Ruthenium(II) complexes of saccharin with dipyridoquinoxaline and dipyridophenazine: Structures, biological interactions and photoinduced DNA damage activity

Kumar, Priyaranjan; Dasari, Srikanth; Patra, Ashis K.

doi:10.1016/j.ejmech.2017.04.076

Cited by 39 publications

(24 citation statements)

References 64 publications

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“…Apart from these sites there is π‐π stacking from aromatic ring is also a key success. The aromatic planner dipyrido quinoxaline and dipyrido phenazine ligands have been choosen based on their capability to intercalate effectively between the base pair of ds‐DNA and ability to form photoexcited ( n‐π ) and ( π‐π* ) energy states which in sequence to transfer its energy to molecular oxygen ( 3 O 2 ) leading to the creation of cytotoxic reactive oxygen species (ROS) triggering photoinduced DNA cleavage ,. Based on above facts, herein we have designed and synthesized four quinoxaline analogues via a facile pathway (Figure ).…”

Section: Resultsmentioning

confidence: 99%

Experimental and Theoretical Study on the Biomolecular Interaction of Novel Acenaphtho Quinoxaline and Dipyridophenazine Analogues

Sarkar

Jadhav

et al. 2018

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In this report, two different types of quinoxaline derivatives have been developed with an idea that these molecules are composed of planar structure with extensive π‐delocalization. Accordingly, compounds such as 9‐bromoacenaphtho [1,2‐b]quinoxaline (3), 4‐(acenaphtho [1,2‐b] quinoxalin‐9‐yl) benzaldehyde (5), 11‐bromodipyrido [3,2‐a:2′,3′‐c] phenazine (3′) and 4‐(dipyrido [3,2‐a:2′,3′‐c] phenazin‐11‐yl) benzaldehyde (5′) were prepared by a sonication method. In order to prove these compounds as potential anticancer agents, binding studies with calf thymus deoxyribonucleic acid (CT‐DNA) and bovine serum albumin (BSA) have been established by absorption and fluorescence studies. The DNA interaction with prepared compounds shows that quinoxaline (3 and 5) and phenazine derivatives (3′ and 5′) are bind to DNA through intercalation and electrostatic modes. The binding strength of 3′ and 5′ with DNA found to be stronger than other two derivatives (3 and 5). The magnitude of 5 and 5′ exhibits 10‐fold more binding efficacy with protein BSA than compound 3′ but compound 3 did not show any binding efficacy with BSA. The MTT (3‐(4,5‐Dimethylthiazol‐2‐yl)‐2,5‐diphenyltetrazolium bromide) analysis reveals that 5′ exhibits highly selective cytotoxicity profile in HeLa cell line and moderate cytoselectivity in human epithelial colorectal adenocarcinoma cells (Caco‐2) cell line with respect to the normal cell line. However, compound 3 showed best potency and selectivity in Caco‐2 cells.

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Section: Resultsmentioning

confidence: 99%

Experimental and Theoretical Study on the Biomolecular Interaction of Novel Acenaphtho Quinoxaline and Dipyridophenazine Analogues

Sarkar

Jadhav

et al. 2018

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“…Asimismo, se han estudiado propiedades analgésicas de los derivados de sacarina y como antídoto para intoxicación metálica 8 . Por otro lado, en la actualidad se estudia la reactividad de algunos compuestos metálicos de sacarina con el ADN 9 . La forma iónica de la sacarina (ion sacarinato), desde el punto de vista químico, es muy apreciada debido a su carácter polifuncional, por ello se convierte en un reactivo versátil capaz de coordinar diferentes metales de transición.…”

Section: Síntesis De Sacarinatocobre(i)unclassified

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et al. 2017

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“…Most reported Schiff-base-containing complexes with transition metals have biological applications (Wang et al, 1991(Wang et al, , 2006Padhyé & Kauffman, 1985). In addition, most transition metals can coordinate with a Schiff base and the biological applications of these complexes have been investigated (Chang et al, 2015;Kumar et al, 2010Kumar et al, , 2017Zhang et al, 2016). Schiff base complexes possess antitumour activity and the mechanism has been studied.…”

Section: Introductionmentioning

confidence: 99%

Platinum(II) complex with 4-nitro-N-(pyridin-2-ylmethylidene)aniline: synthesis, characterization, crystal structure and antioxidant activity

et al. 2020

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A novel complex has been prepared using the (E)-4-nitro-N-(pyridin-2-ylmethylidene)aniline bidentate Schiff base ligand and PtCl2, namely, dichlorido[(E)-4-nitro-N-(pyridin-2-ylmethylidene)aniline-κ2 N,N′]platinum(II) acetonitrile hemisolvate, [PtCl2(C12H9N3O2)]·0.5CH3CN, 1. According to the X-ray measurements of the crystal structure, the PtII ion adopts a PtCl2N2 square-planar coordination. The coordination of the Schiff base ligand to the PtII ion occurs in a cyclic bidentate fashion, as a result of which a five-membered metallacycle is formed. Furthermore, in the structure of 1, the neutral molecules form a one-dimensional chain structure through C—H...Cl and C—H...O hydrogen bonds. The characterization of the complex was performed via single-crystal X-ray diffraction, IR spectroscopy and elemental analysis, and the antioxidant activity of the complex was evaluated using spectrophotometry by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) method.

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Ruthenium(II) complexes of saccharin with dipyridoquinoxaline and dipyridophenazine: Structures, biological interactions and photoinduced DNA damage activity

Cited by 39 publications

References 64 publications

Experimental and Theoretical Study on the Biomolecular Interaction of Novel Acenaphtho Quinoxaline and Dipyridophenazine Analogues

Experimental and Theoretical Study on the Biomolecular Interaction of Novel Acenaphtho Quinoxaline and Dipyridophenazine Analogues

Síntesis De Sacarinatocobre(i)

Platinum(II) complex with 4-nitro-N-(pyridin-2-ylmethylidene)aniline: synthesis, characterization, crystal structure and antioxidant activity

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