Síntese de derivados do diterpeno ent-3β-hidróxi-caur-16-eno com promissoras atividades biológicas

Abstract

Medicines are becoming increasingly obsolete with the rise of increasingly resistant pathogens, being a real challenge in the treatment and prevention of infections, what requires a constant search for new and more active antimicrobial drugs. In this sense, natural products stand out for their structural diversity and biological activities. Plants and some marine organisms produce secondary metabolites such as diterpenes, which have several medicinal properties such as plant growth regulator, antiparasitic, antimicrobial, antitumor, cytotoxic, steroidogenic, contraceptive, anti-inflammatory, anti-HIV, and others. For this reason, diterpenes have become a subject of great interest in the pharmacological sciences. In order to improve its bioactive potential and the structure-activity relationship, the scientific community has resorted to methods of synthesis and semi-synthesis of diterpene derivatives. Based on this context, this monograph aimed to obtain synthetic derivatives of the diterpene ent-3β-hydroxycaur-16-ene, which is reported to have promising antitumor and immunosuppressive activity on lymphocyte proliferation. The derivatives synthesized in this work were obtained through epoxidation, bromination, chlorination and iodination reactions. The isolation was carried out by the usual chromatographic methods, as CCDP and ADCC, and the identification was based on 1D/2D NMR and mass spectrometry experiments. Among the isolated derivatives, ent-caur-15-en-3β,17-diol is reported in the literature with promising neuroprotective biological activity.