Application of eugenol in the synthesis of new heterocycles, Schiff bases and analogues using mono and bidirectional reactions and study of antioxidant activity
Eugenol, heterocycles, imines, benzoxazines
The constant development of new compounds with active biological properties boosted this work, with the aim of synthesizing new molecules from eugenol, as it is an abundant natural product and renewable source. Structural modifications were made to the eugenol molecule to form some classes of compounds, the vast majority of which are nitrogenous, such as twelve new Schiff bases, five hydrazones and two acetylhydrazones and coumarins, using microwaves, and with yields between 14 and 93%. New Twin compounds were produced with units of imines and 1,3-benzoxazines, composing a scope with six bis-imines and six bis-benzoxazines with yields between 15 and 90%. To evaluate the structure-activity relationship and the oxidative potential of the compounds, computational analyzes were carried out with the programs Molinspiration and Osiris, and the analysis of antioxidant activity with DPPH, revealing a significant increase in the oxidative potential of bis-1,3-benzoxazines derived from eugenol , when compared to eugenol.