Isolation of Tracheopasmolytic Compounds From Piper cubeba Fruits

Wahyono .; L. Hakim; S. Wahyuono; A. Mursyidi; R. Verpoorte; H. Timmerman

doi:10.14499/indonesianjpharm0iss0pp119-123

Isolation of Tracheopasmolytic Compounds From Piper cubeba Fruits

Wahyono ., L. Hakim, S. Wahyuono, A. Mursyidi, R. Verpoorte, H. Timmerman

Abstract

The fruits of Piper cubeba (kemukus;Javanese)have been used in traditional medicine to treat illnesses such as asthma. Extracts were prepared by gradual maceration of the dried fruits with n-hexane, and by extraction of the residue with ethanol, and were tested for their tracheospasmolytic effects on isolated guinea-pig trachea contracted with metacholine at a dose of 0.25 mg/ml. Both extracts demonstrated spasm inhibition but the effect of the ethanol extract was lower than that of the n-hexane extract. However, TLC analysis did not distinguish between the extracts. The ethanol extract was then partitioned with n-hexane, and the first and second n-hexane extracts were combined and dried before further fractionation using vacuum liquid chromatography. The fractions were tested for tracheospasmolytic effects. Two active fractions were obtained and separated by column chromatography and preparative TLC. Four pure compounds were obtained. One of these is a lignan compound and identified as dihydrocubebin, had tracheospasmolytic activities.

Key words: Piper cubeba; lignan, dihydrocubebin; tracheospasmolytic effect.

Full Text:

Untitled

References

Badheka, L. P., Prabhu, B. R., Mulchandani, N. B., 1986. Dibenzylbutyrolactone lignan from

Piper cubeba, Phytochemistry, 25, 487-489.

Badheka, L. P., Prabhu, B. R.,and Mulchandani, N. B., 1987. Lignans from from Piper cubeba, Phytochemistry, 26, 2033-2036.

Chang, M.N., Han, G.Q., Arison, B.H., Springer, J.P., Hwang, S.B., Shen, T.Y., 1985, Neolignan from Piper futokadsura, Phytochemistry, 24(9), 2079-2082.

Danahukar, S.A., Karandinar, S.M., Desai, M., 1984, Efficacy of Piper longum in chilhood

Asthma, Indian drugs, 21(9), 384-388.

Harborne, J. B and Baxter, H., !993. Phytochemical Dictionary, Taylor & Francis LTD, Washington, DC.

Prabhu, B.R., Mulchandani, 1985, Lignans from Piper cubeba, Phytochemistry, 24 (2), 329-331 Upadhay, S.D., kansal, C.M., Pandey, N.N., 1982, Clinical Evaluation of Pimpalli (Piper longum)

Ksira Paka on Patiens of Bronchial Asthma – Preliminary study, Nagarjun, 25, 11

Wahyuono, S., Mulyono, Wahyono, Mursyidi, A, 1999. Tracheospasmolytic Activity of Piper cubeba L.f. fructus, Majalah Farmasi Indonesia, 10, 48-56.

Williamson, E. M., Okpako, D. T., Evans, F. J., 1996. Pharmacological Methods in Phytotheraphy Research,1, Selection, Preparation and Pharmacological Evaluation of Plant

Material, John Wiley and Sons, England.

Zhang, S.X., Chen, K., Liu, X.J., Zhang, D.C., Tao-Wiedmann, T., Leu, S.L., MsPhail, A.T., Lee, K.H., 1995, The Isolation and structure elucidation on three new lignans, Puberelin A, B

and C as platelet activating factor receptor antagonist from Piper puberulum, J.Nat. Prod.

(4), 540-547

DOI: http://dx.doi.org/10.14499/indonesianjpharm0iss0pp119-123