| 저자(한글) |
Ateba, B.A.,Lissouck, D.,Azebaze, A.,Ebelle, C.T.,Nassi, A.,Ngameni, E.,Duportail, G.,Mbaze, L.,Kenfack, C.A. |
| 초록 |
Mammea A/AA (MA) was recently introduced as a new anticancer, antioxidant and antimicrobial compound, but presenting some cellular toxicity. In this work, MA in solution and interacting with beta;-cyclodextrin ( beta;-CD) was characterized by UV-visible absorption spectroscopy, cyclic voltammetry and theoretical density functional theory (DFT), time dependent density functional theory (TDDFT) calculations and molecular dynamic (MD) simulation. We found that the absorbance of this compound was governed by the relative wavelength position of its charge transfer (CT) and locally excited (LE) states, which are respectively sensitive to polarity and H-bonding. Comparison of the spectroscopy of MA in solution and in presence of increasing amount of beta;-CD was showing a systematic blue shift and hyperchromic effect, while a decrease of the voltammetry signal peak was observed, which we attributed to the formation of an inclusion complex with beta;-CD. A binding constant of 7.2x10 4 M -1 was estimated and the stoichiometry of the complex was found to be 1:1. Theoretical calculations have shown that this complex does not affect the antioxidant potency of MA and that the structure of beta;-CD complex is stabilized by two H-bonds between MA carbonyl groups and the beta;-CD wider rim hydroxyl groups, as well as attractive Van der Waals forces. These results suggest that the binding of MA to beta;-CD is strong enough and hence allowing this compound to be stored and carried by beta;-CD for in vivo loading. |
