organic synthesis; Flavonoids; Chalcones; Neoflavonoids; Coumarins.
Flavonoids and coumarins are defined as classes of specialized metabolites, present in plants from different families. The relevance of the study concerning flavonoids and coumarins is because compounds from these classes have considerable biological and pharmacological activities. The diversity and quantity of studies published annually on both classes of compounds corroborate the scientific importance of these polyphenols. In order to expand knowledge and contribute to the specialized literature, this PhD thesis proposes the synthesis of new ester derivatives of coumarins, as well as the development of a new methodology for obtaining flavonoids, especially chalcones and neoflavonoids, for further investigation on their pharmacological properties. Fifteen (15) coumarin esters were prepared via greener Steglich reaction, with yields between 15 and 93%. Ten (10) of them were synthesized for the first time. Coumarin derivatives were evaluated on their cytotoxic and antimicrobial potential. In addition, ten (10) compounds from the class of flavonoids were prepared, in a study of different phenols reactivity against cinnamic acid in the presence of BF3.OEt2. This study allowed access chalcones, flavanone and neoflavonoids, obtained from the substrate’s structural differences. Yields in this synthesis varied between 10 and 67%, and the products obtained were evaluated on their cytotoxic potential. This thesis will also present preliminary results of synthesis of hybrid compounds, formed by the combination between the coumarin moiety and other bioactive molecules, such as geraniol and tacrine.