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Planta Med 2004; 70(10): 993-1000
DOI: 10.1055/s-2004-832627
Original Paper
Analytical Methods
© Georg Thieme Verlag KG Stuttgart · New York

Morphological, Chemical and Functional Analysis of Catuaba Preparations

Christa Kletter1 , Sabine Glasl1 , Armin Presser2 , Ingrid Werner1 , Gottfried Reznicek1 , Samdan Narantuya1 , Selim Cellek3 , Ernst Haslinger2 , Johann Jurenitsch1
  • 1Institute of Pharmacognosy, University of Vienna, PharmaCenterVienna, Vienna, Austria
  • 2Institute of Pharmaceutical Chemistry and Technology, Karl Franzens University, Graz, Austria
  • 3Wolfson Institute for Biomedical Research, University College London, London, UK
Further Information

Publication History

Received: May 5, 2004

Accepted: July 6, 2004

Publication Date:
18 October 2004 (online)

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Abstract

Fourteen commercial samples of the popular Brazilian aphrodisiac Catuaba specified as bark drugs of Anemopaegma, Erythroxylum and Trichilia species were examined for identity and purity. Only a minority of the examined Catuaba samples contained the crude drugs claimed on the labels. More than half of the products were adulterated with different crude drugs. The majority of the samples contained a bark originating from Trichilia catigua. The TLC fingerprints confirmed the heterogeneity, in 50 % of the samples tropane alkaloids of various concentrations were detected. TLC and HPLC methods for separation and identification of the tropane alkaloids were developed and their analytical data (RF values, retention times, ESI-MS) given. The structure elucidation of the two main alkaloids, catuabine D and its hydroxymethyl derivative, is presented. The 1H- and 13C-NMR assignments of these alkaloids are discussed with regard to literature data. Neither aqueous nor methanolic extracts of the Trichilia catigua reference material nor alkaloid-enriched fractions of commercial samples showed any effect on the rabbit corpus cavernosum in an in vitro test.

Key words

Anemopaegma - Erythroxylum - Trichilia - aphrodisiac - microscopy - tropane alkaloids

References

  • 1 Daly D C. The genus Tetragastris and the forests of eastern Brazil. Studies in neotropical Burseraceae III.  Kew Bull. 1990;  45 179-94
    PubMedGoogle Scholar
  • 2 Ducke A. A catuaba na botânica sistemática, científica e pseudo-científica.  Rev Bras Farm. 1966;  47 267-72
    PubMedGoogle Scholar
  • 3 Corrêa P M. Diccionário das plantas úteis do Brasil e das exóticas cultivadas. Ministerio da Agricultura.  Rio de Janeiro. 1931;  2 150-2
    PubMedGoogle Scholar
  • 4 Hamet R. Sur l’origine botanique des drogues désignées au Brésil sous le nom de Catuaba.  Comptes Rendues Paris. 1936;  203 1178-9
    PubMedGoogle Scholar
  • 5 Da Silva R AD. Catuaba (Anemopaegma mirandum (Chamisso) Alph. De Candolle).  Pharmacopeia dos Estados Unidos do Brasil 1926;. Companhia Editora Nacional São Paulo, Brasil;
    Google Scholar
  • 6 Da Silva R AD. Catuaba. Rev Flora Med 1934: 211-24
    Google Scholar
  • 7 Marques L C. Contribuição ao esclarecimento da identidade botânica da droga vegetal Catuaba. Espec. de Capa 1998; Mar/Abr: 8 - 11
    Google Scholar
  • 8 Hamet R. Sobre alguns effeitos physiologicos da droga brasileira conhecida pelo nome de folhas de Catuaba.  Comptes Rendus des Séances de la Société de Biologie et de ses filiales. 1937;  124 904-7
    PubMedGoogle Scholar
  • 9 Antunes E, Gordo W M, de Oliveira J F, Teixeira C E, Hyslop S, De Nucci G. The relaxation of isolated rabbit corpus cavernosum by the herbal medicine Catuama® (and its constituents).  Phytother Res. 2001;  15 416-21
    CrossrefPubMedGoogle Scholar
  • 10 Vaz Z R, Mata L V, Calixto J B. Analgesic effect of the herbal medicine Catuama in thermal and chemical models of nociception in mice.  Phytother Res. 1997;  11 101-6
    CrossrefPubMedGoogle Scholar
  • 11 Evans W C. The comparative phytochemistry of the genus Erythroxylon .  J Ethnopharmacol. 1981;  3 265-77
    CrossrefPubMedGoogle Scholar
  • 12 Glasl S, Presser A, Werner I, Haslinger E, Jurenitsch J. Tropane alkaloids from a Brazilian bark traded as ‘Catuaba’.  Sci Pharm. 2003;  71 113-9
    PubMedGoogle Scholar
  • 13 Glasl S, Presser A, Werner I, Haslinger E, Jurenitsch J. Erratum to ”Tropane alkaloids from a Brazilian bark traded as ‘Catuaba’”.  Sci Pharm. 2004;  72 97
    PubMedGoogle Scholar
  • 14 Merck E. Anfärbereagenzien für Dünnschicht- und Papier-Chromatographie. Darmstadt; 1980: Reagens Nr. 177, p 58
    Google Scholar
  • 15 Zanolari B, Guilet D, Marston A, Queiroz E F, Paulo M Q, Hostettmann K. Tropane alkaloids from the bark of Erythroxylum vacciniifolium .  J Nat Prod. 2003;  66 497-502
    CrossrefPubMedGoogle Scholar
  • 16 Cellek S, Moncada S. Nitrergic control of peripheral sympathetic responses in the human corpus cavernosum: a comparison with other species.  Proc Natl Acad Sci USA. 1997;  94 8226-31
    CrossrefPubMedGoogle Scholar
  • 17 Kasakov L, Cellek S, Moncada S. Characterization of nitrergic neurotransmission during short- and long-term electrical stimulation of the rabbit anococcygeus muscle.  Br J Pharmacol. 1995;  115 1149-54
    PubMedGoogle Scholar
  • 18 Pizzolatti M G, Venson A F, Smânia Júnior A, Smânia E FA, Braz-Filho R. Two epimeric flavalignans from Trichilia catigua (Meliaceae) with antimicrobial activity.  Z Naturforsch. 2002;  57c 483-8
    PubMedGoogle Scholar
  • 19 Garcez W S, Garcez F R, Ramos L, Camargo M J, Damasceno j r. GA. Sesquiterpenes from Trichilia catigua .  Fitoter. 1997;  68 87-8
    PubMedGoogle Scholar
  • 20 Zanolari B, Wolfeneder J L, Guilet D, Marston A, Queiroz E F, Paulo M Q, Hostettmann K. On-line identification of tropane alkaloids from Erythroxylum vacciniifolium by liquid chromatography-UV detection-multiple mass spectrometry and liquid chromatography-nuclear magnetic resonance spectrometry.  J Chromatogr A. 2003;  1020 75-89
    CrossrefPubMedGoogle Scholar
  • 21 Graf E, Lude W. Alkaloide aus Erythroxylum vacciniifolium Martius, 1. Mitt. Isolierung von Catuabin A, B und C.  Arch Pharm (Weinh). 1977;  310 1005-10
    PubMedGoogle Scholar
  • 22 Graf E, Lude W. Alkaloide aus Erythroxylum vacciniifolium Martius, 2. Mitt. Strukturaufklärung von Catuabin A, B und C.  Arch Pharm (Weinh). 1978;  311 139-52
    PubMedGoogle Scholar

Ass. Prof. Dr. Ch. Kletter

Institute of Pharmacognosy

PharmaCenterVienna

University of Vienna

Althanstraße 14

1090 Vienna

Austria

Fax: +43-1-4277-9552

Email: Christa.Kletter@univie.ac.at

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