The Effects of Substituents Introduced into 9-Aminoacridine on Frameshift Mutagenicity and DNA Binding Affinity

Tomosaka, Hideyuki; Omata, Saburo; Hasegawa, Eietsu; Anzai, Kentaro

doi:10.1271/bbb.61.1121

Cited by 14 publications

(1 citation statement)

References 9 publications

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“…In addition, the presence of electron-withdrawing chlorine atoms in para-position in Q3 and Q8 and the presence of benzothiazole moiety in Q7 probably also contributes to the binding affinity to CT-DNA. High DNA interaction with similar compounds has been reported for complexes with electron withdrawing group and benzothiazole moiety [78][79][80]. This interaction favors the aromatic environment of the CT-DNA base pairs resulting in strong structural perturbations in the DNA molecule.…”

Section: Dna Binding Studiesmentioning

confidence: 64%

Quinoline Functionalized Schiff Base Silver (I) Complexes: Interactions with Biomolecules and In Vitro Cytotoxicity, Antioxidant and Antimicrobial Activities

et al. 2021

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A series of fifteen silver (I) quinoline complexes Q1–Q15 have been synthesized and studied for their biological activities. Q1–Q15 were synthesized from the reactions of quinolinyl Schiff base derivatives L1–L5 (obtained by condensing 2-quinolinecarboxaldehyde with various aniline derivatives) with AgNO3, AgClO4 and AgCF3SO3. Q1–Q15 were characterized by various spectroscopic techniques and the structures of [Ag(L1)2]NO3Q1, [Ag(L1)2]ClO4Q6, [Ag(L2)2]ClO4Q7, [Ag(L2)2]CF3SO3Q12 and [Ag(L4)2]CF3SO3Q14 were unequivocally determined by single crystal X-ray diffraction analysis. In vitro antimicrobial tests against Gram-positive and Gram-negative bacteria revealed the influence of structure and anion on the complexes′ moderate to excellent antibacterial activity. In vitro antioxidant activities of the complexes showed their good radical scavenging activity in ferric reducing antioxidant power (FRAP). Complexes with the fluorine substituent or the thiophene or benzothiazole moieties are more potent with IC50 between 0.95 and 2.22 mg/mL than the standard used, ascorbic acid (2.68 mg/mL). The compounds showed a strong binding affinity with calf thymus-DNA via an intercalation mode and protein through a static quenching mechanism. Cytotoxicity activity was examined against three carcinoma cell lines (HELA, MDA-MB231, and SHSY5Y). [Ag(L2)2]ClO4Q7 with a benzothiazole moiety and [Ag(L4)2]ClO4Q9 with a methyl substituent had excellent cytotoxicity against HELA cells.

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Section: Dna Binding Studiesmentioning

confidence: 64%

Quinoline Functionalized Schiff Base Silver (I) Complexes: Interactions with Biomolecules and In Vitro Cytotoxicity, Antioxidant and Antimicrobial Activities

et al. 2021

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Study of Applicability of the Bifunctional System “Ethidium Bromide + Hoechst-33258” for DNA Analysis

Sibirtsev

2005

Biochemistry (Moscow)

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Changes in absorbance and fluorescence excitation and emission spectra in the ultraviolet and visible regions of the system containing ethidium bromide (EtBr) and Hoechst-33258 (Ht) were investigated depending on various DNA quantities and the composition of the medium. It is noted that spectral properties of this system are determined by interactions of EtBr and Ht both with nucleic acid and with one another (for example, joint sorption of EtBr and Ht on DNA may involve fluorescent resonance energy transfer between the dye molecules). Thus, different modes of EtBr and Ht specificity to substrate and assay conditions suggest that combined use of these dyes provides some additional effects that may be interesting in terms of structure-functional study of nucleic acid. Some of these effects are considered in this paper.

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Spectral Study of Interactions of 4,8,4′-Trimethylpsoralen and 4,4′-Dimethylangelicin Dyes with DNA

Sibirtsev

Tolmachev

Kovaleva

et al. 2005

Biochemistry (Moscow)

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Absorption and fluorescence spectra for six new synthetic dyes of 4,8,4'-trimethylpsoralen and 4,4'-dimethylangelicin derivatives containing various terminal substituents at 5'-position have been investigated in different environments using a wide range of the DNA/ligand concentrations. Various spectral and binding characteristics of the DNA-ligand systems have been determined. General principles characterizing mechanisms responsible for changes in the fluorescent properties of nucleotide-specific dyes have been proposed; they take into consideration chemical structure of the dyes, properties of the environment, and degree of sorption on substrate.

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The Effects of Substituents Introduced into 9-Aminoacridine on Frameshift Mutagenicity and DNA Binding Affinity

Cited by 14 publications

References 9 publications

Quinoline Functionalized Schiff Base Silver (I) Complexes: Interactions with Biomolecules and In Vitro Cytotoxicity, Antioxidant and Antimicrobial Activities

Quinoline Functionalized Schiff Base Silver (I) Complexes: Interactions with Biomolecules and In Vitro Cytotoxicity, Antioxidant and Antimicrobial Activities

Study of Applicability of the Bifunctional System “Ethidium Bromide + Hoechst-33258” for DNA Analysis

Spectral Study of Interactions of 4,8,4′-Trimethylpsoralen and 4,4′-Dimethylangelicin Dyes with DNA

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