Photochemical transformations of chalcone-vitamin E hybrids

Chalcone-vitamin E hybrids 6’-O-tosyl-3,4,5-trimethoxy-δ-tocopherol-chalcone (1), 3,4,5-trimethoxy-δ-tocopherol-chalcone (2), 6’-O-tosyl-3,4,5-trimethoxy-δ-tocopherol-retrochalcone (3) and 3,4,5-trimethoxy-δ-tocopherol-retrochalcone (4) were synthesized as part of a search for new biological activit...

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Detalles Bibliográficos
Autores: JIMMY JOSUE CEBALLOS CRUZ, Jean-Jacques HELESBEUX, Guillaume VIAULT, DENIS SERAPHIN, GUMERSINDO MIRON LOPEZ, Ruben M Carballo, Pascal Richomme, Luis Manuel Peña Rodríguez
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2022
País:México
Institución:Centro de Investigación Científica de Yucatán
Repositorio:Repositorio Institucional CICY
Idioma:inglés
OAI Identifier:oai:cicy.repositorioinstitucional.mx:1003/2834
Acceso en línea:http://cicy.repositorioinstitucional.mx/jspui/handle/1003/2834
Access Level:acceso abierto
Palabra clave:info:eu-repo/classification/Autores/PHOTOISOMERIZATION
info:eu-repo/classification/Autores/SUBSTITUENT EFFECTS
info:eu-repo/classification/Autores/SOLVENT EFFECTS
info:eu-repo/classification/Autores/AGGREGATION
info:eu-repo/classification/Autores/DEOXYANTHOCYANIDIN
info:eu-repo/classification/cti/2
info:eu-repo/classification/cti/24
info:eu-repo/classification/cti/2403
info:eu-repo/classification/cti/230221
Descripción
Sumario:Chalcone-vitamin E hybrids 6’-O-tosyl-3,4,5-trimethoxy-δ-tocopherol-chalcone (1), 3,4,5-trimethoxy-δ-tocopherol-chalcone (2), 6’-O-tosyl-3,4,5-trimethoxy-δ-tocopherol-retrochalcone (3) and 3,4,5-trimethoxy-δ-tocopherol-retrochalcone (4) were synthesized as part of a search for new biological activities in these types of derivatives. We report herein on the photoisomerization products of hybrids 1-4, and the effects of the solvent and substitution patterns in producing secondary products such as flavanone 6, 3-deoxyanthocyanidin 8, and hemiketal 10. Photochemically-induced changes are considered important since structural modifications and/or the presence of additional products can affect the biological activity of this type of semisynthetic hybrids. © 2022, Sociedad Química de México.