DESENVOLVIMENTO, CARACTERIZAÇÃO FÍSICO-QUÍMICA E ATIVIDADE ANTI-INFLAMATÓRIA IN VIVO DE COMPLEXOS DE INCLUSÃO ENTRE O ÓLEO-RESINA DE COPAIFERA MULTIJUGA HAYNE E CICLODEXTRINAS
Copaifera multijuga Hayne. Copaiba oil. Cyclodextrins. Inclusion Complexes. Anti-inflammatory activity. Carrageenan-induced paw edema.
Copaifera multijuga Hayne trees grows abundantly in Amazon region, presenting wide visibility for its oleoresin, which shows anti-inflammatory activity. The inclusion complex (IC) formation with cyclodextrin (CD) has been applied as alternative to solve some limitations that oils have in common, principally the poor aqueous solubility. Thus, this work aimed the ICs development of Copaifera multijuga oleoresin (CMO) with β-cyclodextrin (βCD) and with hydroxypropyl-β-cyclodextrin (HPβCD) and evaluating of its anti-inflammatory activities. Initially, it were realized computational theoretical studies, in which were calculated the interaction energies between βCD e o β-caryophyllene (βCP), most abundant compound in CMO. Next, it were developed βCD and HPβCD IC’s by physical mixture, kneading method (KND) and slurry method (SL). ICs physical-chemical characterization was realized by Fourier transform infrared (FTIR) spectroscopy, scanning electronic microscopy (SEM), powder X-ray diffraction (PXRD), thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). Finally, βCD and HPβCD IC’s were compared to CMO, in relation to its anti-inflammatory activity. Computational theoretical studies showed energetic values of -20.8 kcal∙mol-1 and -17.0 kcal∙mol-1 of entrance with βCP minor and lager face, respectively, entering through the βCD larger cavity side. In FTIR spectroscopy, it was possible observing that occurred interaction between βCD and CMO by KND and SL, and between HPβCD and CMO by SL. In SEM, in PXRD and in TGA, it was possible conclude that there was interaction between βCD and CMO by KND and SL. In DSC case, it was observed that occurred interaction between βCD and CMO and between HPβCD and CMO by KND and SL. CMO and βCD and HPβCD ICs showed evident anti-inflammatory activity by paw edema, nitrite concentration and myeloperoxidase activity decreasing. Therefore, it were developed inclusion complexes of CMO with βCD and HPβCD, which keeping the CMO biological activity.