Quantum molecular simulation of the radioprotection by the aminothiol WR-1065, active metabolite of amifostine (WR-2721). Part 2. Modeling of the hydrogen abstraction by C4′ of DNA deoxyribose radical

The modeling of the mechanism of hydrogen donation at C4′ deoxyribose radical by the radioprotector WR-1065 in bicationic form, was conducted using a supermolecular model [(Na +p d C pNa +)+WR-1065] and ZINDO 1 and ab initio computation. The mechanism of the hydrogen reparation of the sugar-radical...

Full description

Saved in:
Bibliographic Details
Published inJournal of molecular structure. Theochem Vol. 538; no. 1; pp. 117 - 132
Main Authors Broch, H., Hamza, A., Vasilescu, D.
Format Journal Article
LanguageEnglish
Published Elsevier B.V 30.03.2001
Subjects
Quantum molecular modeling
Radioprotection of DNA
WR-1065 thiyl radical
WR-1065S [rad]
WR-2721
WR-33278
Quantum molecular modeling
WR-2721
WR-1065S
Radioprotection of DNA
WR-33278
WR-1065 thiyl radical
Online AccessGet full text

Cover

More Information
Summary:The modeling of the mechanism of hydrogen donation at C4′ deoxyribose radical by the radioprotector WR-1065 in bicationic form, was conducted using a supermolecular model [(Na +p d C pNa +)+WR-1065] and ZINDO 1 and ab initio computation. The mechanism of the hydrogen reparation of the sugar-radical by the aminothiol is discussed with regard to the location of frontier orbitals and total spin density onto the reactants. The quantum properties of the obtained WR-1065 in thiyl radical form (with S ) and of the symmetrical disulfide WR-33278 are presented and discussed.
ISSN:0166-1280
1872-7999
DOI:10.1016/S0166-1280(00)00654-0