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Phytochemical Investigation on Eucalyptus globulus Labill
Corresponding Author(s) : F.S. Rehmani
Asian Journal of Chemistry,
Vol. 26 No. 4 (2014): Vol 26 Issue 4
Abstract
Twelve compounds have been isolated from the methanolic extract of the whole plant of Eucalyptus globulus Labill namely, stigmasterol (1), stigmasterol 3-O-b-D-glucopyranoside (2), ursolic acid (3), a-amyrin (4), a-amyrin acetate (5) 4',5,7-trimethoxykaempferol (6), genistein (7), naringenin (8), catechin (9), apicatechin (10), octyl-b-D-glucopyranoside (11), 7,8-dihydroxycoumarin (12), respectively. Their chemical structures were established on the basis of spectroscopic methods 1D (1H and 13C) NMR and 2D (COSY, HMQC and HMBC) NMR in addition to mass spectrometry and comparison with literature data.
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- E.L. Ghisalberti, Phytochemistry, 41, 7 (1996); doi:10.1016/0031-9422(95)00484-X.
- H. Ito, M. Koreishi, H. Tokuda, H. Nishino and T. Yoshida, J. Nat. Prod., 63, 1253 (2000); doi:10.1021/np0001981.
- M. Kozuka, T. Sawada, F. Kasahara, E. Mizuta, T. Amano, T. Komiya and M. Goto, Chem. Pharm. Bull. (Tokyo), 30, 1952 (1982); doi:10.1248/cpb.30.1952.
- M. Kozuka, T. Sawada, E. Mizuta, F. Kasahara, T. Amano, T. Komiya and M. Goto, Chem. Pharm. Bull. (Tokyo), 30, 1964 (1982); doi:10.1248/cpb.30.1964.
- H.M. Noble, P.J. Sidebottom, S.J. Lane and M.J. O’Neill, Planta Med., 56, 647 (1990); doi:10.1055/s-2006-961297.
- K. Osawa, H. Yasuda, H. Morita, K. Takeya and H. Itokawa, Phytochemistry, 40, 183 (1995); doi:10.1016/0031-9422(95)00233-W.
- K. Osawa, H. Yasuda, H. Morita, K. Takeya and H. Itokawa, J. Nat. Prod., 59, 823 (1996); doi:10.1021/np9604994.
- J.L. Courtney, E.V. Lassak and G.B. Speirs, Phytochemistry, 22, 947 (1983); doi:10.1016/0031-9422(83)85027-4.
- K. Umehara, I.P. Singh, H. Etoh, M. Takasaki and T. Konoshima, Phytochemistry, 49, 1699 (1998); doi:10.1016/S0031-9422(98)00289-1.
- M.A. Beg and Z. Iqbal, Pak. J. Sci. Res, 6, 32 (1989).
- Y. Asakawa, M. Toyota and L.J. Harrison, Phytochemistry, 24, 1505 (1985); doi:10.1016/S0031-9422(00)81055-9.
- W. Seebacher, N. Simic, R. Weis, R. Saf and O. Kunert, Magn. Reson. Chem., 41, 636 (2003); doi:10.1002/mrc.1214.
- T.J. Mabry, K.R. Markham and M.B. Thomas, The Systematic Identification of Flavonoids; Springer Verlag: New York, Heidelberg, Berlin, (1970).
- J.B. Harborne, The Flavonoids Advances in Research Science 1986 Chapman & Hall, London (1994).
- C.C. Shen, Y.-S. Chang and L.-K. Hott, Phytochemistry, 34, 843 (1993); doi:10.1016/0031-9422(93)85370-7.
- W. Rossouw, A.F. Hundt, J.A. Steenkamp and D. Ferreira, Tetrahedron, 50, 12477 (1994); doi:10.1016/S0040-4020(01)89554-5.
- W. Fan, Y. Tezuka, K.M. Ni and S. Kadota, Chem. Pharm. Bull. (Tokyo), 49, 396 (2001); doi:10.1248/cpb.49.396.
- H. Budzikiewicz, J.M. Wilson and C. Djerassi, J. Am. Chem. Soc., 85, 3688 (1963); doi:10.1021/ja00905a036.
- M. Shamma, R.E. Glick and R.O. Mumma, J. Org. Chem., 27, 4512 (1962); doi:10.1021/jo01059a095.
- Y. Letourneux, M. Gut and G. Lukacs, J. Org. Chem., 40, 1674 (1975); doi:10.1021/jo00899a045.
- I. Rubinstein, L.J. Goad, A.D.H. Clague and J.L. Mulheirn, Phytochemistry, 15, 195 (1976); doi:10.1016/S0031-9422(00)89083-4.
- M. Jung, Z. Naturforsch. C, 49, 697 (1994).
- Y.L. Chow and H.H. Quon, Phytochemistry, 9, 1151 (1970); doi:10.1016/S0031-9422(00)85245-0.
References
E.L. Ghisalberti, Phytochemistry, 41, 7 (1996); doi:10.1016/0031-9422(95)00484-X.
H. Ito, M. Koreishi, H. Tokuda, H. Nishino and T. Yoshida, J. Nat. Prod., 63, 1253 (2000); doi:10.1021/np0001981.
M. Kozuka, T. Sawada, F. Kasahara, E. Mizuta, T. Amano, T. Komiya and M. Goto, Chem. Pharm. Bull. (Tokyo), 30, 1952 (1982); doi:10.1248/cpb.30.1952.
M. Kozuka, T. Sawada, E. Mizuta, F. Kasahara, T. Amano, T. Komiya and M. Goto, Chem. Pharm. Bull. (Tokyo), 30, 1964 (1982); doi:10.1248/cpb.30.1964.
H.M. Noble, P.J. Sidebottom, S.J. Lane and M.J. O’Neill, Planta Med., 56, 647 (1990); doi:10.1055/s-2006-961297.
K. Osawa, H. Yasuda, H. Morita, K. Takeya and H. Itokawa, Phytochemistry, 40, 183 (1995); doi:10.1016/0031-9422(95)00233-W.
K. Osawa, H. Yasuda, H. Morita, K. Takeya and H. Itokawa, J. Nat. Prod., 59, 823 (1996); doi:10.1021/np9604994.
J.L. Courtney, E.V. Lassak and G.B. Speirs, Phytochemistry, 22, 947 (1983); doi:10.1016/0031-9422(83)85027-4.
K. Umehara, I.P. Singh, H. Etoh, M. Takasaki and T. Konoshima, Phytochemistry, 49, 1699 (1998); doi:10.1016/S0031-9422(98)00289-1.
M.A. Beg and Z. Iqbal, Pak. J. Sci. Res, 6, 32 (1989).
Y. Asakawa, M. Toyota and L.J. Harrison, Phytochemistry, 24, 1505 (1985); doi:10.1016/S0031-9422(00)81055-9.
W. Seebacher, N. Simic, R. Weis, R. Saf and O. Kunert, Magn. Reson. Chem., 41, 636 (2003); doi:10.1002/mrc.1214.
T.J. Mabry, K.R. Markham and M.B. Thomas, The Systematic Identification of Flavonoids; Springer Verlag: New York, Heidelberg, Berlin, (1970).
J.B. Harborne, The Flavonoids Advances in Research Science 1986 Chapman & Hall, London (1994).
C.C. Shen, Y.-S. Chang and L.-K. Hott, Phytochemistry, 34, 843 (1993); doi:10.1016/0031-9422(93)85370-7.
W. Rossouw, A.F. Hundt, J.A. Steenkamp and D. Ferreira, Tetrahedron, 50, 12477 (1994); doi:10.1016/S0040-4020(01)89554-5.
W. Fan, Y. Tezuka, K.M. Ni and S. Kadota, Chem. Pharm. Bull. (Tokyo), 49, 396 (2001); doi:10.1248/cpb.49.396.
H. Budzikiewicz, J.M. Wilson and C. Djerassi, J. Am. Chem. Soc., 85, 3688 (1963); doi:10.1021/ja00905a036.
M. Shamma, R.E. Glick and R.O. Mumma, J. Org. Chem., 27, 4512 (1962); doi:10.1021/jo01059a095.
Y. Letourneux, M. Gut and G. Lukacs, J. Org. Chem., 40, 1674 (1975); doi:10.1021/jo00899a045.
I. Rubinstein, L.J. Goad, A.D.H. Clague and J.L. Mulheirn, Phytochemistry, 15, 195 (1976); doi:10.1016/S0031-9422(00)89083-4.
M. Jung, Z. Naturforsch. C, 49, 697 (1994).
Y.L. Chow and H.H. Quon, Phytochemistry, 9, 1151 (1970); doi:10.1016/S0031-9422(00)85245-0.