Pharmacological effects of Catharanthus roseus root alkaloids in acetylcholinesterase inhibition and cholinergic neurotransmission

Phytomedicine

Volumn 17, Issue 8-9, 2010, Pages 646-652

  Pereira, David M ^a   Ferreres, Federico ^b   Oliveira, Jorge M A ^a   Gaspar, Luís ^a   Faria, Joana ^a   Valentão, Patrícia ^a   Sottomayor, Mariana ^c   Andrade, Paula B ^a  

^a UNIVERSITY OF PORTO   (Portugal)

^b Research Group on Quality   (Spain)

^c UNIVERSITY OF PORTO   (Portugal)

Author keywords

Acetylcholinesterase; Ajmalicine; Catharanthine; Catharanthus roseus roots; Cholinergic Receptors; Serpentine

Indexed keywords

ACETYLCHOLINESTERASE; AJMALICINE; ALKALOID; CATHARANTHINE; CATHARANTHUS ROSEUS EXTRACT; MUSCARINIC RECEPTOR; PHYSOSTIGMINE; SERPENTINE; TUBOCURARINE CHLORIDE;

ANIMAL TISSUE; ARTICLE; CHOLINERGIC TRANSMISSION; CONTROLLED STUDY; DIAPHRAGM; DRUG MECHANISM; ENZYME INHIBITION; EX VIVO STUDY; ILEUM; IN VITRO STUDY; MALE; NEUROMUSCULAR SYNAPSE; NONHUMAN; PHRENIC NERVE; PLANT ROOT; PRIORITY JOURNAL; RAT;

ACETYLCHOLINE; ACETYLCHOLINESTERASE; ANIMALS; CATHARANTHUS; CHOLINERGIC ANTAGONISTS; CHOLINESTERASE INHIBITORS; DIAPHRAGM; MALE; MUSCLE CONTRACTION; PHYSOSTIGMINE; PLANT EXTRACTS; PLANT ROOTS; RATS; RATS, WISTAR; RECEPTORS, MUSCARINIC; RECEPTORS, NICOTINIC; SECOLOGANIN TRYPTAMINE ALKALOIDS; SYNAPTIC TRANSMISSION; TUBOCURARINE; VINCA ALKALOIDS;

CATHARANTHUS ROSEUS; RATTUS;

EID: 77952289058     PISSN: 09447113     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phymed.2009.10.008     Document Type: Article

References (24)

1. Andrade M.T., Lima J.A., Pinto A.C., Rezende C.M., Carvalho M.P., and Epifanio R.A. Indole alkaloids from Tabernaemontana australis (Müell. Arg) Miers that inhibit acetylcholinesterase enzyme. Bioorg. Med. Chem. 13 (2005) 4092-4095
2. Bartolucci C., Perola E., Pilger C., Fels G., and Lambal D. Three-dimensional structure of a complex of galanthamine (Nivalin®) with acetylcholinesterase from Torpedo californica: implications for the design of new anti-Alzheimer drugs. Proteins 42 (2001) 182-191
3. Blasko G., and Cordell G.A. Isolation, structure elucidation, and biosynthesis of the bisindole alkaloids of Catharanthus. In: Brossi A., and Suffness M. (Eds). The Alkaloids (1990), Academic Press 1-76
4. Chopra R.N. Chopra's indigenous drugs of India (1958), Academic Publishers, Kolkata
5. Dong J.G., Bornmann W., Nakanishi K., and Berova N. Structural studies of vinblastine alkaloids by exciton coupled circular dichroism. Phytochemistry 40 (1995) 1821-1824
6. Ferreres, F., Pereira, D.M., Valentão, P., Oliveira, J.M.A., Faria, J., Gaspar, L., Sottomayor, M., Andrade, P.B., 2009. Simple and reproducible HPLC-DAD-ESI-MS/MS analysis of alkaloids in Catharanthus roseus roots. J. Pharm. Biomed. Anal. 51, 65-69
7. Greenblatt H.M., Guillou C., Guenard D., Argaman A., Botti S., Badet B., Thal C., Silman I., and Sussman J.L. The complex of a bivalent derivative of galanthamine with Torpedo acetylcholinesterase displays drastic deformation of the active-site gorge: implications for structure-based drug design. J. Am. Chem. Soc. 126 (2004) 15405-15411
8. Hostettmann K., Borloz A., Urbain A., and Marston A. Natural product inhibitors of acetylcholinesterase. Curr. Org. Chem. 10 (2006) 825-847
9. Karczmar A. Anticholinesterases: dramatic aspects of their use and misuse. Neurochem. Int. 32 (1998) 401-411
10. Kim D.K. Inhibitory effect of corynoline isolated from the aerial parts of Corydalis incisa on the acetylcholinesterase. Arch. Pharm. Res. 25 (2002) 817-819
11. Kim D.K., Lee K.T., Baek N.I., Kim S.H., Park H.W., Lim J.P., Shin T.Y., Eom D.O., Yang J.H., and Eun J.S. Acetylcholinesterase inhibitors from the aerial parts of Corydalis speciosa. Arch. Pharm. Res. 27 (2004) 1127-1131
12. Loizzo M.R., Tundis R., Menichini F., and Menichini F. Natural products and their derivatives as cholinesterase inhibitors in the treatment of neurodegenerative disorders: an update. Curr. Med. Chem. 15 (2008) 1209-1228
13. Lopez S., Bastida J., Viladomat F., and Codina C. Acetylcholinesterase inhibitory activity of some Amaryllidaceae alkaloids and Narcissus extracts. Life Sci. 71 (2002) 2521-2529
14. Orhan I., Sener B., Choudhary M.I., and Khalid A. Acetylcholinesterase and butyrylcholinesterase inhibitory activity of some Turkish medicinal plants. J. Ethnopharmacol. 91 (2004) 57-60
15. Orhan G., Orhan I., Öztekin-Subutay N., Ak F., and Şener B. Contemporary anticholinesterase pharmaceuticals of natural origin and their synthetic analogues for the treatment of Alzheimer's disease. Recent Pat. CNS Drug Discov. 4 (2009) 43-51
16. Patrick G.L. An Introduction to Medicinal Chemistry. 3rd ed. (2005), Oxford Press pp. 581-583
17. Pelt J.M. Les nouveaux rèmedes naturels (2001), Éditions Fayard, Paris
18. Pereira D.M., Ferreres F., Oliveira J., Valentão P., Andrade P.B., and Sottomayor M. Targeted metabolite analysis of Catharanthus roseus and its biological potential. Food Chem. Toxicol. 47 (2009) 1349-1354
19. Rahman A.U., and Choudhary M.I. Bioactive natural products as a potential source of new pharmacophores. A theory of memory. Pure Appl. Chem. 73 (2001) 555-560
20. Rhee K., van de Meent M., Ingkaninan K., and Verpoorte R. Screening for acetylcholinesterase inhibitors from Amaryllidaceae using silica gel thin-layer chromatography in combination with bioactivity staining. J. Chromatogr. A 915 (2001) 217-223
21. Roddick J.G. The acetylcholinesterase-inhibitory activity of steroidal glycoalkaloids and their aglycones. Phytochemistry 28 (1989) 2631-2634
22. Snape M.F., Misra A., Murray T.K., De Souza R.J., Williams J.L., Cross A.J., and Green A.R. A comparative study in rats of the in vitro and in vivo pharmacology of the acetylcholinesterase inhibitors tacrine, donepezil and NXX-066. Neuropharmacology 38 (1999) 181-193
23. Sottomayor M., and Ros Barceló A. The Vinca alkaloids: from biosynthesis and accumulation in plant cells, to uptake, activity and metabolism in animal cells. In: Atta-ur-Rahman (Ed). Studies in Natural Products Chemistry (Bioactive Natural Products) (2005), Elsevier Science Publishers, The Netherlands pp. 813-857
24. Van der Heijden R., Jacobs D.I., Snoeijer W., Hallard D., and Verpoorte R. The Catharanthus alkaloids: pharmacognosy and biotechnology. Curr. Med. Chem. 11 (2004) 607-628