Identification of cubebin and epicubebin isolated from Piper cubeba L.f fruits with two D-NMR spectroscopy

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

doi:10.14499/indonesianjpharm0iss0pp232-238

Identification of cubebin and epicubebin isolated from Piper cubeba L.f fruits with two D-NMR spectroscopy

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

Abstract

One of the isolated active compound of the tracheospasmolytic from kemukus fruits (Piper cubeba L.f) is cubebin. The problem occurred when cubebin (C20H20O6) mixed with its epimer because of the difficultly to identify the structure by 1D-NMR spectroscopy. Structure identification then was conducted by 2D-NMR spectroscopy, so the structure of cubebin and epicubebin can be clear identified.
Key words : Cubebin, epicubebin, identification, 2D-NMR

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References

Badheka, L.P., Prabhu, B.R. and Mulchandani, N.B., 1986, Dibenzylbutyrolactone lignan from Piper cubeba, Phytochemistry, 25: 487-489.

Batterbee, J. E., Burden, R. S., Crombie, L. and Whiting, D. A., 1969, Chemistry and Synthesis of the Lignan (-)-Cubebin, J. Chem. Soc. (C), 2470-2477.

Stahl and Shild, 1986, Isolierung und Charakterisierung von Naturstoffen, Gustav Fisher Verlag, New York.

Wahyonoa), L. Hakim, S. Wahyuono, A. Mursyidi, R. Verpoorte,H. Timmerman, 2003. Isolation of

Tracheospasmolytic Compounds from Piper Cubeba Fruits, Indon. J.Ph. 14 (3), 119-123.

Wahyonob), L. Hakim, S. Wahyuono, A. Mursyidi, R. Verpoorte,H. Timmerman, 2003, Pengaruh antagonistik isolat buah kemukus (Piper cubeba) terhadap respon kolinergik pada trakea marmut terisolasi, Prosiding makalah penelitian “Seminar Ilmiah Nasional” dengan tema Penelitian Farmasi Masa Mendatang Berbasis Diversitas Hayati Indonesia, Universitas Sanata Dharma, Yogyakarta.

Wahyuono, S, Mulyono, Wahyono, Mursyidi, A, 1999, Tracheospasmolytic Activity of Piper cubeba

L.f. Fructus, Indon.J.Ph., 10(1), 48-56.

Wei-Ming, C., Mayer, R. und Rucker, G., 1987, Orientierung der Hydroxyl-Gruppe des (-) Cubebins und seines epimeren, Arch. Pharm. (Weinheim), 320, 374-376

DOI: http://dx.doi.org/10.14499/indonesianjpharm0iss0pp232-238