curcumin and ethylenediamine

Curcumin is a powerful scavenger of reactive oxygen species and could prevent the corneal cells from oxidative damage. However, the clinical efficacy of curcumin is limited by its low aqueous solubility and stability, leading to poor bioavailability. β-cyclodextrin, with a hydrophilic surface and a hydrophobic cavity and self-assembling properties, can form inclusion complexes with lipophilic drugs such as curcumin for ocular delivery. We synthesized ethylene diamine (EDA)-modified β-cyclodextrin and prepared the curcumin complexation using the solvent evaporation method. The EDA-β-cyclodextrin provided a better thermodynamic stability and higher complex yield for curcumin complexes, compared to β-cyclodextrin, which were demonstrated on the analysis of their van't Hoff plots and phase solubility diagrams. We characterized EDA-β-cyclodextrin curcumin nanoparticles and determined that the EDA modified β-cyclodextrin is a more suitable carrier than parental β-cyclodextrin, using FT-IR, XRD, TEM, and analyses of solubility and storage stability. In addition, the curcumin-EDA-β-cyclodextrin nanoparticles had better in vitro corneal penetration and 3 -h cumulative flux in a porcine cornea experiment, and displayed an improved biocompatibility, confirmed by the histological examination of porcine corneas and cell viability of bovine corneal epithelial cells. These results together revealed a role of EDA modification in the β-cyclodextrin carrier, including the improvement of curcumin complex formation, thermodynamic properties, cytotoxicity, and the in vitro corneal penetration. The EDA-β-cyclodextrin inclusion can provide curcumin a higher degree of aqueous solubility and corneal permeability.

Topics: Animals; beta-Cyclodextrins; Cornea; Curcumin; Drug Delivery Systems; Ethylenediamines; Nanoparticles; Particle Size; Solubility; Surface Properties; Swine

In this work, a novel simple, fast, selective and inexpensive fluorescence method for the determination of curcumin based on the fluorescence quenching of nitrogen and chlorine dual-doped carbon nanodots (N,Cl-CDs) was for the first time presented. The N,Cl-CDs were fastly and greenly produced by simply mixing glucose, 1,2-ethylenediamine (EDA) and hydrochloric acid (HCl). The fluorescence of N,Cl-CDs was significantly quenched by curcumin via a synergistic effect of dynamic quenching and inner filter effect (IFE). The N,Cl-CDs shows high selectivity and sensitivity towards curcumin sensing, achieving a linear range of 0.1-35 μM and a limit of detection (LOD) as low as 38 nM. The proposed fluorescence method was successfully utilized for curcumin detection in food samples with recoveries in a range of 96.8-106.1%. The findings of this study suggest the feasibility and usefulness of N,Cl-CDs as an effective fluorescence probe for the determination of curcumin in complex food matrix.

Topics: Carbon; Chlorine; Curcumin; Ethylenediamines; Fluorescent Dyes; Food Analysis; Glucose; Hydrochloric Acid; Limit of Detection; Nitrogen; Quantum Dots; Spectrometry, Fluorescence