Half-sandwich iridium(III) complexes with α-picolinic acid frameworks and antitumor applications

Hao, Hailong; Liu, Xicheng; Ge, Xingxing; Zhao, Yao; Tian, Xue; Ren, Ting; Wang, Yan; Zhao, Chengfeng; Liu, Zhe

doi:10.1016/j.jinorgbio.2018.12.012

Cited by 31 publications

(19 citation statements)

References 48 publications

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“…The overproduction of ROS triggers the change in the mitochondrial membrane potential (ΔΨm), which might have instigated the intrinsic pathway of apoptosis. Alterations of ΔΨm have been commonly used to assess mitochondrial dysfunction [42]. To investigate whether the selective localization of 1 – 3 into the mitochondria could lead to mitochondrial dysfunction, the fluorescent probe JC-1 was used to determine the changes in ΔΨm by using the ImageXpress Micro XLS system and flow cytometry.…”

Section: Resultsmentioning

confidence: 99%

Design, Synthesis, and Anticancer Effect Studies of Iridium(III) Polypyridyl Complexes against SGC-7901 Cells

Zhang

Wang

et al. 2019

Molecules

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Three iridium(III) complexes ([Ir(Hppy)2(L)](PF6) (Hppy = 2-phenylpyridine, L = 5-nitrophenanthroline, NP), 1; 5-nitro-6-amino-phenanthroline (NAP), 2; and 5,6-diamino-phenanthroline (DAP) 3 were synthesized and characterized. The cytotoxicities of Ir(III) complexes 1–3 against cancer cell lines SGC-7901, A549, HeLa, Eca-109, HepG2, BEL-7402, and normal NIH 3T3 cells were investigated using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazoliumbromide (MTT) method. The results showed that the three iridium(III) complexes had moderate in vitro anti-tumor activity toward SGC-7901 cells with IC50 values of 3.6 ± 0.1 µM for 1, 14.1 ± 0.5 µM for 2, and 11.1 ± 1.3 µM for 3. Further studies showed that 1–3 induce cell apoptosis/death through DNA damage, cell cycle arrest at the S or G0/G1 phase, ROS elevation, increased levels of Ca2+, high mitochondrial membrane depolarization, and cellular ATP depletion. Transwell and Colony-Forming assays revealed that complexes 1–3 can also effectively inhibit the metastasis and proliferation of tumor cells. These results demonstrate that 1–3 induce apoptosis in SGC-7901 cells through ROS-mediated mitochondrial damage and DNA damage pathways, as well as by inhibiting cell invasion, thereby exerting anti-tumor cell proliferation activity in vitro.

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Section: Resultsmentioning

confidence: 99%

Design, Synthesis, and Anticancer Effect Studies of Iridium(III) Polypyridyl Complexes against SGC-7901 Cells

Zhang

Wang

et al. 2019

Molecules

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“…Moreover, eight half-sandwich iridium-based anticancer agents 17 – 24 (Figure 7) were synthesized by Liuand coworkers as novel anticancer agents [40]. Coordinated to an α-picolinic acid ligand, all complexes exhibited improved hydrophobicity and cytotoxicity toward A549 tumor cells based on MTT assay, with complex 22 bearing the most hydrophobic trifluoromethyl group being five times more cytotoxic toward cancer cells than cisplatin.…”

Section: Iridium(iii) Complexes With Anticancer Activitymentioning

confidence: 99%

Iridium(III) Complexes Targeting Apoptotic Cell Death in Cancer Cells

et al. 2019

Molecules

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Targeting apoptosis is a principal strategy in the design of anticancer drugs. In recent years, non-platinum-based scaffolds have been exploited as viable candidates for the exploitation of anticancer agents with potentially lower toxicity than the widely used cisplatin analogues. This review highlights the latest advances in developing iridium(III) complexes as anticancer agents that act particularly via targeting apoptotic cell death in cancer cells.

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“…GIZJOR (Hao et al, 2019)]. While the Co II and Mn II complexes engage in intermolecular hydrogen bonding with metal-coordinated water molecules, the Cr III complex contains a water of solvation that facilitates the formation of a hydrogen-bonding network.…”

Section: Figurementioning

confidence: 99%

The crystal structure of 5-(trifluoromethyl)picolinic acid monohydrate reveals a water-bridged hydrogen-bonding network

Tanski

2020

Acta Cryst E

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The title compound [systematic name: 5-(trifluoromethyl)pyridine-2-carboxylic acid monohydrate], C7H4F3NO2·H2O, is the acid hydrate of a pyridine with a carboxylic acid group and a trifluoromethyl substituent situated para to one another on the aromatic ring. The molecule forms a centrosymmetric water-bridged hydrogen-bonding dimer with graph-set notation R 4 4 (12). Hydrogen-bonding distances of 2.5219 (11) and 2.8213 (11) Å are observed between the donor carboxylic acid and the bridging water acceptor, and the donor water and carbonyl oxygen acceptor, respectively. The dimers are further linked into a two-dimensional sheet via two longer intermolecular hydrogen-bonding interactions between the second hydrogen atom on the bridging water molecule and both a pyridine nitrogen atom and carbonyl oxygen with distances of 3.1769 (11) and 2.8455 (11) Å, respectively. The trifluoromethyl groups extend out the faces of the sheet providing for F...F and C—H...F contacts between the sheets, completing the three-dimensional packing.

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Half-sandwich iridium(III) complexes with α-picolinic acid frameworks and antitumor applications

Cited by 31 publications

References 48 publications

Design, Synthesis, and Anticancer Effect Studies of Iridium(III) Polypyridyl Complexes against SGC-7901 Cells

Design, Synthesis, and Anticancer Effect Studies of Iridium(III) Polypyridyl Complexes against SGC-7901 Cells

Iridium(III) Complexes Targeting Apoptotic Cell Death in Cancer Cells

The crystal structure of 5-(trifluoromethyl)picolinic acid monohydrate reveals a water-bridged hydrogen-bonding network

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