Synthesis, crystal structure, DNA binding, and anticancer activity of the cobalt(II), nickel(II), and copper(II) complexes of 9-benzothiazolanthrahydrazone

Wu，Ying shu1; Ding，Tong yan1; Zeng，Yu ting1; Liu，Rui xue1,2; Liu，Yan cheng1; Liang，Hong1

2024-03-05

10.1016/j.molstruc.2023.137099

Journal of Molecular Structure   影响因子和分区

0022-2860

In the present study, we synthesized and extensively characterized a novel ligand, 9-THA, based on 9-benzothiazolanthrahydrazone, along with its three corresponding transition metal complexes: 9-THA-Co (1), 9-THA-Ni (2), and 9-THA-Cu (3). The crystallographic analysis revealed distinct coordination geometries - six-coordinate for 9-THA-Co and 9-THA-Ni, binding three and two 9-THA ligands, respectively, and four-coordinate for 9-THA-Cu, binding one 9-THA ligand. In vitro anticancer screening demonstrated that 9-THA-Cu exhibited significant growth inhibition in HeLa-229, NCI-H460, and SK-OV-3 cancer cells with IC values of 12.10 ± 0.54, 12.12 ± 0.58, and 17.65 ± 0.66 μM, respectively. Moreover, it displayed comparable cytotoxicity to cisplatin on HL-7702 normal liver cells. In contrast, 9-THA and 9-THA-Co/9-THA-Ni did not exhibit significant growth inhibition in the tested cancer cells, suggesting that Cu(II) played a pivotal role in its anticancer mechanism. Further investigation revealed the intercalative DNA binding mode of 9-THA-Cu by UV–Vis and fluorescent spectral analyses. It also exhibited competitive binding with two typical DNA intercalators, Gel-red (GR) and ethidium bromide (EB). Cell cycle and cell apoptosis experiments indicated that 9-THA-Cu at a concentration of 22 μM could induce cell cycle arrest in the S phase in 40 % of HeLa-229 cancer cells. Simultaneously, it induced 33.2 % apoptosis in HeLa-229 cells, suggesting that 9-THA-Cu may employ multiple mechanisms to exert its anticancer effects.

Anthrahydrazone Anticancer activity Cell apoptosis Crystal structure DNA binding Transition metal complex

SCI ; EI

英语

其他

CHEMISTRY

2-s2.0-85178173898

Scopus

1.School of Chemistry & Pharmaceutical Sciences,State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources,Guangxi Normal University,Guilin,541004,China
2.Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China

Wu，Ying shu,Ding，Tong yan,Zeng，Yu ting,et al. Synthesis, crystal structure, DNA binding, and anticancer activity of the cobalt(II), nickel(II), and copper(II) complexes of 9-benzothiazolanthrahydrazone[J]. Journal of Molecular Structure,2024,1299.

Wu，Ying shu,Ding，Tong yan,Zeng，Yu ting,Liu，Rui xue,Liu，Yan cheng,&Liang，Hong.(2024).Synthesis, crystal structure, DNA binding, and anticancer activity of the cobalt(II), nickel(II), and copper(II) complexes of 9-benzothiazolanthrahydrazone.Journal of Molecular Structure,1299.

Wu，Ying shu,et al."Synthesis, crystal structure, DNA binding, and anticancer activity of the cobalt(II), nickel(II), and copper(II) complexes of 9-benzothiazolanthrahydrazone".Journal of Molecular Structure 1299(2024).