Quinoxaline-1,4-dioxide: Substituent effects on the N-O bond dissociation enthalpy

• Type: Article in International Scientific Journal
• Date: 2006

Authors

Jose R B Gomes (Author) Other; Maria D M C R Ribeiro da Silva (Author) FCUP; Manuel A V R Ribeiro da Silva (Author) FCUP

Journal

Title: Chemical Physics Letters

Vol. 429

Pages: 18-22

ISSN: 0009-2614

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 16 Citations

Scopus - 16 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-004-H4P

DOI: 10.1016/j.cplett.2006.07.087

Abstract (EN): DFT calculations have been performed to investigate the effect of several different substituents on the N-O bond dissociation enthalpies of 2-substituted-quinoxaline-1,4-dioxides. Further, the influence of electron and proton affinities and also of N-O bond dissociation enthalpies on the antitumor activity of selected compounds is analyzed. In agreement with experimental data, the calculations suggest that Tirapazamine is more active than Quindoxin due to a much easier reduction and protonation of the former species accompanied by a weaker N-OH bond.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 5