Antioxidant activity of pinoline analogues in the LDL oxidation model

Cheve, G;Duriez, P;Fruchart, JC.;Teissier, E;Lesieur, D.;et.al.
(2002) Medicinal Chemistry Research : an international journal for rapid communications on design and mechanisms of action of biologically active agents — Vol. 11, n° 7, p. 361-379 (2002)

Files

No attached file found for this publication.

Details

Authors
  • Cheve, G
    Author
  • Duriez, P
    Author
  • Fruchart, JC.
    Author
  • Teissier, E
    Author
  • Poupaert, JacquesUCLouvain
    Author
  • Lesieur, D.
    Author
Show more
Abstract
Recently it has been shown that pinoline (6-methoxy-1,2,3,4-tetrahydro-beta-carboline) is as potent as melatonin in the inhibition of lipid peroxidation. We have synthesized some 1-aryl-1,2,3,4-tetrahydro-beta-carbolines and investigated their ability to prevent LDL copper-induced peroxidation in comparison with melatonin and pinoline. In this model, we found that the introduction of a phenyl group in position 1 of the beta-carboline skeleton resulted in more active compounds. The presence of a methoxy group in position 6 of the beta-carboline skeleton had a beneficial influence on this activity, whereas replacement of this methoxy by an ethyl side chain increased the antioxidant potency. On the other hand, substitution of the 1-phenyl substituent with a methoxy group did not affect the activity.Finally, compounds bearing a propyl group on position 2 of the beta-carboline skeleton are the most active. Taken together these results confirm the role of lipophilicity in the ability to inhibit LDL oxidation.
Affiliations

Citations

  • APA
  • Chicago
  • FWB

Cheve, G., Duriez, P., Fruchart, JC., Teissier, E., Poupaert, J., & Lesieur, D. (2002). Antioxidant activity of pinoline analogues in the LDL oxidation model. Medicinal Chemistry Research : an international journal for rapid communications on design and mechanisms of action of biologically active agents, 11(7), 361-379. https://hdl.handle.net/2078.5/65431 (Original work published 2002)