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A New Isoflavonoid from the Rhizomes of Cyperus rotundus
Corresponding Author(s) : Zhong-Liu Zhou
Asian Journal of Chemistry,
Vol. 26 No. 13 (2014): Vol 26 Issue 13
Abstract
A new isoflavonoid, 5,7,4'-trihydroxy-2'-methoxy-3'-prenylisoflavone (1), along with eleven phenolic compounds (2-12), licoricone (2), 6-O-p-hydroxybenzoyl-6-epi-aucubin (3), 6-O-p-hydroxybenzoyl-6-epi-monomelittoside (4), 7-O-p-hydroxybenzoyl-8-epi-loganic acid (5), verproside (6), syringopicroside B (7), syringopicroside C (8), oleuropeinic acid (9), oleuroside (10), 10-hydroxyoleuropein (11), senburisideI (12), were obtained from the rhizomes of Cyperus rotundus. Their chemical structures were elucidated on the basis of UV, IR, MS, NMR spectroscopic analyses. Compound 12 showed considerable macrophages respiratory burst (MRB) inhibitory activity in the test with IC50 value of approximately 27 μM.
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- O.A. Lawal and A.O. Oyedeji, Molecules, 14, 2909 (2009); doi:10.3390/molecules14082909.
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- F.Ü. Afifi-Yazar and O. Sticher, Helv. Chim. Acta, 63, 1905 (1980); doi:10.1002/hlca.19800630716.
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References
O.A. Lawal and A.O. Oyedeji, Molecules, 14, 2909 (2009); doi:10.3390/molecules14082909.
Z.L. Zhou and Y.H. Liu, Chin. J. Exp. Tradit. Med. Formulae, 7, 191 (2012).
N.A. Raut and N.J. Gaikwad, Fitoterapia, 77, 585 (2006); doi:10.1016/j.fitote.2006.09.006.
H.M. Sayed, M.H. Mohamed, S.F. Farag, G.A. Mohamed, O.R.M. Omobuwajo and P. Proksch, Nat. Prod. Res., 22, 1487 (2008); doi:10.1080/14786410802038556.
S.J. Jeong, T. Miyamoto, M. Inagaki, Y.C. Kim and R. Higuchi, J. Nat. Prod., 63, 673 (2000); doi:10.1021/np990588r.
M. Morimoto and K. Komai, Weed Biol. Manage., 5, 203 (2005); doi:10.1111/j.1445-6664.2005.00186.x.
Z.L. Zhou, W.Q. Yin, H.L. Zhang, Z.C. Feng and J.M. Xia, Nat. Prod. Res., 27, 1732 (2012); doi:10.1080/14786419.2012.750318.
Z.L. Zhou and C.Y. Fu, Chem. Nat. Compd., 48, 963 (2013); doi:10.1007/s10600-013-0439-x.
Z.L. Zhou and W.Q. Yin, Molecules, 17, 12636 (2012); doi:10.3390/molecules171112636.
J. Qi, J.J. Chen, Z.H. Cheng, J.H. Zhou, B.Y. Yu and S.X. Qiu, Phytochemistry, 67, 1372 (2006); doi:10.1016/j.phytochem.2006.05.029.
K.J. Cho, C.H. Yun, D.Y. Yoon, Y.S. Cho, G. Rimbach, L. Packer and A.S. Chung, Toxicol. Appl. Pharmacol., 168, 64 (2000); doi:10.1006/taap.2000.9001.
F. Pasmans, P.D. Herdt, A.V. Nerom and F. Haesebrouck, Dev. Comp. Immunol., 25, 159 (2001); doi:10.1016/S0145-305X(00)00051-3.
M. Chadfield and J. Olsen, Vet. Immunol. Immunopathol., 80, 289 (2001); doi:10.1016/S0165-2427(01)00325-7.
W.W. Tao, J.A. Duan, N.Y. Yang, Y.P. Tang, M.Z. Liu and Y.F. Qian, Fitoterapia, 83, 422 (2012); doi:10.1016/j.fitote.2011.12.010.
C.A. Boros and F.R. Stermitz, J. Nat. Prod., 53, 1055 (1990); doi:10.1021/np50071a001.
A. Bianco, P. Passacantilli, G. Polidori, M. Nicolerti and R. Alves de Lima, Gazz. Chim. Ital., 113, 465 (1983).
M.F. Lahloub, M. Goda, M.S. Affifi and O. Sticher, Planta Med., 55, 627 (1989); doi:10.1055/s-2006-962191.
F.Ü. Afifi-Yazar and O. Sticher, Helv. Chim. Acta, 63, 1905 (1980); doi:10.1002/hlca.19800630716.
C. Scheele, E. Wollenweber and F.J. Arriaga-Giner, J. Nat. Prod., 50, 181 (1987); doi:10.1021/np50050a009.
C.A. Boros and F.R. Stermitz, J. Nat. Prod., 54, 1173 (1991); doi:10.1021/np50077a001.
H. Kuwajima, T. Uemura, K. Takaishi, K. Inoue and H. Inouyet, Phytochemistry, 27, 1757 (1988); doi:10.1016/0031-9422(88)80438-2.
K. Inoue, T. Nishioka, T. Tanahashi and H. Inouye, Phytochemistry, 21, 2305 (1982); doi:10.1016/0031-9422(82)85196-0.
Z.J. Huang, J.X. Yang, Z.G. She and Y.C. Lin, Nat. Prod. Res., 26, 11 (2012); doi:10.1080/14786419.2010.529444.
M.Q. Fu, S.X. Feng, N.L. Zhang, X.J. Zhou, R.M. Huang, H.J. Huang, Z.F. Xu, X. Li and S.X. Qiu, Helv. Chim. Acta, 95, 598 (2012); doi:10.1002/hlca.201100360.