The presence of colchicine alkaloids inKreysigia multiflora reichb

Šantavý, F.

doi:10.1007/bf02135680

Cited by 8 publications

(2 citation statements)

References 12 publications

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“…has been shown to contain colchicine and other alkaloids [50]. However the exact identity of this species is confounded by the application of this name to plants belonging to Schelhammera as well as Tripladenia .…”

Section: Biological Originmentioning

confidence: 99%

“…Further investigations are needed to see if this is the case for Tripladenia as well. However, as stated above a plant under the name of Kreysigia multiflora has been shown to contain appreciable amount of homoaporphine, homoproaporphine and colchicine-type alkaloids [50, 134, 135], and this plant is either Tripladenia or a species of Schelhammera . The collection data for the material used by Badger and Bradbury [134] indicate that their original isolation is done on Tripladenia cunninghamii .…”

Section: Alkaloid Diversitymentioning

confidence: 99%

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Reviewing Colchicaceae Alkaloids – Perspectives of Evolution on Medicinal Chemistry

Larsson¹,

Rønsted

2013

CTMC

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The subject of chemosystematics has provided insight to both botanical classification and drug development. However, degrees of subjectivity in botanical classifications and limited understanding of the evolution of chemical characters and their biosynthetic pathways has often hampered such studies. In this review an approach of taking phylogenetic classification into account in evaluating colchicine and related phenethylisoquinoline alkaloids from the family Colchicaceae will be applied. Following on the trends of utilizing evolutionary reasoning in inferring mechanisms in eg. drug resistance in cancer and infections, this will exemplify how thinking about evolution can influence selection of plant material in drug lead discovery, and how knowledge about phylogenetic relationships may be used to evaluate predicted biosynthetic pathways.

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Section: Biological Originmentioning

confidence: 99%

Section: Alkaloid Diversitymentioning

confidence: 99%

Reviewing Colchicaceae Alkaloids – Perspectives of Evolution on Medicinal Chemistry

Larsson¹,

Rønsted

2013

CTMC

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Alkaloide Von Bulbocodium vernum L Inhaltstoffe der Liliaceae‐Wurmbaeoideae. 75. Mitteilung

Šantavý¹,

Sedmera²,

Snatzke³

et al. 1971

Helvetica Chimica Acta

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Sunzmavy. From whole plants of Bulbocodtum veritum L. the flavonc luteoline (1) and the alkaloids colchicinc (11), N-form)]-l;-deacctyl-colchicine (111). 3-demethplcolchicinc (V), ( + )-bulbocodine (IX) ancl ( -)-kreysigine (XI) wcre isolatcd in crystals. The presence of 2-demcthylcolchicinc (IV), p-(VII) a n d y-lumicolchicinc (VIII), dcniecolcinc (VI) and five not identified alkaloids was demonstrated b y thin-laycr chromatography. On t h e basis of ultraviolet, infrared anti mass spectra, 1'MR.-analysis (Overhausev effect), and circular dichroism, t h e ( 6 a -R , 8a-S)homo-proaporphinc structurc I X , with onc niethoxp group at C-2, has bcen assigned t o ( f )-bulbocodinc. The (6a-R)-structurc (XI) was deduced for ( -)-kreysiginc by comparing its optical rotation ancl circular tlichroism which thc values of (-)-multiflorainine (Xj, the structurc of which is known I , Botanische Stellung. Die in Mittel-und Ost-Europa sehr zcrstreut (gelegentlich nur lokal haufig) wachscnde Friihlingsknotenblumc, Bidhocodium vernzim L . (Liliaceae-Wurmbaeoideae) [31 ist mit den Hcrbstzeitlosen (Colchicum und Mevendeva spec.) iiahc verwandt. Stefanoff [4] h a t Bulhocodium und .Mevenzdeva in die Gattung Colchicuvn gestellt, und m a r als Sektion Vevnae in die Untcrgattung Archicolchirum. Buxbauvn 131 h a t die Tribus Colchicae aufgestcllt, in der er dic Gattungcn Colchiczim (inkl. Bulbocodium und Meveudeva) Init Audrocymbiunt vercinigt. Wir benutzeii hicr den alten Namen Bulbocodium vernunz, wie er auch \on Suessengut in Hegi [5] verwendet wird. Stejanoff [4] gibt dic folgenden Synonynie : Colchicunz vevnzlin Key.-Gawl., C . bulbocodium Ker: G a d , C . vevsicolov Kev.-Gawl., Bulbocodium z l e y w w n uay. vevsicolov Baker, B . vevsicolor Speng., B . vernum vav. Dioszegiana XaQcs., B . wontauurn Fisrh., B . vuthenacuna Bge., B . versicolor Led.. B. edentanum Schuw., R. t r i g y n u m Janka und J%!fevel?.dc?Ya caztcasica Schwv. 2. Friihere chemische Befunde. Fiir frulier durchgefuhrte Untersucliungen [6 a] !7] dienten zunachst Knollen und Bluten von kultivierten Pflanzen, wie sie in der CSSR und in Holland in1 Handel zu haben sind und als Zierpflanzen verwendet werden. Dieses Material enthielt Colchicin (11) und seine beiden Lumiderivate (VII) und (VIII) ; papierchromatographisch konnten auch N-Formyl-N-desacetyl-cholchicin (111) und 3-Demethyl-colchicin (V) nachgewiesen werden. Neben diesen 5 Neutralstoffen war die Menge der brisisclien Anteile so gering, dass auch nach Chromatographie an t\1,0, keine anderen Alkaloide daraus isoliert werden konnten. Bessere Resultate gaben Pflanzen, die wild (in den Alpen) gesammelt worden waren [7] (Knollen, Blatter und Bliiten). Dieses Material enthielt neben den 5 oben genannten Neutralstoffen grossere Mengen basischer Antcile, aus denen sicli das Alkaloid Bulbocodin (IX) bereits durch direkte Kristallisation isolieren liess. Nacli Massenspektruni hesass es die Brutto--Vorlaufige Mitteilung vgl. [I 1. 2, 74. Mitteilung vgl. [Z].

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Colchicine is still a chemical marker for the expanded Colchicaceae

Vinnersten

Larsson

2010

Biochemical Systematics and Ecology

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The presence of colchicine alkaloids inKreysigia multiflora reichb

Cited by 8 publications

References 12 publications

Reviewing Colchicaceae Alkaloids – Perspectives of Evolution on Medicinal Chemistry

Reviewing Colchicaceae Alkaloids – Perspectives of Evolution on Medicinal Chemistry

Alkaloide Von Bulbocodium vernum L Inhaltstoffe der Liliaceae‐Wurmbaeoideae. 75. Mitteilung

Colchicine is still a chemical marker for the expanded Colchicaceae

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