Synthesis, structural characterization, protein binding, DNA cleavage and anticancer activity of fluorophore labelled copper() complexes based on 1,8-naphthalimide conjugates

The two novel fluorophore labelled copper( ii ) complexes [Cu(L) 2 (DMF)Cl 2 ] ( 1 ) and [Cu(phen)(L)Cl 2 ] ( 2 ) (where L = N -(3-pyridyl)-1,8-naphthalimide, phen = 1,10-phenanthroline, DMF = dimethylformamide) were synthesized and structurally characterized by single-crystal X-ray structure determ...

Full description

Saved in:
Bibliographic Details
Published in:New journal of chemistry 2021-09, Vol.45 (35), p.16319-16332
Main Authors: Shaikh, Sabiha A, Bhat, Satish S, Hegde, Pooja L, Revankar, Vidyanand K, Kate, Anup, Kirtani, Deepti, Kumbhar, Anupa A, Kumbar, Vijay, Bhat, Kishore
Format: Article
Language:English
Subjects:
Anticancer properties
Apoptosis
Cancer
Cell death
Coordination compounds
Copper
Copper compounds
Crystal structure
Crystallography
Dimethylformamide
Electrophoresis
Epithelium
Flow cytometry
Fluorescence
Serum albumin
Single crystals
Structural analysis
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The two novel fluorophore labelled copper( ii ) complexes [Cu(L) 2 (DMF)Cl 2 ] ( 1 ) and [Cu(phen)(L)Cl 2 ] ( 2 ) (where L = N -(3-pyridyl)-1,8-naphthalimide, phen = 1,10-phenanthroline, DMF = dimethylformamide) were synthesized and structurally characterized by single-crystal X-ray structure determination. Complexes 1 and 2 were highly fluorescent in aqueous as well as organic solvents. The complexes efficiently cleave DNA, which was investigated by agarose gel electrophoresis. The interactions of the complexes with BSA (bovine serum albumin) were investigated by fluorescence spectroscopy. The anticancer activity of 1 and 2 in comparison with cisplatin was studied by MTT (3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide) assay towards MDA-MB-231 (epithelial human breast cancer cell line) and A549 (adenocarcinomic human alveolar basal epithelial cell line) cell lines. Both the copper complexes have better anticancer activity than cisplatin towards the MDA-MB-231 and A549 cell lines. Complex 2 has nine times higher anticancer activity than cisplatin towards the A549 cell line. The mode of cell death induced by the complexes was investigated by DAPI staining and flow cytometry. The cellular uptake of the complexes was investigated by fluorescence microscopy. The complexes induce an apoptotic mode of cell death. The synthesized copper complexes have good anticancer activity and induce an apoptotic mode of cell death.
ISSN:1144-0546
1369-9261
DOI:10.1039/d1nj02696h