Banisteriopsis caapi, a unique combination of MAO inhibitory and antioxidative constituents for the activities relevant to neurodegenerative disorders and Parkinson's disease

Journal of Ethnopharmacology

Volumn 127, Issue 2, 2010, Pages 357-367

  Samoylenko, Volodymyr ^a   Rahman, Md Mostafizur ^a   Tekwani, Babu L ^a   Tripathi, Lalit M ^a   Wang, Yan Hong ^a   Khan, Shabana I ^a   Khan, Ikhlas A ^a   Miller, Loren S ^b   Joshi, Vaishali C ^a   Muhammad, Ilias ^a  

^a UNIVERSITY OF MISSISSIPPI   (United States)

^b Biopharm Biotech Corporation   (United States)

Author keywords

Carboline alkaloids; Antioxidants; Banisteriopsis caapi (Spruce ex Griseb.); Monoamine oxidase inhibitors; Parkinson's disease; Proanthocyanidines

Indexed keywords

AMINE OXIDASE (FLAVIN CONTAINING) ISOENZYME A; AMINE OXIDASE (FLAVIN CONTAINING) ISOENZYME B; ANTIOXIDANT; BANISTENOSIDE A; BANISTENOSIDE B; BANISTERIOPSIS CAAPI EXTRACT; BETA DEXTRO FRUCTOFURANOSYL (2-5) FRUCTOPYRANOSE; BETA GLUCOSE; EPICATECHIN; HARMALINE; HARMINE; HARMOL; MONOAMINE OXIDASE A INHIBITOR; MONOAMINE OXIDASE B INHIBITOR; MONOAMINE OXIDASE INHIBITOR; PROCYANIDIN B2; SUCROSE; TETRAHYDROHARMINE; TETRAHYDRONORHARMINE; UNCLASSIFIED DRUG;

ARTICLE; BANISTERIOPSIS; BANISTERIOPSIS CAAPI; CIRCULAR DICHROISM; CONCENTRATION RESPONSE; CONTROLLED STUDY; DEGENERATIVE DISEASE; DERIVATIZATION; DRUG ISOLATION; DRUG STRUCTURE; ENZYME INHIBITION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; IN VITRO STUDY; INFRARED SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; PARKINSON DISEASE; PLANT STEM; QUALITATIVE ANALYSIS; REVERSED PHASE LIQUID CHROMATOGRAPHY; STRUCTURE ANALYSIS;

ANIMALS; ANTIOXIDANTS; BANISTERIOPSIS; CELL LINE, TUMOR; CERCOPITHECUS AETHIOPS; HUMANS; LLC-PK1 CELLS; MONOAMINE OXIDASE INHIBITORS; NEURODEGENERATIVE DISEASES; PARKINSON DISEASE; PLANT COMPONENTS, AERIAL; PLANT EXTRACTS; PLANT LEAVES; PLANT STEMS; SWINE; VERO CELLS;

BANISTERIOPSIS CAAPI; PICEA;

EID: 73749086265     PISSN: 03788741     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jep.2009.10.030     Document Type: Article

References (48)

1. Abourashed E.A., Vanderplank J., and Khan I.A. High-speed extraction and HPLC fingerprinting of medicinal plants. II. Application to harman alkaloids of genus Passiflora. Pharmaceutical Biology 41 (2003) 100-106
2. Aquino R., De Crescenzo S., and De Simone F. Constituents of Banisteriopsis caapi. Fitoterapia 62 (1991) 453
3. Atta-ur-Rehman, and Tayyaba B. Imine-enamine tautomerism in harmaline. Pakistan Journal of Scientific and Industrial Research 15 (1972) 9-10
4. Baddeley T.C., Howie R.A., Skakle J.M.S., and Wardell J.L. 1,2,3,4-Tetra-O-acetyl-β-d-glucopyranuronic acid monohydrate at 120 K and anhydrous 1,2,3,4-tetra-O-acetyl-β-d-glucopyranose at 292 K. Acta Crystallographica, Section C: Crystal Structure Communications C61 (2005) o711-o714
5. Balde A.M., Pieters L.A., Gergely A., Kolodziej H., Claeys M., and Vlietinck A.J. A-type proanthocyanidins from stem bark of Pavetta owariensis. Phytochemistry 30 (1991) 337-342
6. Barnham K.J., Masters C.L., and Bush A.I. Neurodegenerative diseases and oxidative stress. Nature Reviews Drug Discovery 3 (2004) 205-214
7. Barrett M.W., Klyne W., Scopes P.M., Fletcher A.C., Porter L.J., and Haslam E. Plant proanthocyanidines. Part 6. Chiroptical studies. Part 95. Circular dichroism of procyanidines. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1979) 2375-2377
8. Borenfreund E., Babich H., and Martin-Alguacil N. Rapid chemosensitivity assay with human normal and tumor cells in vitro. In vitro cellular and developmental biology. Journal of the Tissue Culture Association 26 (1990) 1030-1034
9. Brown R.T., and Fraser S.B. Anthocephalus alkaloids: cadambine and 3α-dihydrocadambine. Tetrahedron Letters 23 (1974) 1957-1959
10. Callaway J.C., Brito G.S., and Neves E.S. Phytochemical analyses of Banisteriopsis caapi and Psychotria viridis. Journal of Psychoactive Drugs 37 (2005) 145-150
11. Castillo, G.M., Choi, P.Y., Cummings, J.A., Nguyen, B.P., Snow, A.D., 2002. Catechins for the treatment of fibrillogenesis in Alzheimer's disease, Parkinson's disease, systemic AA amyloidosis, and other amyloid disorders. US 2002151506.
12. Castillo, G.M., Nguyen, B.P., Choi, P.Y., Larsen, L., Lorimer, S.D., Snow, A.D., 2004. Proanthocyanidines for the treatment of amyloid and α-synuclein diseases. Patent WO 2004033448.
13. Cho E.S., Lee K.W., and Lee H.J. Cocoa procyanidins protect PC12 cells from hydrogen-peroxide-induced apoptosis by inhibiting activation of p38 MAPK and JNK. Mutation Research, Fundamental and Molecular Mechanisms of Mutagenesis 640 (2008) 123-130
14. Coune C.A., Angenot L.J.G., and Denoel J. Carbon-13 NMR of Strychnos alkaloids: harmane and usambarensine derivatives. Phytochemistry 19 (1980) 2009-2011
15. Din Belle, D., Jokela, R., Tolvanen, A., Haapalinna, A., Karjalainen, A., Sallinen, J., 2003. Polycyclic compounds as potent α2-adenoceptor antagonist. Patent WO 03082866.
16. Ellman G.L., Courtney K.D., Andres Jr. V., and Featherstone R.M. A new and rapid colorimetric determination of acetylcholinesterase activity. Biochemical Pharmacology 7 (1961) 88-95
17. Faizi S., and Naz A. Jafrine, a novel and labile β-carboline alkaloid from the flowers of Tagates patula. Tetrahedron 58 (2002) 6185-6197
18. Hashimoto Y., and Kawanishi K. New organic bases from amazonian Banisteriopsis caapi. Phytochemistry 14 (1975) 1633-1635
19. Hashimoto Y., and Kawanishi K. New alkaloids from Banisteriopsis caapi. Phytochemistry 15 (1976) 1559-1560
20. Heo H.J., and Lee C.Y. Epicatechin and catechin in cocoa inhibit amyloid β-protein induced apoatosis. Journal of Agricultural and Food Chemistry 53 (2005) 1445-1448
21. Hochstein F.A., and Paradies A.M. Alkaloids of Banisteria caapi and Prestonia amazonicum. Journal of the American Chemical Society 79 (1957) 5735
22. Hou W.C., Lin R.D., Chen C.T., and Lee M.H. Monoamine oxidase B (MAO-B) inhibition by active principles from Uncaria rhynchophylla. Journal of Ethnopharmacology 100 (2005) 216-220
23. Kawanishi K., Saiki K., Tomita H., Tachibana Y., Farnsworth N.R., and Bohike M. Chemical components of the Brazilian shamanistic drink "Ayahuaska". Advances in Mass Spectrometry 14 (1998) D053560/1-D053560/12
24. Kawanishi K., Uhara Y., and Hashimoto Y. Shihunine and dihydroshihunine from Banisteriopsis caapi. Journal of Natural Products 45 (1982) 637-639
25. Khan M.L., Haslam E., and Williamson M.P. Structure and conformation of the procyanidin B2 dimer. Magnetic Resonance in Chemistry 35 (1997) 854-858
26. Khokhar S., Venema D., Hollman P.C., Dekker M., and Jongen W. A RP-HPLC method for the determination of tea catechins. Cancer Letters 114 (1997) 171-172
27. Korver O., and Wilkins C.K. Circular dichroism spectra of flavanols. Tetrahedron 27 (1971) 5459-5465
28. Learmonth D.A., Palma P.N., Vieira-Coelho M.A., and Soares-da-Silva P. Synthesis, biological evaluation and molecular modeling of a novel, peripherally selective inhibitor catechol-O-methyltransferase. Journal of Medicinal Chemistry 47 (2004) 6207-6217
29. Lee C.M., Trager W.F., and Beckett A.H. Corynantheidine-type alkaloids. II. Absolute configuration of mitragynine, speciociliatine, mitraciliatine and speciogynine. Tetrahedron 23 (1967) 375-385
30. Lin, L., 2004. Compound-morindin A and its preparation and use. Faming Zhuanli Shenqing Gongkai Shuomingshu. Patent CN 1486987.
31. Mabberley D.J. The Plant Book. A Portable Dictionary of the Higher Plants. second ed. (1997), Cambridge Univ. Press, Cambridge p. 858
32. Miller, L.S., 1986. Banisteriopsis caapi (cv) 'Da Vine'. US PP5751; Appl. # 669745, 1984; Int Class A01H 005/00; ibid, US PP5751; Reexamination Certificate US PP5751, 2001.
33. Pahkla R., Harro J., and Rago L. Behavioural effects of pinoline in rat forced swimming, open field and elevated plus-maze test. Pharmacological Research 34 (1996) 73-78
34. Parikh S., Hanscom S., Gagne P., Crespi C., and Patten C. A fluorescent-based, high-throughput assay for detecting inhibitors of human monoamine oxidase A and B. Bioscience Discovery Labware (2002) S02T081R2
35. Rivier L., and Lindgren J.E. "Ayahuasca", the South American hallucinogenic drink. Ethnobotanical and chemical investigation. Economic Botany 26 (1972) 101-129
36. Rosenkranz A.R., Schmaldienst S., Stuhlmeier K.M., Chen W., Knapp W., and Zlabinger G.J. A microplate assay for the detection of oxidative products using 2′,7′-dichloroflurescin-diacetate. Journal of Immunological Methods 156 (1992) 39-45
37. Rothchild R. Proton and carbon-13 NMR studies of some tryptamines, precursors, and derivatives: Ab initio calculations for optimized structures. Spectroscopy Letters 38 (2005) 521-537
38. Sánchez-Ramos J.R. Banisterine and Parkinson's disease. Clinical Neuropharmacology 14 (1991) 391-402
39. Schultes R.E. The botanical and chemical distribution of hallucinogens. Annual Review of Plant Physiology 21 (1970) 571-598
40. Schultes R.E., and Hofmann A. Plants of the Gods Their Sacred. Healing and Hallucinogenic Powers (1992), Healing Arts Press, Rochester, VT pp. 124-135
41. Schultes R.E., and Raffauf R.F. Vine of the Soul: Medicine Men. Their Plants and Rituals in the Colombian Amazon (1992), Synergetic Press, Oracle, AZ
42. Schultes R.E., and Siri von Reis. Ethnobotany, Evolution of a Discipline (1995), Dioscorides Press, Portland, OR
43. Schwarz M.J., Houghton P.J., Rose S., Jenner P., and Lees A.D. Activities of extract and constituents of Banisteriopsis caapi relevant to Parkinsonism. Pharmacology Biochemistry and Behavior 75 (2003) 627-633
44. Scudiero D.A., Shoemaker R.H., Paull K.D., Monks A., Tierney S., and Nofziger T.H. Evalualtion of a soluble tetrazolium/formazan assay for cell growth and drug sensitivity in culture using human and other cell lines. Cancer Research 48 (1988) 4827-4833
45. Serrano-Dueñas M., Cardozo-Pelaez F., and Sánchez-Ramos J.R. Effects of Banisteriopsis caapi extract on Parkinson's disease. The Scientific Review of Alternative Medicine 5 (2001) 127-132
46. Sun J., Jiang Y., Wei X., Shi J., You Y., Liu H., Kakuda Y., and Zhao M. Identification of (-)-epicatechin as the direct substrate for polyphenol oxidase isolated from litchi pericarp. Food Research International 39 (2006) 864-870
47. Szabó L.F. Rigorous biogenetic network for a group of indole alkaloids derived from strictosidine. Molecules 13 (2008) 1875-1896
48. Timmermans J.W., Slaghek T.M., Lizuka M., Van den Ende W., De Roover J., and Van Laere A. Isolation and structural analysis of new fructans produced by chicory. Journal of Carbohydrate Chemistry 20 (2001) 375-395