Copalic acid as a green, raw material, waste from the Amazonian essential oils’ agroindustry, for synthesis of bioactive amides

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Detalhes
  • Tipo de apresentação: e-Pôster
  • Eixo temático: Química Orgânica - ORG
  • Palavras chaves: copaíba; Copaifera multijuga; copalic acid; amides; diterpene;
  • 1 Instituto Militar de Engenharia
  • 2 Instituto de Defesa Química, Biológica, Radiológica e Nuclear (IDQBRN-CTEx)

Copalic acid as a green, raw material, waste from the Amazonian essential oils’ agroindustry, for synthesis of bioactive amides

Yuri Campello

Instituto Militar de Engenharia

Resumo

The structural modification of bioactive molecules is explored aiming at the optimization of a specific pharmacological activity from functionalized molecules. Acid diterpenes are not commercially available and their derivatives have been little explored in studies that improve their pharmacological activity and bioavailability. The present work aimed to generate semi-synthetic amides from ACOP extracted from industrial residues from the distillation of copaiba oil in order to enhance their biological activities. For ACOP purification, extraction procedures were performed on an ion exchange column (SiOH-KOH) at different pH ranges and purification by flash chromatography was applied. Semisynthesis of the new amide derivatives of copalic acid were based on peptide chemistry by adopting stoichiometric conditions (1:2.82:3:0.1 ACOP:amine:DCC:DMAP, respectively) optimized for unprecedented use of irradiation by microwave (MW) in a sealed tube at 80ºC for 15 minutes. All products obtained were isolated and satisfactorily characterized by GC-MS as shown in figure 1. Purification of amides derived from ACOP is ongoing for biological assays.

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