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Molecules 2012, 17(3), 3370-3382; doi:10.3390/molecules17033370
Article

Oxime Esters of 2,6-Diazaanthracene-9,10-dione and 4,5-Diazafluoren-9-one as Photo-induced DNA-Cleaving Agents

1,* , 1
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Received: 29 January 2012 / Revised: 10 March 2012 / Accepted: 12 March 2012 / Published: 15 March 2012
(This article belongs to the Section Organic Synthesis)
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Abstract

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.
Keywords: photo-induced DNA-cleavage; oxime esters; 2,6-diazaanthracene-9,10-dione; 4,5-diazafluoren-9-one photo-induced DNA-cleavage; oxime esters; 2,6-diazaanthracene-9,10-dione; 4,5-diazafluoren-9-one
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Chou, S.-S.; Juan, J.-C.; Tsay, S.-C.; Huang, K.P.; Hwu, J.R. Oxime Esters of 2,6-Diazaanthracene-9,10-dione and 4,5-Diazafluoren-9-one as Photo-induced DNA-Cleaving Agents. Molecules 2012, 17, 3370-3382.

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