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Substituent effect on the preferred DNA binding mode and affinity of a homologous series of naphthalene diimides.

Abstract：

:A combination of isothermal titration calorimetry (ITC), topoisomerase I DNA unwinding assays, and ethidium bromide displacement studies were employed to investigate the binding of a homologous series of naphthalene diimides (NDI) to DNA. Our results suggest that the nature of the substituent plays a significant role in both the preferred binding mode and relative binding affinity of the compounds of this study. Only intercalative-type binding (K=15±3×10(6)M(-1)) was observed for the NDI with the smallest substituent (trimethyl-ethylamino), while larger members of the series (diethylmethyl-, dipropylmethyl- and dibutylmethyl-ethylamino substituents) adopted an additional binding mode of higher affinity (K(1)=31-78×10(6)M(-1)).

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

McKnight RE,Reisenauer E,Pintado MV,Polasani SR,Dixon DW

doi

10.1016/j.bmcl.2011.05.069

subject

Has Abstract

pub_date

2011-07-15 00:00:00

pages

4288-91

issue

14

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(11)00698-6

journal_volume

21

pub_type

杂志文章

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