Mass spectra of proaporphine alkaloids

Dolejš, L.

doi:10.1135/cccc19740571

Cited by 14 publications

(16 citation statements)

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“…Silica gel Alumina Rç values and colour reactions identical with reference alkaloid [18] (Table III) 19), 211 (Mt86; 17), 165 (9), identical with literature [12,21]; TLC Rf values and colour reactions identical with reference alkaloid and different from glaziovine (Table III).…”

Section: Alkaloidal Type Alkaloid Spray Reagent' Tlc System2supporting

confidence: 82%

“…A further example where complete identification by MS is not possible is to be found in the rhoeadine series. Those alkaloids with identical substituents in the A, C and D rings (15)(16)(17)(18)(19)(20)(21)(22)(23)(24), differing only in having cis or trans configurations of the BID ring junctions, have identical MS. Again, recourse to 1H NMR or co-chromatography with reference compounds is required. Nevertheless, MS is invaluable in the identification of the rhoeadine series and readily distinguishes the differing substituents in the A C and D rings (for a previous discussion see [13]).…”

Section: M-29 (-H -Co) M-43 (-mentioning

confidence: 99%

“…The second sample of P. fugax was collected wild in Turkey and the major alkaloids were identified as the rhoeadine-type, glaucamine (19) and glaudine (21) having trans BID ring configurations. Rhoeadine (16), oreogenine (18), oreodine (20) and O-ethylglaucamine (22) were isolated as minor alkaloids.…”

Section: M-29 (-H -Co) M-43 (-mentioning

confidence: 99%

“…isolation of alkaloids All alkaloids were isolated by preparative TLC using systems (a)-(g) listed in Table III P. fugax, Sample 2 (a) Non-phenolic alkaloids, glaudine (21) 18.8 mg (0.13 %), glaucamine (19) 15.4 mg (0.10 %), rhoeadine (16) identification of alkaloids TLC was carried out with either silica gel G or alumina G (Merck); selected hR, values and colour reactions with spray reagents are given in Table III.…”

Section: M-29 (-H -Co) M-43 (-mentioning

confidence: 99%

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Alkaloids fromPapaver armeniacum,P. fugaxandP. tauricola

et al. 1981

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Species from the section Miltantha are reviewed in the context of their contained alkaloids. Thebaine was isolated as the major alkaloid from a sample of P. fugax together with narcotine, pronuciferine, alpinigenine, O-ethylalpinigenine, amurensinine, N-methyl-crotonosine, armepavine, isocorydine and salutaridine as minor alkaloids. A second sample of P. fugax contained glaucamine and glaudine as major alkaloids with rhoeadine, oreogenine, oreodine and O-ethyl-glaucamine as minor alkaloids. Pronuciferine and armepavine were isolated as the major alkaloids from a sample of P. tauricola with narcotine, roemerine, nuciferine, nantenine and protopine as minor alkaloids. Another sample of P. tauricola yielded pronuciferine and mecambrine as major alkaloids with armepavine, lirinidine, thebaine and cryptopine as minor alkaloids. A sample of P. armeniacum contained rhoeadine and rhoeagenine as major alkaloids with lirinidine, cryptopine, glaudine and O-ethylrhoeagenine as minor alkaloids. Some 25 alkaloids representing 9 different alkaloidal-types were obtained from extracts of the three Miltantha species. The results show that at least three different chemical races of P. fugax and P. armeniacum exist in which either 1-benzyltetrahydroisoquinoline-, proaporphine-, aporphine- or morphinane- or rhoeadine- types are the major alkaloids. There are at least two different chemical strains of P. tauricola which contain either 1-beuzyltetrahydroisoquinoline-, proaporphine-, aporphine- or rhoeadine- types as the major alkaloids.

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Section: Alkaloidal Type Alkaloid Spray Reagent' Tlc System2supporting

confidence: 82%

Section: M-29 (-H -Co) M-43 (-mentioning

confidence: 99%

Section: M-29 (-H -Co) M-43 (-mentioning

confidence: 99%

Section: M-29 (-H -Co) M-43 (-mentioning

confidence: 99%

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Alkaloids fromPapaver armeniacum,P. fugaxandP. tauricola

et al. 1981

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“…Le spectre de masse confirme cette hypothèse; il présente, outre le pic moléculaire (M+=297), des fragmentations à m/e 296 (M-1), 280 (M-17), 268 (M-29), 253 (M-44) qui sont caractéristiques des proapotphines (TOMITA et coll. 1965b, DOLEJS 1974. L'ensemble de ces données spectrales permet donc d'identifier la base P à la (+)stépharine.…”

Section: Epi-4-stéporphine Liriodénine Stépharineunclassified

ALCALOÏDES ET COMPOSES POLYPHENOLIQUES DUCOLUBRINA FARALAOTRASSP.SINU ATA;COMPOSES POLYPHENOLIQUES DUCOLUBRINA FARALAOTRASSP.FARALAORTRA(RHAMNACËES)

Guinaudeau¹,

Lebœuf²,

Cavé³

et al. 1976

Planta Med

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Les composés polyphénoliques des feuilles et des écorces de racines et de tiges du C o l u b r i n a f a r a l a o t r a ssp. faralaot.ra et ssp. si.nuata ont été étudiés; cinq acides-phénols ont été identifiks ainsi que trois flavonols. L'étude des alcaloïdes du C o l u b r i n a f a r a l a o t r a ssp. s i n u a t a a permis d'isoler et d'identifier seize alcaloïdes de structure aporphinique, bisbenzylisoquinoléique, proapotphinique et benzylisoquinoléique. La composition phénolique et alcaloidique de ces deux sous-espèces de C o l u b r i n a f a r a l a o t r a est très voisine de celle de la ssp. t r i c h o c a r p a précédemment étudiée.

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ChemInform Abstract: MASS SPECTRA OF PROAPORPHINE ALKALOIDS

Dolejš¹

1974

Chemischer Informationsdienst

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Mass spectra of proaporphine alkaloids

Cited by 14 publications

References 0 publications

Alkaloids fromPapaver armeniacum,P. fugaxandP. tauricola

Alkaloids fromPapaver armeniacum,P. fugaxandP. tauricola

ALCALOÏDES ET COMPOSES POLYPHENOLIQUES DUCOLUBRINA FARALAOTRASSP.SINU ATA;COMPOSES POLYPHENOLIQUES DUCOLUBRINA FARALAOTRASSP.FARALAORTRA(RHAMNACËES)

ChemInform Abstract: MASS SPECTRA OF PROAPORPHINE ALKALOIDS

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