Monoamine Oxidase Inhibitors from Aquilaria agallocha

  • Published : 2002.03.01

Abstract

From the bioassay-directed fractionation and isolation of dichloromethane fraction of Aquilaria agallocha, four compounds having MAO inhibitory effect were isolated by repeated silica gel column chromatography. Their chemical structures were established as psoralen (1), bergapten (2), ${\alpha}-amyrin\;acetate$ (3) and 5-hydroxymethylfurfural (4) on the basis of their physicochemical and spectral data. Among these compounds, psoralen and bergapten showed high inhibitory activities in vitro against mouse brain MAO with $IC_{50}$ values $21.3\;{\mu}M\;and\;13.8\;{\mu}M$, respectively.

Keywords

References

  1. Hossain, C.F., Okuyama, E., and Yamazaki, M., A new series of coumarin derivatives having monoamine oxidase inhibitory activity from Monascus anka. Chem. Pharm. Bull. 44, 1535-1539 (1996) https://doi.org/10.1248/cpb.44.1535
  2. Huong, D.T.H, Lee, M.K., Bae, K., and Kim Y.H., Monoamine oxidase inhibitors from Kaempferia galanga. J. Pharm. Sci. (C.N.U.) 16, 52-56 (2000)
  3. Jo, Y.S., Huong, D.T.L., Bae, K. Lee, M.K., and Kim, Y.H., Monoamine oxidase inhibitory coumarin from Zanthoxylum schinifolium. Planta Med. 68, 84-85 (2002) https://doi.org/10.1055/s-2002-20056
  4. Kraml M., A rapid microfluorometric determination of monoamine oxidase. Biochem. Pharmacol. 14, 1683-1685, 1965
  5. Lee, S.S., Kai, M., Lee, M.K., Effects of natural isoquinoline alkaloids on monoamine oxidase activity in mouse brain : inhibition by berberine and palmatine. Med. Sci. Res. 27: 749-751 (1999)
  6. Loi, D.T., Vietnamese medicinal plants and medicine. Science and Technology Pub. House, Hanoi, 1995
  7. Naoi, M., Takahashi, T., Darrez, H., Kabeya, R., Taguchi, E., N-Methyl isoquinolinim ion as an inhibitor of tyrosine hydroxylase, aromatic L-amino acid decarboxylase and monoamine oxidase. Neurochem. Int. 15, 315-320 (1989) https://doi.org/10.1016/0197-0186(89)90138-1
  8. Rendenbach-M$\"u$ller, B., Schlecher, R., Traut, M., and Weifenbach, H., Synthesis of coumarins as subtype-selective inhibitors of monoamine oxidase. Bioorg. Med. Chem. Lett. 4, 1195-1198 (1994) https://doi.org/10.1016/S0960-894X(01)80328-0
  9. Rosazza, J.P.N., Duffel, M.W., El-Marakby, S., and Ahn, S.H., Metabolism of the Catharanthus alkaloids: From Streptomyces griseus to monoamme oxidase B. J. Nat. Prod. 55, 269-284 (1992) https://doi.org/10.1021/np50081a001
  10. Schaufelberger, D., and Hostettmann, K., Chemistry and pharmacology of Gentiana lactea. Planta Med. 49, 219-221 (1987)
  11. Silverman, R.B., Radical ideas about monoamine oxidase. Acc. Chem. Res. 28, 335-342 (1995) https://doi.org/10.1021/ar00056a003
  12. Tipton, K.F., OCarroll, A.M., McCrodden, J.M., The catalytic behavior of monoamine oxidase. J. Neural Transm. (Suppl.) 23, 25-35 (1987)
  13. Yun, B.S., Lee, I.K., Ryoo, I.J., and Yoo, I.D., Coumarins with monoamine oxidase inhibitory acdvity and antioxydative coumarino-lignans from Hibiscus syriacus. J. Nat. Prod. 64, 1238-1240 (2001) https://doi.org/10.1021/np0100946