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

Marek Štekláč; Martin Breza

doi:10.2478/acs-2022-0009

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

Acta Chimica Slovaca

Volume 15 (2022): Issue 1 (January 2022)

By: Marek Štekláč and Martin Breza

Open Access

|Aug 2022

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.

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Articles in this issue

DOI: https://doi.org/10.2478/acs-2022-0009 | Journal eISSN: 1339-3065 | Journal ISSN: 1337-978X

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Language: English

Page range: 72 - 84

Published on: Aug 23, 2022

Published by: Slovak University of Technology in Bratislava

In partnership with: Paradigm Publishing Services

Publication frequency: 1 issue per year

Keywords:

Copper(II) probe,

Cu²⁺-ligand interaction energy,

cytotoxicity estimation,

electronic structure

Related subjects:

Chemistry,

Chemistry, other

© 2022 Marek Štekláč, Martin Breza, published by Slovak University of Technology in Bratislava
This work is licensed under the Creative Commons Attribution 4.0 License.

Volume 15 (2022): Issue 1 (January 2022)