<abstract xmlns="http://www.w3.org/1999/xhtml">

<p>Geometries of camptothecin, irinotecan, SN-38, and of their hypothetical Cu(II) complexes were optimized at the B3LYP/6-311G* level of theory. Their electron structure, evaluated in terms of Mulliken population analysis and Quantum Theory of Atoms-in-Molecule, was subsequently related to <italic>in vitro</italic> cytotoxicity. Electron density transfer from the relevant active sites to Cu decreases in the sequence irinotecan > SN-38 > camptothecin. The absolute values of their metal-ligand interaction energies exhibit the same trend. Discrepancy with the least relative <italic>in vitro</italic> cytotoxicity of irinotecan can be explained by differences in its pharmacokinetics.</p>
</abstract>

Geometries of camptothecin, irinotecan, SN-38, and of their hypothetical Cu(II) complexes were optimized at the B3LYP/6-311G* level of theory. Their electron structure, evaluated in terms of Mulliken population analysis and Quantum Theory of Atoms-in-Molecule, was subsequently related to in vitro cytotoxicity. Electron density transfer from the relevant active sites to Cu decreases in the sequence irinotecan > SN-38 > camptothecin. The absolute values of their metal-ligand interaction energies exhibit the same trend. Discrepancy with the least relative in vitro cytotoxicity of irinotecan can be explained by differences in its pharmacokinetics.

DFT studies of camptothecins cytotoxicity III: camptothecin, irinotecan and SN-38

Department of Physical Chemistry, Faculty of Chemical and Food Technology

Acta Chimica Slovaca

This work is licensed under the Creative Commons Attribution 4.0 International License.

Geometries of camptothecin, irinotecan, SN-38, and of their hypothetical Cu(II) complexes were optimized at the B3LYP/6-311G* level of theory. Their electron...

DFT studies of camptothecins cytotoxicity III: camptothecin, irinotecan and SN-38

Publicado en línea: 23 ago 2022

Páginas: 72 - 84

DOI: https://doi.org/10.2478/acs-2022-0009

Palabras clave
Copper(II) probe, Cu-ligand interaction energy, cytotoxicity estimation, electronic structure

© 2022 Marek Štekláč et al., published by Sciendo

This work is licensed under the Creative Commons Attribution 4.0 International License.

DFT studies of camptothecins cytotoxicity III: camptothecin, irinotecan and SN-38

Publicado en línea: 23 ago 2022

Páginas: 72 - 84

DOI: https://doi.org/10.2478/acs-2022-0009

Palabras claveCopper(II) probe, Cu-ligand interaction energy, cytotoxicity estimation, electronic structure

© 2022 Marek Štekláč et al., published by Sciendo

This work is licensed under the Creative Commons Attribution 4.0 International License.

Palabras clave
Copper(II) probe, Cu-ligand interaction energy, cytotoxicity estimation, electronic structure