Abstract
The essential oils from aerial parts of young (sample A) and mature leaves (sample
B), fruit (sample C), and flowers (sample D) of Zanthoxylum hyemale were obtained by hydrodistillation and analyzed by GC, GC/MS, and chiral phase gas
chromatography (CPGC). Thirty-four compounds were identified from the essential oils,
representing approximately 90.71, 91.19, 87.33, and 89.08 % of the oils, respectively.
The major constituent of the young leaf essential oil was the sesquiterpene trans-nerolidol (51 %), while the main constituent of mature leaf (31 %) and flower oils
(22 %) was an as yet unknown humulane-type sesquiterpenoid, which was characterized
by spectral techniques (EI-MS and 1D-, 2D-NMR) as 3,7,10,10-tetramethylcycloundeca-3,7-dien-1-ol
(1) and given the trivial name ”hyemalol”. In the fruit essential oil, the most abundant
components were the monoterpenes β-pinene (25 %) and α-pinene (10 %). The antimicrobial
activity of the essential oils and some isolated compounds is also reported.
Key words
Zanthoxylum hyemale
- Rutaceae - essential oils - hyemalol - antimicrobial activity
References
- 1 Cruz G L. Dicionario de Plantas Úteis do Brasil, 597, 3a edição. Rio de Janeiro;
Editora Civilização Brasileira SA 1885
- 2
Moura N F, Ribeiro H B, Machado E CS, Ethur E M, Zanatta N, Morel A F.
Benzophenanthridine alkaloids from Zanthoxylum rhoifolium
.
Phytochemistry.
1997;
46
1443-6
- 3
Moura N F, Giacomelli S R, Machado E CS, Silveira S FS, Bittencourt C F.
Antibacterial activity of Zanthoxylum rhoifolium
.
Fitoterapia.
1998;
69
284-5
- 4
Moura N F, Morel A F, Dessoy E C, Zanatta N, Burger M M., Ahlert N, Porto G P, Baldisserotto B.
Alkaloids, amides and antispasmodic activity of Zanthoxylum hyemale
.
Planta Med.
2002;
68
534-8
- 5
Gonzaga W AG, Weber A D, Giacomelli S R, Simionatto E, Dancol I I, Dessoy E CS, Morel A F.
Composition and antibacterial activity of the essential oil from Zanthoxylum rhoifolium
.
Planta Med.
2003;
69
773-5
- 6 Adams R. P. Identification of essential oil components by gas chromatographic /mass
spectroscopy. Carol Steam, Illinois; Allured Publishing Co 1995
- 7 Massada Y. Analysis of essential oil by gas chromatography and spectrometry. New
York; John Wiley & Sons 1976
- 8
Konig W A, Ghercke B, Weseloh G.
Determination of the absolute configuration of secondary alcohols with Horeau’s method
including enantioselective gas chromatography.
Chirality.
1994;
6
141-7
- 9 Food and Drugs Administration: Code of Federal Regulations. 1991 21: 300-499
- 10 National Committee for Clinical Laboratory Standards: Methods for Dilution. Antimicrobial
Susceptibility Tests for Bacteria that grow aerobically (Standard M7-A2). Villanova;
NCCLS 1985
- 11
Hammer K A, Carson C F, Riley T V.
Antimicrobial activity of essential oils and other plant extracts.
J Appl Microbiol.
1999;
86
985-90
- 12 National Committee for Clinical Laboratory Standards: Reference method of broth
dilution antifungal susceptibility testing of yeasts. (Standard M77-T). Villanova;
NCCLS 1995
- 13
Homans A L, Fuchs A.
Direct bioautographic on thin-layer chromatograms as a method for detecting fungitoxic
substances.
J Chromatogr.
1970;
51
327
- 14
Hamburger M O, Cordell A G.
Direct bioautographic TLC assay for compounds possessing antibacterial activity.
J Nat Prod.
1987;
50
19
- 15
Rahalison L, Hamburger M, Hostettmann K, Monod M, Frenk E.
A bioautographic agar overlay method for the detection of antifungal compounds from
higher plants.
Phytochem Anal.
1991;
2
199
Prof. Dr. Ademir Farias Morel
Departamento de Química
Núcleo de Pesquisa de Produtos Naturais
Universidade Federal de Santa Maria
Campus Camobi
CEP 97105-900
Santa Maria RS
Brazil
Email: afmorel@base.ufsm.br