2015
DOI: 10.1016/j.jphotochem.2015.03.017
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A pyrene dihydrodioxin with pyridinium “arms”: A photochemically active DNA cleaving agent with unusual duplex stabilizing and electron trapping properties

Abstract: Graphical abstractHighlights  Pyrenedihydrodioxins(PDHDs) are very effective DNA binding agents.  Pyrenequinone is released photochemicallyfrom PDHDs.  Pyrenequinone cleaves DNA ribose backbones and damages bases in a localized fashion  Pyrenequinone initiates its photochemical release from PDHD autocatalytically.  Electron capture by the coordinated action of two pyridinium rings is described. ABSTRACTPyrenedihydrodioxins (PDHD) comprise effective DNA intercalation agents that are masked ortho-quinones, … Show more

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Cited by 6 publications
(3 citation statements)
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“…18,19 Pyridinium salts are known to bind to DNA strongly. 20 Both of these factors may provide a basis for the development of new DNA cleaving agents based on this type of tetrapyridinium salt.…”
Section: Organic Lettersmentioning
confidence: 90%
See 1 more Smart Citation
“…18,19 Pyridinium salts are known to bind to DNA strongly. 20 Both of these factors may provide a basis for the development of new DNA cleaving agents based on this type of tetrapyridinium salt.…”
Section: Organic Lettersmentioning
confidence: 90%
“…Results of this study may be useful in the development of other molecules capable of producing epoxides in noncatalytic air oxidation reactions. The described transformation also involves the formation of reactive oxygen species (ROS) that are known to damage DNA molecules. , Pyridinium salts are known to bind to DNA strongly . Both of these factors may provide a basis for the development of new DNA cleaving agents based on this type of tetrapyridinium salt.…”
mentioning
confidence: 99%
“…We used a pump-probe setup based on a regeneratively amplified Ti:sapphire laser system (Hurricane, Spectra-Physics) that generates a train of 90 fs pulses centered at 800 nm wavelength with a 1 kHz repetition rate. The fundamental output is 50:50 split. The first beam is delivered to an optical parametric amplifier (TOPAS-C, Light Conversion Ltd.) to generate 310, 420, 1100, 1300, 1500, and 2000 nm pump pulses.…”
Section: Methodsmentioning
confidence: 99%