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EDTA: Chemistry and Properties01:22

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Polydentate ligands are most widely used in complexometric titrations because they form more stable complexes with the metal ions than mono- or bidentate ligands due to the chelate effect. Examples of polydentate ligands are ethylenediaminetetraacetic acid (EDTA), crown ethers, and cryptands. The most important feature of optimal polydentate ligands is the ability to form 1:1 complexes in a single-step process. Amino carboxylic acid derivatives are frequently used as complexing agents. EDTA is...
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In complexation reactions, metal atoms or cations interact with ligands to form donor-acceptor adducts called metal complexes. Ligands that bind through one donor site are monodentate, ligands with two donor sites are bidentate, and those with more than two donor sites are polydentate ligands. For example, ethylene diamine is a bidentate ligand that binds through two nitrogen donor atoms, forming a five-membered ring. EDTA is a polydentate ligand that binds through four oxygen and two nitrogen...
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The hemoglobin in the blood, the chlorophyll in green plants, vitamin B-12, and the catalyst used in the manufacture of polyethylene all contain coordination compounds. Ions of the metals, especially the transition metals, are likely to form complexes.
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Different monodentate and polydentate ligands are used as complexing agents in complexometric titration reactions. The formation of complexes by mono- and bidentate ligands involves two or more intermediate steps, limiting their use as complexing agents. In comparison, polydentate ligands can form complexes with metal ions in a single-step process, facilitating sharper end points. This means polydentate ligands, such as amino carboxylic acid derivatives, are most commonly employed in...
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Sequence-specific and Selective Recognition of Double-stranded RNAs over Single-stranded RNAs by Chemically Modified Peptide Nucleic Acids
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Polypyridyl-Based Copper Phenanthrene Complexes: Combining Stability with Enhanced DNA Recognition.

Nicoló Zuin Fantoni1,2, Zara Molphy1,3, Sinéad O'Carroll1

  • 1School of Chemical Sciences and National Institute for Cellular, Biotechnology, Dublin City University, Glasnevin, Dublin, 9, Ireland.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|June 11, 2020
PubMed
Summary

New copper(II) artificial metallo-nucleases (AMNs) show potent DNA damaging and anticancer properties. The most effective compound, Cu-DPA-DPPZ, targets pancreatic cancer cells, outperforming the drug oxaliplatin.

Keywords:
DNA damageDNA repairEPR spectroscopycopperelectrochemistry

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Area of Science:

  • Inorganic Chemistry
  • Bioinorganic Chemistry
  • Medicinal Chemistry

Background:

  • Artificial metallo-nucleases (AMNs) are engineered catalysts with DNA cleavage capabilities.
  • Copper complexes offer potential for developing novel therapeutic agents due to their redox activity.
  • Developing targeted cancer therapies remains a critical challenge, particularly for pancreatic cancer.

Purpose of the Study:

  • To synthesize and characterize novel copper(II) artificial metallo-nucleases (AMNs).
  • To evaluate the DNA damaging properties and in-vitro cytotoxicity of these AMNs against human pancreatic cancer cells.
  • To investigate the structure-activity relationships governing DNA binding and recognition.

Main Methods:

  • Synthesis and characterization of copper(II) complexes incorporating di-(2-pycolyl)amine (DPA) and phenanthrene derivatives (Phen, DPQ, DPPZ).
  • Structural and electronic characterization using X-ray crystallography, cw-EPR, HYSCORE, and Davies ENDOR spectroscopies.
  • In-vitro assessment of DNA binding affinity (Kapp), DNA cleavage assays, and cytotoxicity studies against human pancreatic cancer cell lines.

Main Results:

  • The synthesized Cu-DPA-N,N' complexes exhibited enhanced solution stability and DNA recognition.
  • DNA binding affinity increased with the planarity of the phenanthrene unit, with Cu-DPA-DPPZ showing the highest affinity.
  • Cu-DPA-DPPZ effectively recognized the minor groove of G-C rich DNA sequences and induced oxidative DNA damage.
  • Cu-DPA-DPPZ demonstrated significant in-vitro anticancer activity against human pancreatic cancer cells, exceeding that of oxaliplatin.

Conclusions:

  • Copper(II) AMNs, particularly Cu-DPA-DPPZ, are effective DNA-damaging agents.
  • The DPA ligand and planar phenanthrene unit are crucial for enhanced DNA binding and stability.
  • Cu-DPA-DPPZ exhibits promising therapeutic potential as an anticancer agent for pancreatic cancer, warranting further investigation.