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Cholinesterase Inhibitory Triterpenes from Perovskia atriplicifolia
Corresponding Author(s) : G.A. Fawzy
Asian Journal of Chemistry,
Vol. 26 No. 18 (2014): Vol 26 Issue 18
Abstract
Nine compounds including b-amyrin (1), erythrodiol (2), oleanolic acid (3), 3b-hydroxy-11,13(18)-oleanadien-28-oic acid (4), glycyrrhetinic acid (5), 2a,3b-dihydroxyolean-12-en-28-methyl ester (6), 2a,3b-dihydroxyolean-12-en-28-oic acid (7), 2a,3b,24-trihydroxyolean-12-en-28-oic acid (8) and 2a,3b,19b-trihydroxyurs-12-en-28-oic acid (9), have been isolated from Perovskia atriplicifolia. Their structures have been established with the help of different spectral data. All of these compounds were tested for cholinesterase inhibitory activity. Among the tested compounds, 8 and 9 were found to be the most active against both enzymes, with a significant butyrylcholinesterase (BChE) inhibitory activity demonstrating IC50 values 9.50 and 13.52 mM, respectively, compared to galanthamine standard (IC50: 8.51 mM).
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- P.S. Aisen and K.L. Davis, Neurology, 48, 35 (1997); doi:10.1212/WNL.48.5_Suppl_6.35S.
- M.W. Jann, Pharmacotherapy, 18, 55 (1998); doi:10.1002/j.1875-9114.1998.tb03879.x.
- D.L. Bachman, P.A. Wolf, R.T. Linn, J.E. Knoefel, J. CobbS, A. Belanger, R.B. D’Agostino and L.R. White, Neurology, 42, 115 (1992); doi:10.1212/WNL.42.1.115.
- R.D. Terry and R.K. Katzman, Ann. Neurol., 14, 497 (1983); doi:10.1002/ana.410140502.
- L.E. Hebert, P.A. Scherr and L.A. Beckeff, JAMA, 273, 1354 (1995); doi:10.1001/jama.1995.03520410048025.
- S.E. Arnold and A. Kumar, Med. Clin. North Am., 77, 215 (1993).
- S.Q. Yu, H.W. Holloway, T. Utsuki, A. Brossi and N.H. Greig, J. Med. Chem., 42, 1855 (1999); doi:10.1021/jm980459s.
- L.J. Schneider, Clin. Geriatr. Med., 17, 337 (2001); doi:10.1016/S0749-0690(05)70072-0.
- S.R. Baquar, Medicinal and Poisonous Plants of Pakistan, Printas, Karachi, Pakistan, p. 326 (1989).
- P. Shagufta, M. Abdul and B.T. Rasool, J. Chem. Soc. Pak., 31, 314 (2009).
- G.L. Ellman, Arch. Biochem. Biophys., 74, 443 (1958); doi:10.1016/0003-9861(58)90014-6.
- G.L. Ellman, K.D. Courtney, V. Andres Jr. and R.M. Featherstone, Biochem. Pharmacol., 7, 88 (1961); doi:10.1016/0006-2952(61)90145-9.
- H.V. Liliana, P. Javier and N.O. Arturo, The Pentacyclic Triterpenes α, β-amyrins: A Review of Sources and Biological Activities. Phytochemicals - A Global Perspective of Their Role in Nutrition and Health, pp. 487-502 (2012).
- A. Fahima, A.K. Muhammad, K.M. Hamidul, M.H. Choudhury and A.R. Mohammad, Dhaka Univ. J. Pharm. Sci., 8, 161 (2009).
- J.-H. Feng, W. Chen, Y. Zhao and X.-L. Ju, The Open Nat. Prod. J., 2, 48 (2009); doi:10.2174/1874848100902010048.
- A. Ikuta, Phytochemistry, 38, 1203 (1995); doi:10.1016/0031-9422(94)00445-Y.
- N. Ding, S. Yahara and T. Nohara, Chem. Pharm. Bull. (Tokyo), 40, 780 (1992); doi:10.1248/cpb.40.780.
- B. Singh and R.P. Rastogi, Phytochemistry, 8, 917 (1969); doi:10.1016/S0031-9422(00)85884-7.
- I.M.S. Eldeen, F.R. Van Heerden and J. Van Staden, Planta Med., 74, 411 (2008); doi:10.1055/s-2008-1034357.
- M.S. Gurovic, M.J. Castro, V. Richmond, M.B. Faraoni, M.S. Maier and A.P. Murray, Planta Med., 76, 607 (2010); doi:10.1055/s-0029-1240582.
References
P.S. Aisen and K.L. Davis, Neurology, 48, 35 (1997); doi:10.1212/WNL.48.5_Suppl_6.35S.
M.W. Jann, Pharmacotherapy, 18, 55 (1998); doi:10.1002/j.1875-9114.1998.tb03879.x.
D.L. Bachman, P.A. Wolf, R.T. Linn, J.E. Knoefel, J. CobbS, A. Belanger, R.B. D’Agostino and L.R. White, Neurology, 42, 115 (1992); doi:10.1212/WNL.42.1.115.
R.D. Terry and R.K. Katzman, Ann. Neurol., 14, 497 (1983); doi:10.1002/ana.410140502.
L.E. Hebert, P.A. Scherr and L.A. Beckeff, JAMA, 273, 1354 (1995); doi:10.1001/jama.1995.03520410048025.
S.E. Arnold and A. Kumar, Med. Clin. North Am., 77, 215 (1993).
S.Q. Yu, H.W. Holloway, T. Utsuki, A. Brossi and N.H. Greig, J. Med. Chem., 42, 1855 (1999); doi:10.1021/jm980459s.
L.J. Schneider, Clin. Geriatr. Med., 17, 337 (2001); doi:10.1016/S0749-0690(05)70072-0.
S.R. Baquar, Medicinal and Poisonous Plants of Pakistan, Printas, Karachi, Pakistan, p. 326 (1989).
P. Shagufta, M. Abdul and B.T. Rasool, J. Chem. Soc. Pak., 31, 314 (2009).
G.L. Ellman, Arch. Biochem. Biophys., 74, 443 (1958); doi:10.1016/0003-9861(58)90014-6.
G.L. Ellman, K.D. Courtney, V. Andres Jr. and R.M. Featherstone, Biochem. Pharmacol., 7, 88 (1961); doi:10.1016/0006-2952(61)90145-9.
H.V. Liliana, P. Javier and N.O. Arturo, The Pentacyclic Triterpenes α, β-amyrins: A Review of Sources and Biological Activities. Phytochemicals - A Global Perspective of Their Role in Nutrition and Health, pp. 487-502 (2012).
A. Fahima, A.K. Muhammad, K.M. Hamidul, M.H. Choudhury and A.R. Mohammad, Dhaka Univ. J. Pharm. Sci., 8, 161 (2009).
J.-H. Feng, W. Chen, Y. Zhao and X.-L. Ju, The Open Nat. Prod. J., 2, 48 (2009); doi:10.2174/1874848100902010048.
A. Ikuta, Phytochemistry, 38, 1203 (1995); doi:10.1016/0031-9422(94)00445-Y.
N. Ding, S. Yahara and T. Nohara, Chem. Pharm. Bull. (Tokyo), 40, 780 (1992); doi:10.1248/cpb.40.780.
B. Singh and R.P. Rastogi, Phytochemistry, 8, 917 (1969); doi:10.1016/S0031-9422(00)85884-7.
I.M.S. Eldeen, F.R. Van Heerden and J. Van Staden, Planta Med., 74, 411 (2008); doi:10.1055/s-2008-1034357.
M.S. Gurovic, M.J. Castro, V. Richmond, M.B. Faraoni, M.S. Maier and A.P. Murray, Planta Med., 76, 607 (2010); doi:10.1055/s-0029-1240582.