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Synthesis, Optical Properties, and DNA Interaction of New Diquats Based on Triazolopyridines and Triazoloquinolines.

Pedro J Llabres-CampanerLluís GuijarroClaudia GiarratanoRafael Ballesteros-GarridoRamón J ZaragozáM José AurellEnrique García-EspañaRafael BallesterosBelén Abarca
Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2017)
New diquat derivatives based on [1,2,3]triazolo[1,5-a]pyridine and [1,2,3]triazolo[1,5-a]quinoline have been synthesized in excellent yields. To evaluate the effect of the alkyl bridge length, ethane and propane dibromo alkane substrates were used for their synthesis. Theoretical calculations predicted a very small energetic barrier between the two possible enantiomers P (Ra ) and M (Sa ), which makes them very difficult to resolve. Thermal denaturation studies, UV/Visible spectroscopy, and fluorescence titrations with ct-DNA evidenced the intercalation of the quinoline derivatives in DNA.
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