Preparação e avaliação biológica de conjugados esteroides/bases de Schiff

Abstract

The thesis entitled ―Preparation and biological evaluation of conjugated steroids/Schiff bases‖ deals mainly with the preparation, characterization and evaluation of the biological potential of organic compounds containing a steroid portion associated with a Schiff base in which the conjugation occurred the C-3 or C-24 positions of the steroid nucleus cholic, deoxycholic or cholesterol. In addition, is also described the preparation of derivatives of these two classes of compounds in non conjugated form. The compounds described herein were prepared by using classical methods of organic synthesis, which involves amide formation, sterification and imine formation; all related to chemistry of carbonyl compounds. The chemical structures of the obtained products, as well as synthetic intermediates were confirmed by infrared spectroscopy, nuclear magnetic resonance of proton and carbon, by mass spectrometry, elemental analysis and melting point. The synthesized compounds were evaluated as potential antiparasitic (antileishmanial and antimalarial), antibacterial (antituberculosis) and antioxidants (DPPH radical inhibitors). These properties have been selected by already being activities described for the two classes of molecules explored in this work-steroidal derivatives and bases Schiff. Based on the structures of the compounds described in this work also conducted evaluation tests of sunscreen activity (sun protection factor UVA and UVB, and determining the critical wavelength) of some of the conjugates. Much of the synthetic compounds showed promising biological activity.