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dc.contributor.authorLucena-Serrano, Ana
dc.contributor.authorLucena-Serrano, Cristina
dc.contributor.authorLópez-Romero, Juan Manuel 
dc.contributor.authorDíaz, Amelia
dc.contributor.authorValpuesta-Fernandez, Maria 
dc.date.accessioned2017-07-20T10:22:42Z
dc.date.available2017-07-20T10:22:42Z
dc.date.created2017
dc.date.issued2017-07-20
dc.identifier.urihttp://hdl.handle.net/10630/14284
dc.description.abstractThe 3-Benzazepines are an important class of compounds in drug discovery due to their biological activity such as analgesic, antihypertensive or anticancer properties as well as dopaminergic or antidopaminergic activity. In particular, the tetrahydro-1H-[3]- benzazepine is a common skeleton in a number of natural and pharmaceutical products. As consequence of the interesting biological properties, derivatives of the tetrahydro-1H-[3]-benzazepines, especially the 1-aryl substituted have been synthesized by different routes and evaluated their pharmacologic activity. [1,2] The stereoselective synthetic approaches of tetrahydro-1H-[3]-benzazepine have focused on ring enlargements, as the Stevens rearrangement (SR) which is a good regio- and diastereoselective synthetic methodology. In my research group, the reaction conditions to synthesize tetrahydro-1H-[3]-benzazepines 1,2-disubstituted by via SR from tetrahydroisoquinolinium salts conveniently functionalized have been optimized. [3,4] This methodology allowed us to obtain a wide variety of tetrahydro-1H-[3]- benzazepines 1,2-disubstituted with different substituents at A-ring (Cl, OMe) and the C-1 (-C6H4X, X = H, OMe, Cl, NO2, NMe2, NH2, SMe) and C-2 (Electron-withdrawing groups) positions. The demethylation of the synthesized tetrahydroisoquinolines and tetrahydro-1H-[3]-benzazepines 1,2-disubstituted, lead us to get catechol structure, an important requirement for their dopaminergic activity. We have studied the dopaminergic activity of the synthesized compounds by radioligand binding assays, establishing a structure-activity relationships. Literature: [1] A. Gini, Adv. Synth. Catal. 2016, 358, 4049. [2] H. Damsen, Eur. J. Org. Chem. 2015, 36, 7880. [3] M. Valpuesta, Eur. J. Org. Chem. 2010, 23, 4393. [4] M. Ariza, Eur. J. Org. Chem. 2011, 32, 6507.es_ES
dc.description.sponsorshipUniversidad de Málaga. Campus de Excelencia Internacional Andalucía Tech.es_ES
dc.language.isoenges_ES
dc.rightsinfo:eu-repo/semantics/openAccesses_ES
dc.subjectCompuestos bioactivoses_ES
dc.subject.otherTetrahydro 3-benzazepines 1,2-disubstitutedes_ES
dc.subject.otherStevens Rearrangementes_ES
dc.subject.otherDopaminergic activityes_ES
dc.titleSynthesis and study of biological activity of tetrahydro-1H-[3]-benzazepineses_ES
dc.typeinfo:eu-repo/semantics/conferenceObjectes_ES
dc.centroFacultad de Cienciases_ES
dc.relation.eventtitle20th European Symposium on Organic Chemistry, ESOCes_ES
dc.relation.eventplaceColonia, Alemaniaes_ES
dc.relation.eventdate2 julio 2017es_ES
dc.identifier.orcidhttp://orcid.org/0000-0002-9956-5583es_ES
dc.cclicenseby-nc-ndes_ES


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