Di and tetranuclear Cu(II) complexes with simple 2-aminoethylpyridine: Magnetic properties, phosphodiester hydrolysis, DNA binding/cleavage, cytotoxicity and catecholase activity

Sureshbabu, Popuri; Junaid, Qazi Mohammad; Upadhyay, Chandan; Victoria, W.; Vidhyapriya, Pitchavel; Sakthivel, Natarajan; Sabiah, Shahulhameed

doi:10.1016/j.poly.2019.02.015

Cited by 24 publications

(9 citation statements)

References 84 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In the past few years, several other dicopper(II) complexes have been synthesized and studied regarding their anticancer properties. Some authors demonstrated the DNA binding − and/or DNA cleavage ,,,, abilities of these compounds. Very recently, Cao et al proved that alteration of the chelating arms on the ligands allows for regulation of the reactivity of their dinuclear copper(II) complexes toward DNA .…”

Section: Introductionmentioning

confidence: 99%

Binucleating Hydrazonic Ligands and Their μ-Hydroxodicopper(II) Complexes as Promising Structural Motifs for Enhanced Antitumor Activity

et al. 2019

View full text Add to dashboard Cite

Very few inorganic antineoplastic drugs have entered the clinic in the last decades, mainly because of toxicity issues. Because copper is an essential trace element of ubiquitous occurrence, decreased side effects could be expected in comparison with the widely used platinum anticancer compounds. In the present work, two novel hydrazonic binucleating ligands and their μ-hydroxo dicopper-(II) complexes were prepared and fully characterized. They differ by the nature of the aromatic group present in their aroylhydrazone moieties: while H 3 L1 and its complex, 1, possess a thiophene ring, H 3 L2 and 2 contain the more polar furan heterocycle. X-ray diffraction indicates that both coordination compounds are very similar in structural terms and generate dimeric arrangements in the solid state. Positive-ion electrospray ionization mass spectrometry analyses confirmed that the main species present in a 10% dimethyl sulfoxide (DMSO)/water solution should be [Cu 2 (HL)(OH)] + and the DMSO-substituted derivative [Cu 2 (L)(DMSO)] + . Scattering techniques [dynamic light scattering (DLS) and small-angle X-ray scattering] suggest that the complexes and their free ligands interact with bovine serum albumin (BSA) in a reversible manner. The binding constants to BSA were determined for the complexes through fluorescence spectroscopy. Moreover, to gain insight into the mechanism of action of the compounds, calf thymus DNA binding studies by UV−visible and DLS measurements using plasmid pBR322 DNA were also performed. For the complexes, DLS data seem to point to the occurrence of DNA cleavage to Form III (linear). Both ligands and their dicopper(II) complexes display potent antiproliferative activity in a panel of four cancer cell lines, occasionally even in the submicromolar range, with the complexes being more potent than the free ligands. Our data on cellular models correlate quite well with the DNA interaction experiments. The results presented herein show that aroylhydrazone-derived binucleating ligands, as well as their dinuclear μ-hydroxodicopper(II) complexes, may represent a promising structural starting point for the development of a new generation of highly active potential antitumor agents.

show abstract

Section: Introductionmentioning

confidence: 99%

Binucleating Hydrazonic Ligands and Their μ-Hydroxodicopper(II) Complexes as Promising Structural Motifs for Enhanced Antitumor Activity

et al. 2019

View full text Add to dashboard Cite

show abstract

“…With the increase of temperature, the cleavage efficiency of MBP-f on pDNA was greatly improved (Figure a). Compared with other reported artificial nucleases, − MBP has significant advantages on the binding affinity and DNA cleavage activity and does not require exogenous reagents. High ion concentrations tend to destroy the protein structure of natural enzymes or affect the binding strength of DNA cleavage agents to DNA, resulting in decreased activity.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and DNA Cleavage Activity of Cationic Methylene-Blue-Backboned Polymers

Cai

Zhang

et al. 2023

ACS Appl. Bio Mater.

View full text Add to dashboard Cite

Methods of DNA cleavage have broad bioapplications in gene editing, disease treatment, and biosensor design. The traditional method for DNA cleavage is mainly through oxidation or hydrolysis mediated by small molecules or transition metal complexes. However, DNA cleavage by artificial nucleases using organic polymers has been rarely reported. Methylene blue has been extensively studied in the fields of biomedicine and biosensing due to its excellent singlet oxygen yield, redox properties, and good DNA affinity. Methylene blue mainly relies on light and oxygen for DNA cleavage, and the cutting rate is slow. Here, we synthesize cationic methylene-blue-backboned polymers (MBPs) that can bind DNA efficiently and induce DNA cleavage through free radical mechanisms in the absence of light and exogenous reagents, showing high-efficiency nuclease activity. In addition, MBPs with different structures showed selectivity for DNA cleavage, and the cleavage efficiency of the flexible structure was significantly higher than that of the rigid structure. Studies on the DNA cleavage mechanism have shown that the cleavage mechanism of MBPs is not through the common ROS-mediated oxidative cleavage pathway, but through the radical of MBP• inducing DNA cleavage. Meanwhile, MBPs can simulate topoisomerase I (Topo I)-mediated topological rearrangement of superhelical DNA. This work paved a way for the application of MBPs in the field of artificial nucleases.

show abstract

“…3 (A) depicts the most commonly used phosphoester models. The representative phosphomonoester mimic 4-nitrophenyl phosphate (NPP) [67] , [84] , [85] and phosphodiester mimics bis(4-nitrophenyl) phosphate (BNPP) [60] , [69] , [74] , [79] and bis-(2,4-dinitrophenyl) phosphate (BDNPP) [57] , [78] , [75] , [76] are used for mimicking the nature of various phosphoester bonds. While all the above play a typical deoxynucleotide role, 2-hydroxypropyl 4-nitrophenyl phosphate (HPNPP) has a hydroxyl group on the side chain displaying an RNA analogue.…”

Section: Models Substrates and Instrumentations Employedmentioning

confidence: 99%

“…Of course, the ultimate goal of this diversity lies in the enhancement of the AMSs’ biological activity. Accordingly, these actively ongoing techniques are categorized as follow: i) Preparation of multinuclear complexes wherein the metal cores cooperate to provides an efficient active binding site for biomolecules [56] , [57] , [58] , [59] , [60] , [61] , [62] , [63] , [64] , [65] . ii) Variation of the first coordination sphere towards synthesis of homoleptic and hetroleptic complexes [66] , [67] , [68] , [69] , [70] , [71] .…”

Section: Introductionmentioning

confidence: 99%

Nuclease-like metalloscissors: Biomimetic candidates for cancer and bacterial and viral infections therapy

Anjomshoa

Amirheidari

2022

Coordination Chemistry Reviews

View full text Add to dashboard Cite

Despite the extensive and rapid discovery of modern drugs for treatment of cancer, microbial infections, and viral illnesses; these diseases are still among major global health concerns. To take inspiration from natural nucleases and also the therapeutic potential of metallopeptide antibiotics such as the bleomycin family, artificial metallonucleases with the ability of promoting DNA/RNA cleavage and eventually affecting cellular biological processes can be introduced as a new class of therapeutic candidates. Metal complexes can be considered as one of the main categories of artificial metalloscissors, which can prompt nucleic acid strand scission. Accordingly, biologists, inorganic chemists, and medicinal inorganic chemists worldwide have been designing, synthesizing and evaluating the biological properties of metal complexes as artificial metalloscissors. In this review, we try to highlight the recent studies conducted on the nuclease-like metalloscissors and their potential therapeutic applications. Under the light of the concurrent Covid-19 pandemic, the human need for new therapeutics was highlighted much more than ever before. The nuclease-like metalloscissors with the potential of RNA cleavage of invading viral pathogens hence deserve prime attention.

show abstract

Di and tetranuclear Cu(II) complexes with simple 2-aminoethylpyridine: Magnetic properties, phosphodiester hydrolysis, DNA binding/cleavage, cytotoxicity and catecholase activity

Cited by 24 publications

References 84 publications

Binucleating Hydrazonic Ligands and Their μ-Hydroxodicopper(II) Complexes as Promising Structural Motifs for Enhanced Antitumor Activity

Binucleating Hydrazonic Ligands and Their μ-Hydroxodicopper(II) Complexes as Promising Structural Motifs for Enhanced Antitumor Activity

Synthesis and DNA Cleavage Activity of Cationic Methylene-Blue-Backboned Polymers

Nuclease-like metalloscissors: Biomimetic candidates for cancer and bacterial and viral infections therapy

Contact Info

Product

Resources

About