine de celle du C. faralaotra ssp: faralaotra prkce'demment ktudik.
A study of the non quaternary alkaloids of roots, stems, leaves and fruits of Limaciopsis loangensis ENGL. (Menispermaceae), resulted in the isolation of thirteen alkaloids. The alkaloidal content is typical for a menispermaceous plant. Most of alkaloids are bisbenzyltetrahydroisoquinolines, specially of the berbamine type; isotetrandrine is the main alkaloid. Two new alkaloids have been isolated, 2'-nor-isotetrandrine and 2'-N-oxyisotetrandrine. An oxoaporphine and a protoberberine derivative are present.
Alkaloids of Enantia polycarpa ENGL. et DIELS Le contenu alcaloidique des e'corces de tronc et des feuilles de I'Enantia p o 1 y c a r p a , Annonace'es, a kt6 e'tudie' et compare' h celui d'autres En an t ia. Les principaux alcaloides sont des protoberbe'rines, des te'trahydroprotoberbe'rines et des aporphinoides (aporphines quaternaires, aporphines, nor-aporphines, oxoaporphines). Une isoquinolone, la corydaldine, a e'tk isole'e, ainsi qu'un alcaloide nouveau, la polycarpine.
ey Word Index: Alkaloids; Aporphines; Noraporphines; Phenanthrenes; ritluoroacetic anhydride.Par action de l'anh~dride trifluoro-:Ctiquc dans la pyridine B tem~krature ntbiante sur les nor-aporphines, les N-,ifluoroacktamides sont obtenus quantativement et B partir d'eux il est fale de regknkrer par h~drolyse alcaline Duce les amines secondaires originelles. lans les m&mes conditions, les aporphi-2s sont transformkes intkgralement en lusieurs dkrivks dont le principal est le ,ifluoroacktamide du mkthylaminok-1~1-phknanthrkne correspondant. L'in-:r&t de la N-trifluoroacktylation pour ~Cparation de nor-aporphines et porphines est discutC.
AbstractThe reaction of trifluoroacetic anhydride with noraporphines in pyridine at -A . temperature gives ,uantitatively N-trifluoroacetamides, from which the original secondary amines can be recovered easily through mild alkaline hydrolysis. Under the same reaction conditions, aporphines are totally transformed into several products, the major compound being the N-trifluoroacetyl derivative of the corresponding methylaminoethylphenaiithrene. The application of N-trifluoroacetylation to the separation of noraporphine and aporphine alkaloids is discussed.
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