Resumo

CEBALLOS-CRUZ, Jimmy Josué et al. Photochemical Transformations of Chalcone-Vitamin E Hybrids. J. Mex. Chem. Soc [online]. 2022, vol.66, n.1, pp.120-129.  Epub 05-Dez-2022. ISSN 1870-249X.  https://doi.org/10.29356/jmcs.v66i1.1670.

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.

Palavras-chave : Photoisomerization; substituent effects; solvent effects; aggregation; deoxyanthocyanidin.

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