Elucidação da formação do complexo inclusão entre morina e hidroxipropil-β-ciclodextrina

Abstract

Natural products have been the target of several studies, because they offer potential for innovation and execute an important role in the treatment of pain and inflammation.Flavonoids are the class of polyphenolic compounds most commonly found in nature and show several pharmacological activities described in the literature, such as antinociceptive, antiinflammatory, antiviral, antidiabetic, anticancer and antioxidant activity. Morin is a flavonoid, which is considered a promising substance for the development of pharmaceutical formulations.However, like the other flavonoids, morin has low solubility in water, which will directly implicate in its oral bioavailability, limiting its pharmacological effects.Thus, to improve its physico-chemical characteristics is necessary to perform its complexation in cyclodextrins (CDs).Hydroxypropyl-β-cyclodextrin (HP-β-CD) is widely used because has low toxicity and high solubility in water. Therefore, the aim of this project is to prepare and characterize morin/HP-β-CD inclusion complex. Morin/HP-β-CD inclusion complex will be prepared by the freeze-drying method and will be characterized physically-chemically and morphologically. The in vitro dissolution study of the morin/HP-β-CD complex and free morin will be determined by High Performance Liquid Chromatography (HPLC). This work has the perspective to develop innovative pharmaceutical product with potential for the treatment of inflammatory and painful disorders. On the DSC results there was a disappearance of the substance crystalline peak due to incorporation in the CD. From the FT-IR results some bands of the morine became absent probably due to vibration restriction of the morine molecule, suggesting that it was trapped in the cavity of the molecule. Regarding to HP-β-CD molecule, using XRD it was possible to observe the crystalline peaks absence of the host molecule in the CI, which shows that there was a molecule complexation in the internal cavity of the CD. In the MEV, the IC presented a totally different morphology, with irregular sizes. NMR showed few changes in the chemical displacements of HP-βCD, relative to its free form, suggesting the formation of IC. In the complexation efficiency EC was 98.3 ± 0.36% (n = 3) and ECa 17.63 ± 0.17% (n = 3), the EC value close to 100% shows that almost all of the morine was encapsulated in the HP-β-CD cavity, and the ECa of 17.63% refers the absolute amount of morine in all ICs. Finally, in the in vitro dissolution study, the results demonstrate that HP-β-CD was able to increase the solubility and morine dissolution rate. In conclusion, the analyzes of physicalchemical and morphological characterization evidenced the formation of the inclusion complex of the morine with HP-β-CD.