Literature DB >> 19423346

A new series of 3-phenylcoumarins as potent and selective MAO-B inhibitors.

Maria Joao Matos1, Dolores Viña, Elias Quezada, Carmen Picciau, Giovanna Delogu, Francisco Orallo, Lourdes Santana, Eugenio Uriarte.   

Abstract

6-Methyl-3-phenylcoumarins 3-6 were designed, synthesized and evaluated as monoamine oxidase A and B (MAO-A and MAO-B) inhibitors. The synthesis of these new compounds (resveratrol-coumarin hybrids) was carried out with good yield by a Perkin reaction, from the 5-methylsalicylaldehyde and the corresponding phenylacetic acid. They show high selectivity to the MAO-B isoenzyme, with IC(50) values in the nanomolar range. Compound 5 is the most active compound and is several times more potent and selective than the reference compound, R-(-)-deprenyl.

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Year:  2009        PMID: 19423346     DOI: 10.1016/j.bmcl.2009.04.085

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  16 in total

1.  Solid-state fluorescence emission and second-order nonlinear optical properties of coumarin-based fluorophores.

Authors:  Yi-Feng Sun; He-Ping Wang; Zhi-Yong Chen; Wen-Zeng Duan
Journal:  J Fluoresc       Date:  2012-09-02       Impact factor: 2.217

2.  6-Methyl-2-oxo-N-(quinolin-6-yl)-2H-chromene-3-carboxamide: crystal structure and Hirshfeld surface analysis.

Authors:  Lígia R Gomes; John Nicolson Low; André Fonseca; Maria João Matos; Fernanda Borges
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2016-07-12

3.  Crystal structures of three 6-substituted coumarin-3-carboxamide derivatives.

Authors:  Lígia R Gomes; John Nicolson Low; André Fonseca; Maria João Matos; Fernanda Borges
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2016-06-10

4.  Chemoinformatics Profiling of the Chromone Nucleus as a MAO-B/A2AAR Dual Binding Scaffold.

Authors:  Maykel Cruz-Monteagudo; Fernanda Borges; M Natalia D S Cordeiro; Aliuska Morales Helguera; Eduardo Tejera; Cesar Paz-Y-Mino; Aminael Sanchez-Rodriguez; Yunier Perera-Sardina; Yunierkis Perez-Castillo
Journal:  Curr Neuropharmacol       Date:  2017-11-14       Impact factor: 7.363

5.  3-Phenyl-coumarin.

Authors:  Maria J Matos; Lourdes Santana; Eugenio Uriarte
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-08-04

6.  N-(2-Oxo-2H-chromen-3-yl)cyclo-hexane-carboxamide.

Authors:  Maria J Matos; Lourdes Santana; Eugenio Uriarte
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-11-24

Review 7.  Investigational agents in the treatment of Parkinson's disease: focus on safinamide.

Authors:  Naveed M Malek; Donald G Grosset
Journal:  J Exp Pharmacol       Date:  2012-08-14

8.  Structure-Activity Relationship Analysis of 3-Phenylcoumarin-Based Monoamine Oxidase B Inhibitors.

Authors:  Sanna Rauhamäki; Pekka A Postila; Sanna Niinivehmas; Sami Kortet; Emmi Schildt; Mira Pasanen; Elangovan Manivannan; Mira Ahinko; Pasi Koskimies; Niina Nyberg; Pasi Huuskonen; Elina Multamäki; Markku Pasanen; Risto O Juvonen; Hannu Raunio; Juhani Huuskonen; Olli T Pentikäinen
Journal:  Front Chem       Date:  2018-03-02       Impact factor: 5.221

9.  Coumarin analogue 3-methyl-7H-furo[3,2-g] chromen-7-one as a possible antiparkinsonian agent

Authors:  María Del Pilar Olaya; Nadezdha Esperanza Vergel; José Luis López; María Dolores Viña; Mario Francisco Guerrero
Journal:  Biomedica       Date:  2019-09-01       Impact factor: 0.935

10.  3-Phenylcoumarins as inhibitors of HIV-1 replication.

Authors:  Dionisio Olmedo; Rocío Sancho; Luis M Bedoya; José L López-Pérez; Esther Del Olmo; Eduardo Muñoz; José Alcamí; Mahabir P Gupta; Arturo San Feliciano
Journal:  Molecules       Date:  2012-08-02       Impact factor: 4.411

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