喜树碱细胞毒性的DFT研究III:喜树碱、伊立替康和SN-38

IF 0.9 Q4 CHEMISTRY, MULTIDISCIPLINARY Acta Chimica Slovaca Pub Date : 2022-01-01 DOI:10.2139/ssrn.4083390
M. Štekláč, M. Breza
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引用次数: 1

摘要

摘要对喜树碱、伊立替康、SN-38及其假设的Cu(II)配合物的几何结构在B3LYP/6-311G*水平上进行了理论优化。它们的电子结构,根据Mulliken种群分析和分子原子量子理论进行评估,随后与体外细胞毒性有关。从相关活性位点到Cu的电子密度转移在irinotecan > SN-38 >喜树碱序列中减少。它们的金属-配体相互作用能的绝对值也表现出相同的趋势。与伊立替康相对最小体外细胞毒性的差异可以通过其药代动力学的差异来解释。
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DFT studies of camptothecins cytotoxicity III: camptothecin, irinotecan and SN-38
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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来源期刊
Acta Chimica Slovaca
Acta Chimica Slovaca CHEMISTRY, MULTIDISCIPLINARY-
自引率
12.50%
发文量
11
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