Download PDF
Planta Med 2001; 67(8): 771-773
DOI: 10.1055/s-2001-18363
Letter

© Georg Thieme Verlag Stuttgart · New York

Essential Oils from Piper cernuum and Piper regnellii: Antimicrobial Activities and Analysis by GC/MS and 13C-NMR

Mara B. Costantin1 , Patrícia Sartorelli1 , Renata Limberger2 , Amélia T. Henriques2 , Martin Steppe2 , Marcelo J. P. Ferreira1 , Mitsuko T. Ohara3 , Vicente P. Emerenciano1 , Massuo J. Kato1,*
  • 1 Instituto de Química, Universidade de São Paulo, Brazil
  • 2 Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul, Porto Alegre, Brazil
  • 3 Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, Brazil
Further Information

Publication History

November 3, 2000

April 22, 2001

Publication Date:
09 November 2001 (online)

Also available at
    Permissions and Reprints

Abstract

The essential oils of Piper cernuum and Piper regnellii leaves were analyzed by gas chromatography-mass spectrometry (GC-MS) and the results were compared to that obtained by means of a program designed to analyse 13C-NMR data of complex mixtures. Bicyclogermacrene (21.88 %)/β-caryophyllene (20.69 %) and myrcene (52.60 %)/linalool (15.89 %) were the major constituents in essential oil from leaves of P. cernuum and P. regnellii, respectively. Both essential oils presented growth inhibitory activities against Staphylococcus aureus and Candida albicans.

References

  • 1 Cronquist A. An Integrated System of Classification of Flowering Plants. New York; Columbia University 1981
    Google Scholar
  • 2 Sumathykutty M A, Rao J M, Padmakumari K P, Narayanan C S. Essential oil constituents of some Piper species.  Flavour and Fragrance Journal. 1999;  14 279-82
    CrossrefPubMedGoogle Scholar
  • 3 Torquilho H S, Pinto A C, Godoy R LO, Guimarães E F. Essential oil of Piper permucronatum Yuncker (Piperaceae) from Rio de Janeiro, Brazil.  Journal of Essential Oil Research. 1999;  11 429-30
    PubMedGoogle Scholar
  • 4 Van Genderen M HP, Leclercq P A, Delgado H S, Kanjilal P B, Singh R S. Compositional analysis of the leaf oils of Piper callosum Ruiz & Pav. from Peru and Michelia montana Blume from India.  Spectroscopy. 1999;  14 51-9
    PubMedGoogle Scholar
  • 5 Lima D M, Kaplan M AC, Guimarães E F. Essential oil analysis of two Piper species (Piperaceae).  Anais da Academia Brasileira de Ciências. 1998;  70 751-4
    PubMedGoogle Scholar
  • 6 Martins A P, Salgueiro L, Vila R, Tomi F, Canigueral S, Casanova J et al. Essential oil of two Piper species.  Phytochemistry. 1998;  49 2019-23
    CrossrefPubMedGoogle Scholar
  • 7 Tirillini B, Velasquez E R, Pellegrino R. Chemical composition and antimicrobial activity of essential oil of Piper angustifolium .  Planta Medica. 1996;  62 372-3
    PubMedGoogle Scholar
  • 8 Zollo P HA, Biyiti L, Tchoumbougnang F, Menut C, Lamaty G, Bouchet P. Aromatic plants of Tropical Central Africa. Part XXXII. Chemical composition and antifungal activity of thirteen essential oils from aromatic plants of Cameroon.  Flavour and Fragrance Journal. 1998;  13 107-14
    CrossrefPubMedGoogle Scholar
  • 9 Dorman H JD, Deans S G. Antimicrobial agents from plants: antibacterial activtiy of plant volatile oils.  Journal of Applied Microbiology. 2000;  88 308-16
    CrossrefPubMedGoogle Scholar
  • 10 Alécio A C, Bolzani V S, Kato M J, Furlan M. Antifungal amides from Piper hispidum .  Journal of Natural Products. 1998;  61 637-9
    CrossrefPubMedGoogle Scholar
  • 11 Navickiene H MD, Alécio A C, Kato M J, Bolzani V S, Young M C, Cavalheiro A J, Furlan M. Antifungal amides from Piper hispidum and Piper tuberculatum .  Phytochemistry. 2000;  56 621-6
    PubMedGoogle Scholar
  • 12 Baldoqui D C, Kato M J, Cavalheiro A J, Bolzani V DS, Young M CM, Furlan M. A chromene and prenylated benzoic acid from Piper aduncum .  Phytochemistry. 1999;  51 899-902
    CrossrefPubMedGoogle Scholar
  • 13 Martins R C, Sartorelli P, Latorre L R, Kato M F. Phenylpropanoids and tetrahydrofuran lignans from Piper solmsianum .  Phytochemistry. 2000;  57 843-6
    PubMedGoogle Scholar
  • 14 Benevides P JC, Sartorelli P, Kato M J. Phenylpropanoids and neolignans from Piper regnellii .  Phytochemistry. 1999;  52 339-43
    CrossrefPubMedGoogle Scholar
  • 15 Parmar V S, Jain S C, Bisht K S, Jain R, Taneja P, Jha A et al. Phytochemistry of the genus Piper .  Phytochemistry. 1997;  46 597-673
    CrossrefPubMedGoogle Scholar
  • 16 Ferreira M JP, Emerenciano V P, Linia G AR, Romoff P, Macari P AT, Rodrigues G V. 13C-NMR spectroscopy of monoterpenoids.  Progress in Nuclear Magnetic Resonance Spectroscopy. 1998;  33 153-206
    CrossrefPubMedGoogle Scholar
  • 17 Bohlmann F, Zdero C, Robinson H, King R M. Naturally-occurring terpene derivatives. 283. Caryophyllene derivatives and a heliangolide from Lychnophora species.  Phytochemistry. 1980;  19 2381-5
    CrossrefPubMedGoogle Scholar
  • 18 Ulubelen A, Topcu G, Eris C, Sonmez U, Kartal M, Kurucu S et al. Terpenoids from Salvia sclarea .  Phytochemistry. 1994;  36 971-4
    CrossrefPubMedGoogle Scholar
  • 19 Randriamiharisoa R, Gaydou E M, Faure R. C-13 NMR spectra of five sesquiterpenes isolated from Ylang-Ylang essential oil.  Magnetic Resonance in Chemistry. 1986;  24 275-6
    CrossrefPubMedGoogle Scholar
  • 20 Farmacopéia Brasileira. 4ed Atheneu São Paulo; 1988: Parte I
  • 21 Adams R P. Identification fo essential oils by ion trap mass spectrometry. Academic Press New York; 1995
    Google Scholar
  • 22 Jennings W, Shibamoto T. Qualitative analysis of flavor and fragrance volatiles by glass capillary gas chromatography. Academic Press New York; 1980
    Google Scholar
  • 23 Gastmans J P, Furlan M, Lopes M N, Borges J HG, Emerenciano V P. A Inteligência Artificial aplicada a química de produtos naturais. O Programa SISTEMAT. Parte I - Bases teóricas.  Química Nova. 1990;  13 10-6
    PubMedGoogle Scholar
  • 24 Emerenciano V P, Rodrigues G V, Macari P AT, Vestri S A, Borges J HG, Gastmans J P et al. Applications D'Intelligence Artificielle dans la chimie organique. XVII. Nouvaux programmes du projet SISTEMAT.  Spectroscopy. 1994;  12 91-8
    PubMedGoogle Scholar

Prof. Dr. Massuo J. Kato

Instituto de Química

Universidade de São Paulo

Caixa Postal 26077

05513-970 São-Paulo, SP

Brazil

Email: majokato@iq.usp.br

Fax: +55 11 8155579