References
- Castellani RJ , RolstonRK, SmithMA. Alzheimer disease.Dis. Mon.56, 484–546 (2010).
- Nelson PT , AlafuzoffI, BigioEHet al. Correlation of alzheimer disease neuropathologic changes with cognitive status: a review of the literature. J. Neuropathol. Exp. Neurol. 71, 362–381 (2012).
- Khairallah MI , KassemLA. Alzheimer’s disease: current status of etiopathogenesis and therapeutic strategies.Pak. J. Biol. Sci.14, 257–272 (2011).
- Farlow MR , CummingsJL. Effective pharmacologic management of Alzheimer’s disease.Am. J. Med.120, 388–397 (2007).
- Turner PR , O‘ConnorK, TateWPet al. Roles of amyloid precursor protein and its fragments in regulating neural activity, plasticity and memory. Prog. Neurobiol. 70, 1–32 (2003).
- Priller C , BauerT, MittereggerGet al. Synapse formation and function is modulated by the amyloid precursor protein. J. Neurosci. 26, 7212–7221 (2006).
- Talesa VM . Acethylcholinesterase in Alzheimer’s disease.Mech. Ageing Dev.122, 1961–1969 (2001).
- García-Alloza M , Gil-BeaFJ, Díez-ArizaMet al. Cholinergic-serotonergic imbalance contributes to cognitive and behavioral symptoms in Alzheimer´s disease. Neurophysychologia 442–449 (2005).
- Terry AV , BuccafuscoJJ, WilsonC. Cognitive dysfunction in neuropsychiatric disorders: selected serotonin receptor subtypes as therapeutic targets.Behav. Brain Res.195, 30–38 (2008).
- Perry EK , PerryRH, BlessedG. Changes in brain cholinesterases in senile dementia of Alzheimer´s type.Neuropathol. Appl. Neurobiol.4, 273–277 (1978).
- Weinstock M , GorodetskyE, PoltyrevTet al. A novel cholinesterase and brain-selective monoamine oxidase inhibitor for the treatment o dementia comorbid with depression and Parkinson’s disease. Prog. Neuropsychopharmacol. Biol. Psychiatry 27, 555–561 (2003).
- Lane RM , PotkinSG, EnzA. Targeting acetylcholinesterase and butyrylcholinesterase in dementia.Int. J. Neuropsychopharmacol.9, 101–124 (2006).
- Soukup O , JunD, Zdarova-KarasovaJet al. A resurrection of 7-MEOTA: a comparison with tacrine. Curr. Alzheimer Res. 10, 893–906 (2013).
- Scarpini E , ScheltensP, FeldmanH. Treatment of Alzheimer’s disease: current status and new perspectives.Lancet Neurol.2, 539–547 (2003).
- Geldmacher DS . Treatment guidelines for Alzheimer´s disease: redefining perceptions in primary care.Prim. Care Companion J. Clin. Psychiatry9, 113–121 (2007).
- Bekris LM , MataIF, ZabetianCP. The genetics of Parkinson disease.J. Geriatr. Psychiatry Neurol.23, 228–242 (2010).
- Youdim MBH . Why do we need multifunctional neuroprotective and neurorestorative drugs for Parkinson´s and Alzheimer´s disorders?RMMJ.1, 1–18 (2010).
- Singh N , PillayV, ChoonaraYE. Advances in the treatment of Parkinson’s disease.Prog. Neurobiol.81, 29–44 (2007).
- Schapira AH , JennerP. Etiology and pathogenesis of Parkinson’s disease.Mov. Disord.26, 1049–1055 (2011).
- Schapira AH . Aetiopathogenesis of Parkinson’s disease.J. Neurol.258, S307–S310 (2011).
- Gao HM , HongJS. Gene-environment interactions: key to unraveling the mystery of Parkinson’s disease.Prog. Neurobiol.94, 1–19 (2011).
- Hindle JV . Ageing, neurodegeneration and Parkinson’s disease.Age Ageing.39, 156–161 (2010).
- Schulz JB . Update on the pathogenesis of Parkinson’s disease.J. Neurol.255, S3–S7 (2008).
- Tanner CM . Advances in environmental epidemiology.Mov. Disord.25, S58–S62 (2010).
- Lai BC , MarionSA, TeschkeKet al. Occupational and environmental risk factors for Parkinson’s disease. Parkinsonism Relat. Disord. 8, 297–309 (2002).
- Youdim MB , BakhleYS. Monoamine oxidase: isoforms and inhibitors in Parkinson’s disease and depressive illness.Br. J. Pharmacol.147, S287–S296 (2006).
- Sano M , ErnestoC, ThomasRGet al. A controlled trial of selegiline, alpha-tocopherol, or both as treatment for Alzheimer’s disease. The Alzheimer’s Disease Cooperative Study. New Eng. J. Med. 336, 1216–1222 (1997).
- Youdim MBH , WadiaJS, TattonWG. Neuroprotective properties of the antiparkinson drug rasagiline and its optical S-isomer.Neurosci. Letts. Suppl.54, S45 (1999).
- Tatton WG , Chalmers-RedmanRME. Modulation of gene expression rather than monoamine oxidase inhibition: R(-)-deprenyl-related compounds in controlling neurodegeneration. Neurology47, S171–S183 (1996).
- Cavalli A , BolognesiML, MinariniAet al. Multi-target-directed ligands to combat neurodegenerative diseases. J. Med. Chem. 51, 347–372 (2008).
- Yáñez M , ViñaD. Dual inhibitors of monoamine oxidase and cholinesterase for the treatment of Alzheimer disease.Curr. Top. Med. Chem.13, 1692–1706 (2013).
- Matos MJ , ViñaD, Vázquez-RodríguezSet al. Focusing on new monoamine oxidase inhibitors: differently substituted coumarins as an interesting scaffold. Curr. Top. Med. Chem. 12, 2210–2239 (2012).
- Hoerr R , NoeldnerM. Ensaculin (KA-672 HCl): a multitransmitter approach to dementia treatment.CNS Drug Rev.8, 143–158 (2002).
- Bruhlmann C , OomsF, CarruptPAet al. Coumarins derivatives as dual inhibitors of acetylcholinesterase and monoamine oxidase. J. Med. Chem. 44, 3195–3198 (2001).
- Anand P , SinghB, SinghN. A review on coumarins as acetylcholinesterase inhibitors for Alzheimer’s disease.Bioorg. Med. Chem.20, 1175–1180 (2012).
- Viña D , MatosMJ, YáñezMet al. 3-substituted coumarins as dual inhibitors of AChE and MAO for the treatment of Alzheimer´s disease. Med. Chem. Comm. 3, 213–218 (2012).
- Yáñez M , FraizN, CanoEet al. Inhibitory effects of cis- and trans-resveratrol on noradrenaline and 5-hydroxytryptamine uptake and on monoamine oxidase activity. Biochem. Biophys. Res. Commun. 344, 688–695 (2006).
- Maestro, version 9.2, Schrödinger, LLC, New York, NY (2011).
- Glide, version 5.7, Schrödinger, LLC, New York, NY (2011).
- LigPrep, version 2.5, Schrödinger, LLC, New York, NY (2011).
- Prime, version 3.0, Schrödinger, LLC, New York, NY (2011).
- Matos MJ , ViñaD, PicciauCet al. Synthesis and evaluation of 6-methyl-3-phenylcoumarins as potent and selective MAO-B inhibitors. Bioorg. Med. Chem. Lett. 19, 5053–5055 (2009).
- Matos MJ , ViñaD, QuezadaEet al. A new series of 3-phenylcoumarins as potent and selective MAO-B inhibitors. Bioorg. Med. Chem. Lett. 19, 3268–3270 (2009).
- Matos MJ , TeránC, Pérez-CastilloYet al. Synthesis and study of a series of 3-arylcoumarins as potent and selective monoamine oxidase B inhibitors. J. Med. Chem. 54, 7127–7137 (2011).
- Matos MJ , ViñaD, JaneiroPet al. New halogenated 3-phenylcoumarins as potent and selective MAO-B inhibitors. Bioorg. Med. Chem. Lett. 20, 5157–5160 (2010).
- Matos MJ , Vázquez-RodríguezS, UriarteEet al. MAO inhibitory activity modulation: 3-phenylcoumarins versus 3-benzoylcoumarins. Bioorg. Med. Chem. Lett. 21, 4224–4227 (2011).
- Matos MJ , VilarS, González-FrancoRMet al. Novel (coumarin-3-yl)carbamates as selective MAO-B inhibitors: Synthesis, in vitro and in vivo assays, theoretical evaluation of ADME properties and docking study. Eur. J. Med. Chem. 63, 151–161 (2013).
- Phansalkar MS , DeshmukhKK, KelkarSLet al. Ind. J. Chem. 26B, 562–563 (1987).
- Lee JW , ListB. Deracemization of α-aryl hydrocoumarins via catalytic asymmetric protonation of ketene dithioacetals.J. Am. Chem. Soc.134, 18245–18248 (2012).
- Lipinski CA , LombardoF, DominyBWet al. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv. Drug Deliv. Rev. 23, 3–25 (1997).
- Molinspiration Cheminformatics. Nova ulica, Slovakia. www.molinspiration.com/cgi-bin/properties
- Viña D , MatosMJ, FerinoGet al. 8-substituted-3-arylcoumarins as potent and selective MAO-B inhibitors: synthesis, pharmacological evaluation and docking studies. ChemMedChem 7, 464–470 (2012).
- Binda C , WangJ, PisaniLet al. Structures of human monoamine oxidase B complexes with selective noncovalent inhibitors: safinamide and coumarin analogs. J. Med. Chem. 50, 5848–5852 (2007).
- RCSB Protein Data Bank. www.rcsb.org
- Son SY , MaJ, KondouYet al. Structure of human monoamine oxidase A at 2.2-A resolution: the control of opening the entry for substrates/inhibitors. Proc. Natl Acad. Sci. USA 105, 5739–5744 (2008).
- Ferino G , CadoniE, MatosMJet al. MAO inhibitory activity of 2-arylbenzofurans versus 3-arylcoumarins: synthesis, in vitro study, and docking calculations. ChemMedChem 8, 956–966 (2013).