Development and Evaluation of Antimicrobial and Modulatory Activity of Inclusion Complex of Euterpe oleracea Mart Oil and β-Cyclodextrin or HP-β-Cyclodextrin

Abstract

The development of inclusion complexes is used to encapsulate nonpolar compounds and improve their physicochemical characteristics. This study aims to develop complexes made up of Euterpe oleracea Mart oil (EOO) and β-cyclodextrin (β-CD) or hydroxypropyl-β-cyclodextrin (HP-β-CD) by either kneading (KND) or slurry (SL). Complexes were analyzed by molecular modeling, Fourier-transform infrared spectroscopy, scanning electron microscopy, powder X-ray diffraction, thermogravimetry analysis and differential scanning calorimetry. The antibacterial activity was expressed as Minimum Inhibitory Concentration (MIC), and the antibiotic resistance modulatory activity as subinhibitory concentration (MIC/8) against Escherichia coli, Streptomyces aureus, Pseudomonas aeruginosa and Enterococcus faecalis. Inclusion complexes with β-CD and HP-β-CD were confirmed, and efficiency was proven by an interaction energy between oleic acid and β-CD of −41.28 ± 0.57 kJ/mol. MIC values revealed higher antibacterial activity of complexes compared to the isolated oil. The modulatory response of EOO and EOO-β-CD prepared by KND as well as of EOO-β-CD and EOO-HP-β-CD prepared by SL showed a synergistic effect with ampicillin against E. coli, whereas it was not significant with the other drugs tested, maintaining the biological response of antibiotics. The antimicrobial response exhibited by the complexes is of great significance because it subsidizes studies for the development of new pharmaceutical forms.

Inhibitory Effect of Catechin-Rich Açaí Seed Extract on LPS-Stimulated RAW 264.7 Cells and Carrageenan-Induced Paw Edema

“…Different parts of E. oleracea have been studied for chemical composition and pharmacological properties [ 10 ]. The oil extracted from the pulp or seed of the fruit presents mainly fatty acids, whose oleic acid (47.58%), palmitic (24.06%) and linoleic (13.58%) acids are the major compounds, while palmitoleic, vaccenic, lauric and stearic acids were minor constituents [ 11 ]. High concentrations of (+)-catechin and procyanidin oligomers have also been found in E. oleracea pulp and oil extracts [ 12 ].…”

Tedizolid-Cyclodextrin System as Delayed-Release Drug Delivery with Antibacterial Activity

“…The formation of the complex carries the limitations of bending and stretching vibrations of the guest molecules. The literature often indicates changes in the intensity of the mentioned bands and/or their shifts in the recorded absorption spectra [ 31 , 34 , 35 ]. The broad band corresponding from OH bonds (3411 cm −1 ) in HP-β-CD consistently appears in the tedizolid/HP-β-CD complex.…”

In Silico Study, Physicochemical, and In Vitro Lipase Inhibitory Activity of α,β-Amyrenone Inclusion Complexes with Cyclodextrins

“…When an IC is formed, small displacements of CD bands can mask the characteristic ones of the ligand, because its encapsulation occurs in the CD internal cavity via hydrophobic interactions and Van der Waals forces. However, if the ligand has characteristic functional groups such as a carbonyl, the band may be significantly masked and sometimes displaced after complexation [ 12 , 20 , 39 , 40 ].…”

“…In view of ABAME physical and chemical limitations, it is important to develop soluble intermediates and evaluate their biological activities in in vivo models. The preparation of cyclodextrin complexes is a technological strategy that is widely used to increase the solubility, dissolution, stability, and bioavailability of poorly water-soluble compounds [ 12 ]. Cyclodextrins are cyclic starch-derived oligosaccharides that contain six, seven, eight, or more units of D-glycopyranose joined by an α -1,4 bond.…”