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- W2996983048 abstract "Local anesthetics are widely used in clinical procedures, to eliminate pain during/after invasive procedures. A wide range of drug delivery systems has been developed to improve the effect of local anesthetics and/or to reduce their toxicity. Pramoxine (PMX) is a topical anesthetic agent with an unusual (morpholine ring) structure and low solubility (ca. 3 mM at pH 7.4). In this work, a novel formulation was devised for PMX in hydroxypropyl-β-cyclodextrin (HP-β-CD). Host-guest inclusion complex was prepared by the co-solubilization method, with complexation kinetics of 10 h, and 1:1 PMX/HP-β-CD stoichiometry. Complexation promoted 14-fold increase in the solubility of PMX. X-ray diffraction measurements revealed loss of the crystalline PMX pattern in the presence of HP-β-CD, an indication of inclusion complexation. Using 1H NMR (DOSY) experiments the association constant of PMX to HP-β-CD (Ka = 923.1 mol/L) was determined, while nuclear Overhauser (ROESY) analysis confirmed the formation of PMX/HP-β-CD inclusion complex, by detection of spatial proximities between hydrogens from PMX aromatic ring and cyclodextrin's cavity. In two in vitro toxicity models (mouse 3T3 fibroblasts in culture and red blood cells hemolysis) pramoxine toxicity was significantly reduced upon complexation into HP-β-CD. These results point out PMX/HP-β-CD as a promising pharmaceutical formulation to improve the bioavailability of pramoxine, allowing its application beyond topical anesthesia." @default.
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- W2996983048 date "2020-02-01" @default.
- W2996983048 modified "2023-10-16" @default.
- W2996983048 title "Complexation of the local anesthetic pramoxine with hydroxypropyl-beta-cyclodextrin can improve its bioavailability" @default.
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- W2996983048 doi "https://doi.org/10.1016/j.jddst.2019.101475" @default.
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