The Alkaloid Patterns of Cell Suspension Cultures and Differentiated Plants of Baptisia Australis and Their Biogenetic Implications

Hartmann, Thomas; Witte, Ludger; Schiebel, H. M.

doi:10.1021/np50013a003

Cited by 34 publications

(24 citation statements)

References 12 publications

(41 reference statements)

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“…Oven program temperature was 150-280C, increasing at a rate of 2C/min and held at 280C for 15 min. The injector and the auxiliar detector temperature were 250C and 280C, respectively (Verdoorn and Wyk 1991;Wink et al 1981).…”

Section: Stems Leaves and Podsmentioning

confidence: 99%

Alkaloid Composition of Lupinus Campestris From Mexico

Martínez‐Herrera¹,

Robledo-Quintos²,

Mora‐Escobedo³

et al. 2001

J Food Biochemistry

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The content of quinolizidine alkaloids (QA) in Lupinus campestris, Fabaceae family, was analyzed by Gas Chromatography‐Mass Spectrometry (GC‐MS), Samples of various organs of Lupinus campestris collected at different monthly stages of the growing plant, were subjected to extraction in a Merck Extrelut column. The quinolizidine alkaloid patterns of stems, leaves, flowers, pods and seeds were assessed and then identified and quantified by GC. Alkaloid structures were identified according to their mass fragmentation patterns, in combination with their indicative Kovats retention index. Alkaloids found in several developmental stages of the plant were mainly: aphyllidine, 5, 6‐dehydrolupanine, aphylline, dehydro‐oxosparteine, lupanine, α‐isolupanine, hydroxyaphylline and hydroxyaphyllidine, plus two alkaloids that ‐were not identified. During the third month the relative abundance of total alkaloids were highest. The main alkaloids found in seeds were hydroxyaphylline and hydroxyaphyllidine.

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Section: Stems Leaves and Podsmentioning

confidence: 99%

Alkaloid Composition of Lupinus Campestris From Mexico

Martínez‐Herrera¹,

Robledo-Quintos²,

Mora‐Escobedo³

et al. 2001

J Food Biochemistry

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“…All alkaloids mentioned in this study have been previously identified by capillary glc/m ass spec trometry (AEI MS 30, D ata System DS 50) [8,[14][15][16], The alkaloid signals in the different glc-runs were identified using reference alkaloids and their specific retention indexes.…”

Section: Capillary Gas-liquid Chromatographymentioning

confidence: 99%

Diurnal Fluctuation of Quinolizidine Alkaloid Accumulation in Legume Plants and Photomixotrophic Cell Suspension Cultures

Hartmann

1982

Zeitschrift Für Naturforschung C

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Lupinus, Baptisia, Sarothamnus, Diumal Rhythm, Photomixotrophic Cell Suspension Cultures, Quinolizidine AlkaloidsFluctuations of quinolizidine alkaloid content in leaflets of Lupinus polyphyllus, L. hartwegii, Baptisia australis, and Sarothamnus scoparius were studied over a 36 h period. The alkaloid contents reached their maximum at noon or early afternoon, and their minimum during the night. The amplitudes of diumal variations in alkaloid levels lay within a range of 60 to 470% of the early morning contents of alkaloids (= 100%) in leaves. In photomixotrophic cell suspension cul tures of L. polyphyllus and S. scoparius cultured under day-night regime, a similar increase of the alkaloid levels was observed within 5 to 8 h after onset of illumination. A subsequent excretion of the alkaloids produced, which also followed a diumal rhythm, was found. S. scoparius cells ex creted lupanine, L. polyphyllus cells 13-cinnamoyloxylupanine. From the cell culture and plant ex periments it can be assumed that the alkaloids which are formed during illumination are trans located to some degree afterwards. In cell suspension cultures the alkaloids are subjected to rapid and rhythmic turnover. Exogenous alkaloids, fed to the cultures, are taken up by the cells and dis appear usually within the first 72 h. A possible mechanism for a light-mediated regulation of quinolizidine alkaloid biosynthesis which was found to be localized in leaf chloroplast, is dis cussed.

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“…Some authors postulated sparteine to be a key intermediate in the formation of the tetracyclic alkaloids [5][6][7]. To the contrary, more recent research indicates that this compound may also be derived via 17-oxosparteine or lupanine [1,3,8].…”

Section: Introductionmentioning

confidence: 99%

Quinolizidine Alkaloid Composition of Plants and of Photomixotrophic Cell Suspension Cultures ofSarothamnus scopariusandOrobanche rapum-genistae

Witte

Hartmann

1981

Planta Med

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The alkaloid composition of Sarothamnus scoparius cell cultures, plants and of its root parasite Orobanche rapum-genistae were analyzed by capillary gas-liquid chromatography (GLC) and capillary GLC/mass spectrometry. S. scoparius plants were found to contain the already known isosparteine, sparteine, 17-oxosparteine, lupanine and other quinolizidine alkaloids such as ammodendrine, N-methylangustifoline, alpha-isolupanine, 5,6-dehydrolupanine, 4-hydroxylupanine, 17-oxolupanine and five 13-hydroxylupanine esters. Two new alkaloids could be identified, a dehydrosparteine (presumably the 11,12-dehydroderivative) and a dihydroxylupanine (presumably 4,13-dihydroxylupanine). The distribution of these alkaloids within the different plant organs is reported. Orobanche rapum-genistae plants contain the already known sparteine, lupanine and 13-hydroxylupanine and 12 other lupin alkaloids, which are present in the Sarothamnus host plant. Photomixotrophic cell suspension cultures of S. scoparius accumulate lupanine as the main alkaloid. On tissue differentiation (bud formation) the cultures accumulate sparteine as well as lupanine. Whereas sparteine is stored in the cells, lupanine is excreted into the medium. Alkaloid formation of the cell cultures is positively correlated with chlorophyll content of the cells. The alkaloid pattern found in S. scoparius supports the hypothesis that lupanine biosynthesis is the common route of quinolizidine alkaloid biosynthesis from which the other alkaloids such as sparteine are derived.

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The Alkaloid Patterns of Cell Suspension Cultures and Differentiated Plants of Baptisia Australis and Their Biogenetic Implications

Cited by 34 publications

References 12 publications

Alkaloid Composition of Lupinus Campestris From Mexico

Alkaloid Composition of Lupinus Campestris From Mexico

Diurnal Fluctuation of Quinolizidine Alkaloid Accumulation in Legume Plants and Photomixotrophic Cell Suspension Cultures

Quinolizidine Alkaloid Composition of Plants and of Photomixotrophic Cell Suspension Cultures ofSarothamnus scopariusandOrobanche rapum-genistae

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