Synthesis and molecular modelling studies of prenylated pyrazolines as MAO-B inhibitors

Rossella Fioravanti; Adriana Bolasco; Fedele Manna; Francesca Rossi; Francisco Orallo; Matilde Yáñez; Alberto Vitali; Francesco Ortuso; Stefano Alcaro

doi:10.1016/j.bmcl.2010.09.061

Synthesis and molecular modelling studies of prenylated pyrazolines as MAO-B inhibitors

Bioorg Med Chem Lett. 2010 Nov 15;20(22):6479-82. doi: 10.1016/j.bmcl.2010.09.061. Epub 2010 Sep 17.

Authors

Rossella Fioravanti¹, Adriana Bolasco, Fedele Manna, Francesca Rossi, Francisco Orallo, Matilde Yáñez, Alberto Vitali, Francesco Ortuso, Stefano Alcaro

Affiliation

¹ Dipartimento di Chimica e Tecnologie del Farmaco, Università di Roma La Sapienza P.le Aldo Moro, 5, 00185 Rome, Italy. rossella.fioravanti@uniroma1.it

PMID: 20934874
DOI: 10.1016/j.bmcl.2010.09.061

Abstract

A series of N-substituted-3-[(2'-hydroxy-4'-prenyloxy)-phenyl]-5-phenyl-4,5-dihydro-(1H)-pyrazolines were synthesized and tested on human monoamine oxidase-A and -B isoforms. Structure-activity relationships and molecular modelling showed that some substitutions, such as benzyloxy or chlorine atom, improve the best interaction with active site of hMAO-B.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Humans
Inhibitory Concentration 50
Models, Molecular
Molecular Structure
Monoamine Oxidase / drug effects*
Monoamine Oxidase Inhibitors / chemical synthesis*
Monoamine Oxidase Inhibitors / chemistry
Monoamine Oxidase Inhibitors / pharmacology*
Prenylation*
Pyrazoles / chemical synthesis*
Pyrazoles / chemistry
Pyrazoles / pharmacology*
Structure-Activity Relationship

Substances

Monoamine Oxidase Inhibitors
Pyrazoles
Monoamine Oxidase