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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
,
2
,
2
 and
2,3,*
1 Department of Chemistry, Fu Jen Catholic University, New Taipei 24205, Taiwan 2 Department of Chemistry, National Central University, Jhongli 32001, Taiwan 3 Department of Chemistry, National Tsing Hua University, Hsinchu 30013, Taiwan
* Authors to whom correspondence should be addressed.
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 (CC BY 3.0).
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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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