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© Yang SI, Institut Pasteur
Publication : Free radical biology & medicine

Potency of inhibition of human DNA topoisomerase I by flavones assessed through physicochemical parameters

Scientific Fields
Diseases
Organisms
Applications
Technique

Published in Free radical biology & medicine - 23 Jun 2011

Bensasson RV, Zoete V, Jossang A, Bodo B, Arimondo PB, Land EJ

Link to Pubmed [PMID] – 21745563

Free Radic. Biol. Med. 2011 Oct;51(7):1406-10

DNA topoisomerases, enzymes involved in DNA replication and transcription, are known as targets for anticancer drugs. Among the various types of topoisomerase inhibitors, flavones (F) have been identified as promising compounds. In this study, it is shown that the potency of flavones acting as topoisomerase I inhibitors can be ranked according to their redox properties and their 3D structure. Linear correlations were observed between the topoisomerase I inhibition activity exerted by five flavones (chrysin, apigenin, kaempferol, fisetin, quercetin) and experimental and theoretical redox parameters of F. Moreover, theoretical calculations of the dihedral angle O(1)-2-1′-2′ in the flavone molecules indicate the importance of their structural and steric features in their potency as topoisomerase I inhibitors. It is suggested that the flavones might interact with the DNA-topoisomerase I complex after their oxidation into quinones via autoxidation, enzymatic oxidation, or reactions with reactive oxygen species. Our investigation opens a new strategy quantitatively based on redox and 3D structural parameters in the search for the most active flavones as anticancer drug candidates inhibiting topoisomerase I.

https://www.ncbi.nlm.nih.gov/pubmed/21745563