JEOR: Chemical Composition of the Essential Oil of Lantana camara L. from Cuba

Chemical Composition of the Essential Oil of Lantana camara L. from Cuba

Pino, Jorge A

Abstract

The essential oil obtained from leaves of Lantana camara L. from Cuba was analyzed by GC-FID and GC/MS. The oil was characterized by the high percentage of sesquiterpenes. The major components were (E)-nerolidol (43.4%), [gamma]-cadinene (7.6%), [alpha]-humulene (4.9%) and [beta]-caryophyllene (4.8%).

Key Word Index

Lantana camara, Verbenaceae, lantana, essential oil composition, (E)-nerolidol.

Plant Name

Lantana camara L. (Verbenaceae). Common name: lantana.

Source

The plant material was collected in an experimental plantation near Havana. A voucher specimen was deposited at the Herbarium of the National Botanic Garden in Havana.

Plant Part

Leaves from flowering plants were air-dried for six days before lab-distillation. The oil (0.44%) was obtained by hydrodistillation for 4 h in a Clevenger-type apparatus.

Previous Work

Lantana camara L., a common weedy plant, is used in folklore remedies and traditional medicine for treating human diseases (1-3). The plant has been shown to have fungitoxic activity (4), to be autotoxic (5) and to be poisonous to animals (6). The oil of L. camara has been the object of several chemical studies in other countries (7-19). From these reports, it is clear that in different geographical regions the chemical composition of the oil varies considerably. So far no attempt has been made to examine the chemical composition of the oil of this plant growing in Cuba.

Present Work

The oil was analyzed by GC using a Hewlett-Packard 6890 GC equipped with a flame ionization detector (FID). The separations were performed using an SPB-5 column (30 m × 0.25 mm, 0.25 µm film thickness) with an oven temperature program of 60°C (2 min), then at 4°C/min to 250°C (20 min). The carrier eas was helium with a flow-rate of 1 mL/inin. The temperature of the injector and detector was 25O°C. The injection was made in the split mode ( 1:10 ratio). Quantitative data of the constituents were obtained by FID and electronic integration without the use of these factors.

GC/MS analysis of the oil was performed on a HewlettPackard series 6890 gas Chromatograph equipped with an HP 5973 mass-selective detector. The Chromatographie conditions were the same as those described for the GC-FID. The detector operated in impact electron mode (70 eV) at 23O0C. Detection was performed in the scan mode between 35 and 400 amu.

Component identification was carried out by comparing the relative retention indices and mass spectra of reference compounds in both columns. Mass spectra of published data were also compared (20,21).

The volatile compounds identified in the leaf oil of L. cainara from Cuba are listed in Table I. Fifty-four compounds were identified in the oil, which was characterized by the high percentage of sesquiterpenes. The major components were (E)-nerolidol (43.4%), [gamma]-cadinene (7.6%), [alpha]-humulene (4.9%) and [beta]-caryophyllene (4.8%).

References

1. J.C. Th. Uphof, Dictionary of Economic Plants, p 301, Wheldon and Wheslay Ltd., Codiote, UK (1968).

2. V.S. Agarwal, Drug Plants of India, Vol. II, p 426, Kalyani Publishers, Ludhiana (1997).

3. I.A. Ross, Medicinal Plants of the World, p 179, Humana Press, New Jersey (1999).

4. N. Saksena and H.H. Tripathi, Plant volatiles in relation to fungistasis. Fitoterapia, 56, 243-244 (1985).

5. R.K. Arora and R.K. Kohli, Autotoxic effect of decomposed leaf and inflorescence of Lantana camara var. camara on its seed germination parameters. Indian J. Ecol., 20, 109-112 (1993).

6. J.F. Motion, Lantana or red sage (Lantana camara L., Verbenaceae), notorious weed and popular garden flower: Some cases of poisoning in Florida. Econ. Bot., 48, 259-270 (1994).

7. S. Dutt, Essential oils of Lantana camara Linn, of Northern India. Indian Pert., 4, 15-19 (1961).

8. Z.F. Ahmed, A.M. EI-Moghazy Shoaib, G.M. Wassel and S.M. El-Sayyad, Phytochemical study of Lantana camara. Planta Med., 21,282-288 (1970).

9. L. Peyron, M. Broua and M. Roubaud, Sur une essence de Lantana camara Linne d’Anjouan. Part. Cosm. Sav. France, 2, 205-212 (1972).

10. M. Saleh, Gas-chromatographic analysis of the essential oils of Lantana camara L. varieties. Planta Med., 25, 373-375 (1974).

11. T. Ferraz, M.A. Donnini and B. Mancini, Estudo cromatografico de oleos essenciais extraidos de vegetais da Regiao de Araraquara. II. Estudo cromastografico em camada delgada e em fase gasosa do oleo essencial da folha de Lantana camara L., Verbenaceae. Rev. Fac. Farm. Odont., Araraquara, 9, 199-208 (1975).

12. G. Singh, Km. Pratima Srivastava, C.S. Narayanan and K.P. Padmkumari, Chemical investigation of the essential oil of Lantana camara. Indian Perf.,35, 140-143 (1991).

13. G. Singh, Km. Pratima Srivastava, C.S. Narayanan and K.P. Padmkumari, Chemical investigation of the essential oil of Lantana camara. Indian Perf., 35, 209-212 (1991).

14. L.-F. Zhu, Y.H. Li, B.-L. Li, B.-Y. Lu and N.-H. Xia, Aromatic Plants and Essential Constituents, p 168, Sun Light Printing & Bookbinding Factory, Hong Kong (1993).

15. S. Mollenbeck, T. Konig, P. Schreier, W. Schaw, J. Rajanarivony and L. Ranarivelo, Chemical composition and analyses of enantiomers of essential oils from Madagascar. Flav. Fragr. J., 12, 63-69 (1997).

16. P. Weyerstahl, H. Marschall, A. Eckhardt and C. Christiansen, Constituents of commercial Brazilian lantana oil. Flav. Fragr. J., 14,15-28 (1999).

17. M.H.L. da Suva, E.H.A. Andrade, M.G.B. Zoghbi, A.I.R. Luz, J.D. da SilvaandJ.G.S. Maia, The essential oils of Lantana camara L. occurring in north Brazil. Flav. Fragr. J., 14, 208-210 (1999).

18. M.B. Ngassoum, S. Yonkeu, L. Jirovetz, G. Buchbauer, G. Schmaus and F.-J. Hammerschmidt, Chemical composition ofessential oils of Lantana camara leaves and flowers from Cameroon and Madagascar. Flav. Fragr. J.,14, 245-250(1999).

19. D.M. Jose and J.E. Thoppil, Chemical composition of the essential oil of Lantana camara L. Acta Pharm. (Croatia), 50, 259-262 (2000).

20. E.S. Stenhagen, S. Abrahamson and F. McLafferty, Registry of Mass Spectral Data. J. Wiley & Sons Inc., New York (1974).

21. R.P. Adams, Identification of Essential oil Components by Gas Chromatography/Mass Spectroscopy. Allured Publishing Corp., Carol Stream, IL (1995).

Jorge A. Pino*

Imtituto de Investigaciones para la Indm-lrui Aliinenticia (IIIA), Carretera del Gitatao km 3 1/2, La Habana 19200, Cuba

Rolande Marbot and Aristides Rosado

Centra National de Investiiiaciones Cientificas, La Habana, Cuba

Carlos Romeu

Institute) de Investigaciones de Sanidad Vegetal, La Habana, Cuba

M. Pilar Marti

Departament de Qumíca Analítica y Qumíca Orgàmica, Universitat Rovira i Virgili, Tarragona, Spain

* Address for correspondence

Received: December 2001

Revised: April 2002

Accepted: July 2002

1041-2905/04/0003-0216S6.00/0-© 2004 Allured Publishing Corp.

Copyright Allured Publishing Corporation May/Jun 2004

Provided by ProQuest Information and Learning Company. All rights Reserved