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Anti-Tuberculosis Coumarinolignans from Daphne mucronata
Corresponding Author(s) : Sadia Ferheen
Asian Journal of Chemistry,
Vol. 26 No. 21 (2014): Vol 26 Issue 21
Abstract
Two new linearly fused coumarinolignans named mucronin-A (1) and mucronin-B (2) have been isolated from the whole plant of Daphne mucronata along with two other known compounds i.e., umbelliferone (3) and coumarin (4). The structures of the isolated compounds 1-4 were elucidated by chemical and spectroscopic methods including 1D-NMR, 2D-NMR and HR-FAB-MS. Both of the new isolated compounds 1 and 2 showed significant antituberculosis activity.
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- Z. Lin-Gen, O. Seligmann, H. Lotter and H. Wagner, Phytochemistry, 22, 265 (1983); doi:10.1016/S0031-9422(00)80103-X.
- K. Baba, K. Takeuchi, F. Hamasaki and M. Kazawa, Chem. Pharm. Bull. (Tokyo), 34, 595 (1986); doi:10.1248/cpb.34.595.
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- N. Ullah, S. Ahmed, P. Mohammad, H. Rabnawaz and A. Malik, Fitoterapia, 70, 214 (1999); doi:10.1016/S0367-326X(99)00010-6.
- N. Ullah, S. Ahmed, P. Muhammad, Z. Ahmed, H.R. Nawaz and A. Malik, Phytochemistry, 51, 103 (1999); doi:10.1016/S0031-9422(98)00724-9.
- S.I. Ali and E. Nasir, Flora of West Pakistan, Vol. 12 (Thymelaceae Jointly Published by Stewart Herbarium, Gordon College, Rawalpindi, Pakistan & Department of Botany, University of Karachi, Karachi, Pakistan), pp. 1-4 (1971)..
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- World Health Organization, Anti-Tuberculosis Drug Resistance in the World Report No. 4 Geneva, p. 394 (2008).
- D. Brown, R.O. Asplund and V.A. Mcmahon, Phytochemistry, 14, 1083 (1975); doi:10.1016/0031-9422(75)85191-0.
- R.H. Abu-Eittah and B.A.S. El-Tawil, Can. J. Chem., 63, 1173 (1985); doi:10.1139/v85-200.
- S.D. Sarker, A.I. Gray, P.G. Waterman and J.A. Armstrong, J. Nat. Prod., 57, 1549 (1994); doi:10.1021/np50113a012.
- Aldrich Library of 13C and 1H FT NMR Spectra, vol. 2, p. 1311B (1992).
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- M.D.G. B. Zoghbi, N.F. Roque and O.R. Gottlieb, Phytochemistry, 20, 180 (1981); doi:10.1016/0031-9422(81)85248-X.
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- X.F. Cheng and Z.L. Chen, Fitoterapia, 71, 341 (2000); doi:10.1016/S0367-326X(99)00160-4.
- T. Ishikawa, M. SEKI(nee IMAI), K. Nishigaya, Y. Miura, H. Seki, I.-S. Chen and H. Ishii, Chem. Pharm. Bull. (Tokyo), 43, 2014 (1995); doi:10.1248/cpb.43.2014.
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References
Z. Lin-Gen, O. Seligmann, H. Lotter and H. Wagner, Phytochemistry, 22, 265 (1983); doi:10.1016/S0031-9422(00)80103-X.
K. Baba, K. Takeuchi, F. Hamasaki and M. Kazawa, Chem. Pharm. Bull. (Tokyo), 34, 595 (1986); doi:10.1248/cpb.34.595.
K. Baba, K. Takeuchi, M. Dai and M. Kazawa, Chem. Pharm. Bull. (Tokyo), 35, 1853 (1987); doi:10.1248/cpb.35.1853.
A. Ulubelen, B. Terem and E. Tuzlaci, J. Nat. Prod., 49, 692 (1986); doi:10.1021/np50046a026.
N. Ullah, S. Ahmed, P. Mohammad, H. Rabnawaz and A. Malik, Fitoterapia, 70, 214 (1999); doi:10.1016/S0367-326X(99)00010-6.
N. Ullah, S. Ahmed, P. Muhammad, Z. Ahmed, H.R. Nawaz and A. Malik, Phytochemistry, 51, 103 (1999); doi:10.1016/S0031-9422(98)00724-9.
S.I. Ali and E. Nasir, Flora of West Pakistan, Vol. 12 (Thymelaceae Jointly Published by Stewart Herbarium, Gordon College, Rawalpindi, Pakistan & Department of Botany, University of Karachi, Karachi, Pakistan), pp. 1-4 (1971)..
A. Ulubelen and N. Tan, Fitoterapia, 3, 281 (1990).
World Health Organization, Anti-Tuberculosis Drug Resistance in the World Report No. 4 Geneva, p. 394 (2008).
D. Brown, R.O. Asplund and V.A. Mcmahon, Phytochemistry, 14, 1083 (1975); doi:10.1016/0031-9422(75)85191-0.
R.H. Abu-Eittah and B.A.S. El-Tawil, Can. J. Chem., 63, 1173 (1985); doi:10.1139/v85-200.
S.D. Sarker, A.I. Gray, P.G. Waterman and J.A. Armstrong, J. Nat. Prod., 57, 1549 (1994); doi:10.1021/np50113a012.
Aldrich Library of 13C and 1H FT NMR Spectra, vol. 2, p. 1311B (1992).
P. Bhandari, P. Pant and R.P. Rastogi, Phytochemistry, 21, 2147 (1982); doi:10.1016/0031-9422(82)83075-6.
A.B. Ray, S.K. Chattopadhyay, S. Kumar, C. Konno, Y. Kiso and H. Hikino, Tetrahedron, 41, 209 (1985); doi:10.1016/S0040-4020(01)83488-8.
M. Arisawa, S.S. Handa, D.D. McPherson, D.C. Lankin, G.A. Cordell, H.H.S. Fong and N.R. Farnsworth, J. Nat. Prod., 47, 300 (1984); doi:10.1021/np50032a011.
A. Magalhaes, M.D.G.B. Zoghbi and A.C. Siani, Nat. Prod. Res., 20, 43 (2006); doi:10.1080/14786410500055555.
M.D.G. B. Zoghbi, N.F. Roque and O.R. Gottlieb, Phytochemistry, 20, 180 (1981); doi:10.1016/0031-9422(81)85248-X.
V.U. Ahmad, F. Ullah, J. Hussain, U. Farooq, M. Zubair, M.T.H. Khan and M.I. Choudhary, Chem. Pharm. Bull. (Tokyo), 52, 1458 (2004); doi:10.1248/cpb.52.1458.
B. Sajeli, M. Sahai, R. Suessmuth, T. Asai, N. Hara and Y. Fujimoto, Chem. Pharm. Bull. (Tokyo), 54, 538 (2006); doi:10.1248/cpb.54.538.
B.S. Yun, I.K. Lee, I.J. Ryoo and I.D. Yoo, J. Nat. Prod., 64, 1238 (2001); doi:10.1021/np0100946.
X.F. Cheng and Z.L. Chen, Fitoterapia, 71, 341 (2000); doi:10.1016/S0367-326X(99)00160-4.
T. Ishikawa, M. SEKI(nee IMAI), K. Nishigaya, Y. Miura, H. Seki, I.-S. Chen and H. Ishii, Chem. Pharm. Bull. (Tokyo), 43, 2014 (1995); doi:10.1248/cpb.43.2014.
C. Ma, H.Z. Zhang, G.H. Tan, N.V. Hung, N.M. Cuong, D.D. Soejarto and H.H.S. Fong, J. Nat. Prod., 69, 346 (2006); doi:10.1021/np050313d.
C.H. Collin, J.M. Grange and M.D. Yates, Tuberculosis Bacteriology Organization and Practice, Drug Susceptibility Test, Butterworth Heinemann, p. 98 (1997).