A potent antitumor Zn2+ tetraazamacrocycle complex targeting DNA: the fluorescent recognition, interaction and apoptosis studies

Abstract

A Zn(2+) tetraazamacrocycle complex (2) bearing three naphthalene moieties has been prepared. Complex 2 recognizes, binds and causes damage to DNA, and shows considerable cytotoxicity against human cervical (HeLa), breast (MCF-7) and lung (NCI-H157) cancer cell lines with a different apoptotic pathway from that of cisplatin.

Chemical characteristics of the products of the complexation reaction between copper(II) and a tetra-aza macrocycle in the presence of chloride ions

“…The N(4)-Cu(2)-N(7) and N(8)-Cu(2)-Cl(2) bond angles are 158.7(3)° and 148.6(3)° for the second [L1Cu II Cl] + cation, respectively, deviating the complex towards trigonal bipyramidal (τ = 47 %) 76. This result was expected given that 12-membered ligands are not large enough to incorporate 3d transition metal-ions in a coplanar manner with respect to the N 4 plane, and agrees with reports contained in literature for structurally similar complexes 6,12,28,32,61,64. The subtle geometric differences observed arise from the non-equivalence of the Cu-N(2) and Cu-N(6) bond lengths at 2.070(9) Ǻ and 2.151(9) Ǻ, respectively, as stronger interactions in the axial bonding interaction favor distortions towards trigonal bipyramidal 64.…”

“…[1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17] Historically, transition metal tetra-aza complexes have been utilized extensively in biomimetic inorganic chemistry as functional models for superoxide dismutase, catalase, and copper oxidase active sites. [18][19][20][21][22][23][24][25] Metal complexes derived from tetra-aza macrocyclic ligands generally present large stability constants, on the order of log K ≥ 20.0 in the case of copper(II) complexes.…”

Synthesis, crystal structures, and properties of three metal complexes with N-phenylanthranilic acid

“…5a). The four discrete units are very similar to each other except the Zn(4)-O(16) distance 2.745 Å (Table S1) which is considered long to indicate significant bonding interactions, however, the distance range of Zn-O (2.61-3.02 Å) has been confidently reported for intramolecular bonds [20,21]. As shown in Fig.…”

Synthesis, Structure Characterization and Antitumor Activity Study of a New Iron(III) Complex of 5-Nitro-8-hydroxylquinoline (HNOQ)

“…It can be used to distinguish the intercalative and non-intercalative compounds. 37) As shown in Fig. 5, in the absence of complex 1, the EB molecules bound by ct-DNA gave strong fluorescence emission with maxium emission intensity at 582.8 nm.…”