Bioorganic & Medicinal Chemistry Letters 2007-03-15

Specific stabilization of DNA triple helices by indolo[2,1-b]quinazolin-6,12-dione derivatives.

Grace Shiahuy Chen, Bhalchandra V Bhagwat, Pei-Yin Liao, Hui-Ting Chen, Shwu-Bin Lin, Ji-Wang Chern

Index: Bioorg. Med. Chem. Lett. 17(6) , 1769-72, (2007)

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Abstract

Derivatives of indolo[2,1-b]quinazolinone containing aminoalkylamino side chains were synthesized as specific DNA triplex stabilizing agents. The aminoalkylamino side chains are essential for triplex stabilization. The position-8 fluorine atom or a methyl group to the nitrogen adjacent to the planar core can enhance triplex stability by 6 degrees C and the effect is additive. Conformational analysis reveals that the orientation of the side chain underlies the ability of this compound to stabilize a DNA triplex.