DNA binding and antiproliferative activity toward human carcinoma cells of copper(II) and zinc(II) complexes of a 2,5-diphenyl[1,3,4]oxadiazole derivative

Dalton Transactions : an International Journal of Inorganic Chemistry
Alessio TerenziGiampaolo Barone

Abstract

The interaction of calf thymus DNA with [CuL(ClO(4))]ClO(4)·H(2)O (1) and [ZnLBr]Br·H(2)O (2) (L = 9,12,15,18,27,28-hexaaza-29-oxatetracyclo[24.2.1.0(2,7).0(20,25)]enneicosa-2,4,6,20,22,24,26,28(1)-octaene) dicationic complexes in aqueous solution at neutral pH, was investigated by variable-temperature UV-vis absorption, circular dichroism and fluorescence spectroscopy. The values of the DNA-binding constants of these complexes, determined by competitive binding spectrofluorimetric titrations of ethidium bromide (EB)-DNA solutions, are (6.7 ± 0.5) × 10(6) M(-1) for CuL(2+) and (4.7 ± 0.5) × 10(5) M(-1) for ZnL(2+). These data together with a through analysis of the spectroscopic behaviour consistently suggest that both compounds are effective DNA binders. Interestingly, the DNA-binding strength of these complexes has been found to be correlated to their in vitro cytotoxic activity toward human breast carcinoma cells, although the complex with lower DNA-binding affinity is more active. In fact, biological studies showed that when the compounds are delivered through the cell membrane by a lipidic carrier, the cell survival is sensibly reduced, up to 58% with 1 and to 31% with 2.

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Citations

Oct 10, 2013·Chemical Reviews·Carlo SantiniCristina Marzano
Mar 12, 2013·Acta Crystallographica. Section E, Structure Reports Online·Vieri FusiPatrizia Rossi
Feb 14, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Antonino LauriaGiampaolo Barone
Apr 23, 2013·Journal of Inorganic Biochemistry·Angelo SpinelloGiampaolo Barone
Jul 18, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·V M ManikandamathavanBalachandran Unni Nair
Mar 7, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Cristiano BenelliPatrizia Rossi
Feb 22, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Zhong HanJianmin Dou
May 18, 2013·Dalton Transactions : an International Journal of Inorganic Chemistry·Daniela PucciLoredana De Bartolo
Aug 27, 2014·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Zhijian CheSheng Wang
Jan 18, 2017·Journal of Inorganic Biochemistry·Feng-Yang WangHong Liang
Apr 24, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·Barbara Sanz MendiguchiaAlessandra Crispini
Apr 8, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·Alessio TerenziGiampaolo Barone
May 23, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Gianluca AmbrosiVieri Fusi
Jul 19, 2019·International Journal of Molecular Sciences·Giovanni Salassa, Alessio Terenzi
May 21, 2019·Chemistry : a European Journal·Luca ContiClaudia Giorgi
Dec 16, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Marina PorchiaCarlo Santini
Nov 22, 2020·International Journal of Molecular Sciences·Alessandra BenassiValentina Pirota
Nov 14, 2016·International Journal of Biological Macromolecules·Kiran TummalapalliBalamurali M M
Jun 3, 2021·Pharmaceuticals·Camelia Elena StecozaMirela Mihaila
Dec 5, 2020·The Journal of Physical Chemistry Letters·Pradeep KaduSamir K Maji

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