Structure and Interaction with CT-DNA of Two Quinolone-Metal Complexes Containing Helical Channels

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Structure and Interaction with CT‑DNA of Two Quinolone‑Metal Complexes Containing Helical Channels Yuguang Wang1 · Cuiying Chen1 · Xuehui Shang1 · Junran Wang1 · Jingquan Sha1 Received: 10 August 2020 / Accepted: 25 September 2020 © Springer Science+Business Media, LLC, part of Springer Nature 2020

Abstract Two new complexes based on pipemidic acid (HPPA) and ­Co2+/Cd2+ ions, [Co(PPA)2]·2H2O (1) and Cd(PPA)2 (2), have been synthesized and structurally characterized. Single-crystal X-ray diffraction analysis shows that complexes 1 and 2 exhibit similar structures containing two-fold meso-helices and 1D supramolecular channels. The interaction of calf-thymus (CT-DNA) with complexes 1 and 2 with was explored by UV spectrum, and competitive studies with ethidium bromide (EB) by fluorescence spectrum. Notably, these results indicate that complexes 1 and 2 possess the higher binding DNA affinity than free HPPA drugs, maybe attributed to the coordinated metal ions and the helical channels. And the resultant hypochromism suggests the tight binding of 1 and 2 with CT-DNA probably by the intercalative mode. Moreover, the relatively high Ksv value also indicates that 1 and 2 can bind to CT-DNA for the intercalative binding sites. Graphic Abstract Two new complexes based on HPPA were synthesized and structural description, and exhibit similar structures containing two-fold meso-helices. The result of the interaction with CT-DNA indicates that complexes can bind to the CT-DNA by the intercalative mode and possess the higher binding constant to CT-DNA than free HPPA drugs.

Keywords  Crystal · Pipemidic acid · Metal complexes · Helix · CT-DNA Electronic supplementary material  The online version of this article (https​://doi.org/10.1007/s1090​4-020-01771​-8) contains supplementary material, which is available to authorized users. * Jingquan Sha [email protected] 1



The Talent Culturing Plan for Leading Disciplines of Shandong, Department of Chemistry and Chemical Engineering, Jining University, Qufu 273155, Shandong, China

1 Introduction As we all know, the action of many drugs, such as, quinolones with the term quinolonecarboxylic acids or 4-quinolones, is dependent on the coordination with metal ions or/and the inhibition on the formation of metalloenzymes [1]. So studying the interaction of drugs

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Journal of Inorganic and Organometallic Polymers and Materials

with metal ions is an important and active research in bioinorganic chemistry [2–4]. Moreover, because of living organisms utilizing helices to store and transmit genetic information [5], study about metal–organic complexes with helical structure are of great interest [6, 7]. Through a thorough survey of literature, we found that the organic drugs based complexes with helical structure are few reported [8–10], so study on metal-drug complexes with helical feature are highly desired to promote coordination chemistry and biochemistry. Pipemidic acid (8-ethyl-5,8-dihydro-5-oxo-2-(1piperazinyl) pyrido(2,3-d) pyrimidine-6-carboxylic acid, HPPA)