Atropoisomerismo: o efeito da quiralidade axial em substâncias bioativas



Título del documento: Atropoisomerismo: o efeito da quiralidade axial em substâncias bioativas
Revista: Quimica nova
Base de datos: PERIÓDICA
Número de sistema: 000313452
ISSN: 0100-4042
Autors: 1






2
3
Institucions: 1Universidade Federal do Rio de Janeiro, Instituto de Quimica, Rio de Janeiro. Brasil
2Universidade Federal de Alfenas, Alfenas, Minas Gerais. Brasil
3Universidade Federal do Rio de Janeiro, Faculdade de Farmacia, Rio de Janeiro. Brasil
Any:
Període: Feb
Volum: 30
Número: 1
Paginació: 125-135
País: Brasil
Idioma: Portugués
Tipo de documento: Artículo
Enfoque: Experimental
Resumen en inglés Atropisomerism is a special kind of stereoisomeric relationship that arises from the freezing of a certain conformation of an organic molecule, associated with a high rotational barrier about a single covalent bond. Atropisomerism has been originally described in orto-functionalyzed biphenyl derivatives, but a lot of other organic functionalities can present this structural phenomenon, characterized by the presence of chiral properties in compounds that don't present classical stereogenic centers. Atropisomeric compounds, intermediates and catalysts have well-know importance in organic synthesis, but the influence of the axial chirality in substances able to modulate biological systems is still not very exploited in drug design and development. In this context, the present account describes the importance of this structural property in the medicinal chemistry of different classes of bioactive compounds or therapeutic agents, emphasizing how atropisomerism could affect the molecular recognition of a ligand or a prototype by the target bioreceptor
Disciplines Química
Paraules clau: Química farmacéutica,
Química orgánica,
Estereoquímica,
Atropoisomerismo,
Fármacos,
Reconocimiento molecular estereoselectivo
Keyword: Chemistry,
Medicinal chemistry,
Organic chemistry,
Stereochemistry,
Atropisomerism,
Drugs,
Stereoselective molecular recognition
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