8th International Electronic Conference on Synthetic Organic Chemistry. ECSOC-8. 1-30 November 2004. http://www.lugo.usc.es/~qoseijas/ECSOC-8/  

[C007]
Universidade de Santiago de Compostela

Alkaloids from Narcissus bulbocodium L.

 visit the city of Lugo

 

Julio A. Seijas,a* M. Pilar Vázquez-Tato,a* Javier Seijo-Muras,a Pablo Ramil-Rego,b M. Inmaculada Bujánb 

aDepartamento de Química Orgánica. Universidad de Santiago de Compostela. Facultad de Ciencias. Campus de Lugo. Aptdo. 280. 27080-Lugo. Spain
bDepartamento de Biología Vegetal. Universidad de Santiago de Compostela. Campus de Lugo. Aptdo. 280. 27080-Lugo. Spain.

 

 

    Narcissus bulbocodium L. is an amaryllidaceae plant growing in the wild of Western France, Spain, Portugal and Morocco and is by far the most common and widespread of the hoop-petticoat daffodils. To our knowledge no phytochemical studies were carried out for this plant, despite that its habitat covers a wide area . In this communication we present the preliminary results of the study of specimens collected in Lugo-Galicia (NW Spain).

Figure 1

    The basic fraction from the methanolic extract was purified affording several alkaloids. The major components which were fully characterized are: galanthamine (1), sanguinine (2), haemanthamine (3), tazetine (4), pretazetine (5) and ismine (6).

1H-NMR
galanthamine sanguinine haemanthamine tazetine pretazetine  ismine

    Galanthamine, one of the major alkaloids in this plant, is a specific, competitive, and reversible acetylcholinesterase inhibitor. It is also an allosteric modulator at nicotinic cholinergic receptor sites potentiating cholinergic nicotinic neurotransmission, and a small number of early studies showed mild cognitive and global benefits for patients with Alzheimer's disease.[1] Sanguinine shows a skeleton similar to that of galanthamine, it is also an acetylcholinesterase inhibitor, being more potent than 1[2]. Haemanthamine shows antimalarial activity[3], displaying also pronounced cell growth inhibitory activities against both drug-sensitive and drug-resistant cell lines[4], together with high antiretroviral activities[5]. Previous to our work, ismine had  been only isolated from Narcissus species (N. asturiensis)[6], and shows  hypotensive activity[7].

    Our current investigation aims to the isolation and identification of minor components in Narcissus bulbocodium.

 

Acknowledgements



XUNTA DE GALICIA for financial support: PGIDT01PXI26203PR and PR405 A 098/59-0.

 

REFERENCES


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