Synthesis, DNA interaction and anticancer activity of 2-anthryl substituted benzimidazole derivativesElectronic supplementary information (ESI) available: Copies of 1H and 13C NMR spectra of compound 5-7. High concentration irradiation image of compound 5 and ethidium bromide displacement graph. Figures of H-bonding interactions of 5-7 with DNA, conventional numbering, automated complete geometry optimizations and molecular electrostatic potential. Tables for crystal structure data of 5, geometr

2-Anthryl benzimidazole derivatives ( 5-7 ) with hydrogen, carboxyl and benzoyl substituents at the 5th position have been synthesized using a silica supported periodic acid catalyst. The DNA cleavage activity of 5-7 was studied in the presence of light using pBR322 plasmid DNA and was shown to vary...

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Hauptverfasser: Sontakke, Vyankat A, Kate, Anup N, Ghosh, Sougata, More, Piyush, Gonnade, Rajesh, Kumbhar, Navanath M, Kumbhar, Anupa A, Chopade, Balu A, Shinde, Vaishali S
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Sprache:eng
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Zusammenfassung:2-Anthryl benzimidazole derivatives ( 5-7 ) with hydrogen, carboxyl and benzoyl substituents at the 5th position have been synthesized using a silica supported periodic acid catalyst. The DNA cleavage activity of 5-7 was studied in the presence of light using pBR322 plasmid DNA and was shown to vary with substitution at the 5th position of benzimidazole derivatives. DNA binding studies using ethidium bromide displacement assay demonstrated the non-intercalative binding mode of 5-7 . The anticancer activity of these target molecules was tested against MCF-7 and HL-60 cell lines, and they exhibited remarkable activity in the micromolar range. Cellular uptake and morphological changes were confirmed by fluorescence and confocal microscopy. A molecular docking study was carried out to explore the DNA binding mechanism of 5-7 . 2-Anthryl substituted benzimidazole derivatives were synthesized and anticancer activity, cellular uptake, DNA interaction and molecular docking studies have been accomplished.
ISSN:1144-0546
1369-9261
DOI:10.1039/c4nj02415j