Cu(<scp>ii</scp>) complexes of a tridentate N,N,O-donor Schiff base of pyridoxal: synthesis, X-ray structures, DNA-binding properties and catecholase activity

Mondal, Satyajit; Chakraborty, Moumita; Mondal, Antu; Pakhira, Bholanath; Blake, Alexander J.; Sinn, Ekkehard; Chattopadhyay, Shyamal Kumar

doi:10.1039/c8nj00418h

Cited by 50 publications

(20 citation statements)

References 75 publications

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“…During the last decade, considerable attention has focused on the development of Schiff base metal complexes due to their electroluminescent properties [50], biological activities (such as antiviral, antibacterial, antiapoptotic, antifungal, anti-inflammatory activities and as urease inhibitors) [51][52][53][54]. Schiff base complexes show nonlinear optical (NLO) properties [55][56][57], DNAbinding properties [58][59][60][61] and fluorescence properties [62][63][64][65]. They also found applications in polymeric materials [66,67], sensors [26,68], organic photovoltaic materials [69], energy materials [70], nuclear medicine [71] and as components of pharmaceutically active cocrystals [72].…”

Section: Figmentioning

confidence: 99%

Recent developments in penta-, hexa- and heptadentate Schiff base ligands and their metal complexes

Liu

Hamon

2019

Coordination Chemistry Reviews

311

137

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Novel ligand platforms that promote reactivity are of long standing and continued interest in coordination chemistry, with Schiff base ligands and their metal complexes representing one of the most versatile and long standing topics of interest. The synthesis and structure of polydentate Schiff bases and their metal complexes is fascinating, because it reveals a great richness of structural, physico-chemical and catalytic properties. Given the simplicity and ease of access to multidentate Schiff bases and their metal complexes, investigation of such compounds is essential to precise and understand structure-property relationships in order to optimize and improve their use in a wide range of fields, including catalysis, supramolecular chemistry, magnetism, electrochemistry, nanoscience, energy materials, and biological applications. This review highlights the recent developments of pentadentate, hexadentate, heptadentate and macrocyclic Schiff base ligands containing various donor sets made of different combinations of N, O, S or P donor atoms and their metal complexes (essentially mononuclear), as well as presenting synthetic methods and interesting structures of complexes formed by first-to-third row transition metals (from group 4-12), main group elements, lanthanides and actinides. This review is divided into three main sections, each of them corresponding to one type of denticity of the Schiff base under consideration. Each category is described with representative examples according to a periodic order, and emphasis is given to the coordination aspects. Their catalytic, magnetic and biological properties are also outlined. This review that contains 359 references should act as a source of information to researchers interested to work in this domain and stimulate further investigation in this fascinating area of Schiff base coordination compounds.

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Section: Figmentioning

confidence: 99%

Recent developments in penta-, hexa- and heptadentate Schiff base ligands and their metal complexes

Liu

Hamon

2019

Coordination Chemistry Reviews

311

137

View full text Add to dashboard Cite

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“…The K b values (for 3 and 4) are not only higher than the standard intercalator but also higher than other similar compounds reported (Table 3). 8,18,48,49 In addition, the intercalative binding mode is rarely seen in this class of compounds, which is one of the most important modes of binding as far as the pharmaceutical field is concerned. It is because of the intercalation that the cell degradation occurs, which on the other hand is an important step in chemotherapy.…”

Section: Dna-binding Studies Of Compounds 1-4mentioning

confidence: 99%

Copper(ii) salen-based complexes as potential anticancer agents

et al. 2022

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“…As shown in Figure 6, the absorption spectrum shows hypochromism after adding amounts of DNA to solutions of 1 and 2, which indicates an intercalative binding mode. [50] The π ! π* interactions between the aromatic chromophore (insertion ligand) of 1 and 2 and the base pairs of DNA occurred after being intercalated into DNA, empty π* orbitals of 1 and 2 were coupled with the π orbitals of the base and the π* orbitals after coupling were partially filled with electrons, which reduced the π !…”

Section: Dna Binding Modesmentioning

confidence: 99%

Synthesis, crystal structure, antiproliferative activity, DNA binding and density functional theory calculations of 3‐(pyridin‐2‐yl)‐8‐tert‐butylcoumarin and its copper(II) complex

Shi

Nie

et al. 2020

Applied Organom Chemis

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A Cu(II)–coumarin complex, [CuL2(NO3)2] (2), where L = 3‐(pyridin‐2‐yl)‐8‐tert‐butylcoumarin (1), was synthesized with Cu(NO3)2⋅3H2O and characterized using elemental, infrared and single‐crystal X‐ray diffraction analyses. The crystal structure of 1 shows that all the pyrone, benzene and pyridine rings are completely coplanar. The crystal structure of 2 is stabilized by intermolecular C–H···O and C–H···N hydrogen bonds and C···C short contacts, which lead to the formation of a two‐dimensional network structure. Density functional theory results give support to the experimentally determined monomeric structure. The in vitro cytotoxic activities of 1 and 2 were investigated against HeLa (cervical carcinoma), A549 (lung), HepG2 (liver) and HUVEC (umbilical vein) cells by MTT assay. The IC50 values show that both 1 and 2 have lower toxicity than doxorubicin and cisplatin in every case. Ligand 1 exhibits higher anti‐HeLa activity than doxorubicin. Complex 2 displays higher anti‐HeLa activity than coumarin but lower than that of cisplatin. Various spectroscopic approaches indicate that 1 and 2 could effectively bind with DNA through intercalation mode.

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Cu(ii) complexes of a tridentate N,N,O-donor Schiff base of pyridoxal: synthesis, X-ray structures, DNA-binding properties and catecholase activity

Abstract: DNA binding and catecholase activities of two Cu(ii) complexes [Cu(L1)X] (X = N3, NCS) of pyridoxal derived ligands are reported.

Cited by 50 publications

References 75 publications

Recent developments in penta-, hexa- and heptadentate Schiff base ligands and their metal complexes

Recent developments in penta-, hexa- and heptadentate Schiff base ligands and their metal complexes

Copper(ii) salen-based complexes as potential anticancer agents

Synthesis, crystal structure, antiproliferative activity, DNA binding and density functional theory calculations of 3‐(pyridin‐2‐yl)‐8‐tert‐butylcoumarin and its copper(II) complex

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