Oxime esters of 2,6-diazaanthracene-9,10-dione and 4,5-diazafluoren-9-one as photo-induced DNA-cleaving agents

Oxime esters of 2,6-diazaanthracene-9,10-dione and 4,5-diazafluoren-9-one as photo-induced DNA-cleaving agents

Two series of oxime esters containing the 2,6-diazaanthracene-9,10-dione bis-(O-benzoyloxime) and 4,5-diazafluoren-9-one O-9-benzoyloxime moieties have been synthesized and tested as photo-induced DNA cleaving agents. All these compounds were found to cleave DNA upon irradiation with 312 nm UV light...

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Veröffentlicht in:Molecules (Basel, Switzerland) Switzerland), 2012-03, Vol.17 (3), p.3370-3382
Hauptverfasser: Chou, Shang-Shing P, Juan, Jui-Chi, Tsay, Shwu-Chen, Huang, Kuei Pin, Hwu, Jih Ru
Format: Artikel
Sprache:eng
Schlagworte:
2,6-diazaanthracene-9,10-dione
4,5-diazafluoren-9-one
Anthracenes - chemistry
Chemistry
Crystal structure
DNA Cleavage - radiation effects
Fluorenes
Light
Molecular Structure
oxime esters
photo-induced DNA-cleavage
Pyridines - chemistry
Structure-Activity Relationship
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Zusammenfassung:Two series of oxime esters containing the 2,6-diazaanthracene-9,10-dione bis-(O-benzoyloxime) and 4,5-diazafluoren-9-one O-9-benzoyloxime moieties have been synthesized and tested as photo-induced DNA cleaving agents. All these compounds were found to cleave DNA upon irradiation with 312 nm UV light. The structure-activity relationship of these molecules for DNA cleavage was established. A plausible reaction mechanism is also proposed.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules17033370