Synthesis, crystal structure, DNA/bovine serum albumin binding and antitumor activity of two transition metal complexes with 4‐acylpyrazolone derivative

Zhang, Yanping; Li, Yue; Xu, Guancheng; Li, Jinyu; Luo, Hua-Ying; Li, Jinyao; Zhang, Li; Jia, Dianzeng

doi:10.1002/aoc.4668

Cited by 55 publications

(15 citation statements)

References 53 publications

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“…Zhang and colleagues [64] synthesized two new transition metal complexes with 4-acylpyrazolone derivative as potential antitumor agents. According to the results of antitumor determination, the complex 97 ( Fig.…”

Section: Coordination Pyrazolone Compounds As Antitumor Agentsmentioning

confidence: 99%

Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect

Zhao

Dai

et al. 2020

European Journal of Medicinal Chemistry

151

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a b s t r a c tThe pyrazolone structural motif is a critical element of drugs aimed at different biological end-points. Medicinal chemistry researches have synthesized drug-like pyrazolone candidates with several medicinal features including antimicrobial, antitumor, CNS (central nervous system) effect, anti-inflammatory activities and so on. Meanwhile, SAR (Structure-Activity Relationship) investigations have drawn attentions among medicinal chemists, along with a plenty of analogues have been derived for multiple targets. In this review, we comprehensively summarize the biological activity and SAR for pyrazolone analogues, wishing to give an overall retrospect and prospect on the pyrazolone derivatives.

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Section: Coordination Pyrazolone Compounds As Antitumor Agentsmentioning

confidence: 99%

Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect

Zhao

Dai

et al. 2020

European Journal of Medicinal Chemistry

151

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“…Viscosity order of compounds in decreasing form: VI > II > V > IV > III > I > L 3 > L 1 > L 4 > L 2 > L 5 > L 5 . The gure shows increased viscosity via HS-DNA with a higher concentration of compounds, which indicates the intercalation binding.…”

Section: Viscosity Measurementsmentioning

confidence: 99%

“…Fluorescence quenching of metal complex and protein is performed according to previously published literature [4,5].…”

Section: Fluorescence Quenching Studymentioning

confidence: 99%

“…The IC 50 value of Pd(II) complexes IC 50 value for MCF-7 are found in sequence of I (65 µg/mL) > III (68 µg/mL) > II (80 µg/mL) > V (86 µg/mL) > VI (89 µg/mL) > IV (98 µg/mL).Complexes I, II, and III exhibit higher activity than other complexes over MCF-7 cell line due to presence of Cl-group at the para position of benzene ring Graph of % cell proliferation vs. [complex] and IC 50 value graph represent in Fig. 4 3.4.4 DNA binding studies Viscosity order of compounds in decreasing form: VI > II > V > IV > III > I > L 3 > L 1 > L 4 > L 2 > L 5 > L 5 . The gure shows increased viscosity via HS-DNA with a higher concentration of compounds, which indicates the intercalation binding.…”

Section: Cell Proliferationmentioning

confidence: 99%

“…Anticancer drug available in the market has limitations like high toxicity, missing target specialty, acquired resistance and heavy dosage, so to work out the e cient anticancer drug, target-speci c and having a minimum side effect is a pivotal in medicinal chemistry [3]. At the global level, many researchers are committed to working out metal coordination compounds that can bind with DNA (by covalent mode or non-covalent mode) to produce an equipotential activity of cisplatin [4][5][6][7][8][9] . Organometallic Pd(II) coordination compounds show unusual activity in tumor curing agents compared to rst-generation anti-tumor drugs, which show drug resistance, nephrotoxicity, and other problems [10].…”

Section: Introductionmentioning

confidence: 99%

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Heteroleptic C, N- Donor Pd(II) Complexes: Synthesis, Characterization, DNA/BSA Binding Interactions And Biological Studies

Patel

Dhaduk

Dabhi

et al. 2021

Preprint

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A series of trisubstituted pyrazole-based ligands (L1-L6) and corresponding palladium(II) complexes were synthesized and characterized by conductivity measurement, 1H NMR, 13C NMR, Fourier Transform infrared (FT-IR) spectroscopy and liquid chromatography-mass spectrometry (LC-MS). Synthesized compounds were screened for various biological activities. UV-Vis spectroscopy, viscosity measurement, fluorescence spectroscopy and molecular docking studies were used to determine the binding mode between HS-DNA and complexes, which suggest intercalation mode of binding. The protein binding study of complexes was evaluated by UV-visible spectroscopy. Antibacterial study of the complexes was screened against two Gram (+ve) and three Gram (-ve) bacteria and results show that all complexes are more effective against microorganisms than their respective ligands. The cytotoxicity of the synthesized compounds was tested against brine shrimp and MCF-7 Cells. The LC50 values of the ligand and complexes were found in the range of 9.24-4.12 µg/mL and 5.68-7.94 µg/mL, respectively.

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DNA interaction, cytotoxicity and molecular structure of cobalt complex of 4‐amino‐N‐(6‐chloropyridazin‐3‐yl)benzene sulfonamide in the presence of secondary ligand pyridine

Pandya

Patel

Chaudhary

et al. 2019

Applied Organom Chemis

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Novel cobalt complex of 4-amino-N-(6-chloropyridazin-3-yl)benzene sulfonamide (sulfachloropyridazine) has been synthesized and characterized by elemental analysis, FT-IR spectroscopy and magnetic susceptibility (VSM).Cobalt complex of Sulfachloropyridazine (Co-SCP) crystallized in monoclinic space group P2 1 /n with Z = 4. The structure is solved by direct method and refined to R = 0.099 for 4720 reflections with I ⩾4σ(I). The results of FT-IR spectra suggest the binding of cobalt atom to the sulfonamide ligand which is in agreement with the crystal structure determination. In crystal structure, molecule is linked via, C-H … π, C-Cl … π and π … π intermolecular interactions. The computational studies like the optimization energy and root means square deviation compare with single crystal structure, frontier molecular orbital (Homo-Lumo energy) and binding energy of the Co-SCP has been carried out using DFT/B3LYP level of theory in gaseous phase. Hirshfeld surfaces and the 2D-fingerprint analysis are performed to study the nature of interactions and their measurable contributions towards crystal packing. The interaction of the complex with DNA is investigated using viscosity measurement and absorption titration studies. The result shows the complex bind to DNA with intercalative mode with high DNA-binding constant (K b ). Also, in vivo and in vitro cytotoxic studies are performed using S. pombe cells and brine shrimp lethality bioassay. DNA-cleavage study shows better cleaving ability of the complex.

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Synthesis, crystal structure, DNA/bovine serum albumin binding and antitumor activity of two transition metal complexes with 4‐acylpyrazolone derivative

Cited by 55 publications

References 53 publications

Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect

Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect

Heteroleptic C, N- Donor Pd(II) Complexes: Synthesis, Characterization, DNA/BSA Binding Interactions And Biological Studies

DNA interaction, cytotoxicity and molecular structure of cobalt complex of 4‐amino‐N‐(6‐chloropyridazin‐3‐yl)benzene sulfonamide in the presence of secondary ligand pyridine

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