DNA sequence-specific ligands. XVII. Synthesis, spectral properties, virological and biochemical studies of fluorescent dimeric bisbenzimidazoles DBA(n)

Koval, V. P.; Arutyunyan, Albert F.; Salyanov, Victor L.; Климова, Р. Р.; Кущ, А А; Rybalkina, Ekaterina Yu.; Susova, Olga Yu.; Жузе, А. Л.

doi:10.1016/j.bmc.2018.03.018

Cited by 19 publications

(10 citation statements)

References 11 publications

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“…We also tested monomeric bisbenzimidazole-pyrrole MB2Py(Ac), dimeric benzimidazole-pyrroles DB2Py(4) and DB2Py(5), as well as dimeric bisbenzimidazoles DBA(3), DBA(5), and DBA(7) on A-1155463-sensitized and non-sensitized RPE cells ( Figure S2 ). These 6 molecules were developed to bind to the minor groove of DNA [ 22 , 23 ].…”

Section: Resultsmentioning

confidence: 99%

“…4NQO (CAS: 56-57-5) was from Merck Life Science (Espoo, Finland). Dimeric bisbenzimidazoles DBA(3), DBA(5), DBA(7), monomeric MB2Py(Ac), dimeric DB2Py(4) and DB2Py(5) benzimidazole-pyrroles were synthesized as described previously [ 22 , 23 ]. A library of 527 approved and emerging investigational oncology drugs were from the collection of the Institute of Molecular Medicine Finland, FIMM ( ).…”

Section: Methodsmentioning

confidence: 99%

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Chemical, Physical and Biological Triggers of Evolutionary Conserved Bcl-xL-Mediated Apoptosis

Ianevski

Kulesskiy

Krpina

et al. 2020

Cancers

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Background: The evidence that pan-Bcl-2 or Bcl-xL-specific inhibitors prematurely kill virus-infected or RNA/DNA-transfected cells provides rationale for investigating these apoptotic inducers further. We hypothesized that not only invasive RNA or DNA (biological factors) but also DNA/RNA-damaging chemical or physical factors could trigger apoptosis that have been sensitized with pan-Bcl-2 or Bcl-xL-specific agents; Methods: We tested chemical and physical factors plus Bcl-xL-specific inhibitor A-1155463 in cells of various origins and the small roundworms (C. elegans); Results: We show that combination of a A-1155463 along with a DNA-damaging agent, 4-nitroquinoline-1-oxide (4NQO), prematurely kills cells of various origins as well as C. elegans. The synergistic effect is p53-dependent and associated with the release of Bad and Bax from Bcl-xL, which trigger mitochondrial outer membrane permeabilization. Furthermore, we found that combining Bcl-xL-specific inhibitors with various chemical compounds or physical insults also induced cell death; Conclusions: Thus, we were able to identify several biological, chemical and physical triggers of the evolutionarily conserved Bcl-xL-mediated apoptotic pathway, shedding light on strategies and targets for novel drug development.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Chemical, Physical and Biological Triggers of Evolutionary Conserved Bcl-xL-Mediated Apoptosis

Ianevski

Kulesskiy

Krpina

et al. 2020

Cancers

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“…Previously we described the design and synthesis of several sets of dimeric bisbenzimidazoles [12][13][14][15][16][17], analogues of the dimeric bisbenzimidazole motif of the uorescent AT-speci c Hoechst 33258 dye. These dimeric bisbenzimidazoles were synthesized with the goal of developing AT speci c ligands noncovalently binding to the dsDNA minor groove and occupying nearly one coil.…”

Section: Introductionmentioning

confidence: 99%

“…These dimeric molecules can bind to two sites, each consisting of two AT pairs separated by two or more nucleotide pairs. Dimeric bisbenzimidazoles were shown to be effective agents in biochemical, virological, and genetic studies [12][13][14][15][16][17].…”

Section: Introductionmentioning

confidence: 99%

DNA sequence-specific ligands. XX. Synthesis, spectral properties, virological and biochemical studies of fluorescent dimeric trisbenzimidazoles DB3P(n)

et al. 2023

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A new series of AT-speci c minor groove DNA ligands (DB 3 P(n); n = 1,2,3,4) were synthesized and their spectral, biological and virological properties were investigated in water media. The variable length of methylene spacer in middle of molecule structure allows to "recognize" sequences of blocks of three AT pairs located at different distances from each other. The biological trials have shown su cient capability to suppress activity of HIV-1 integrase catalytic activity at sub micromolar concentrations (0.25 -0.50 µМ). DB 3 P(n) were found as very effective inhibitor of simplex virus type I and DNA topoisomerase I. By confocal microscopy con rmed ability of compounds stain nuclei, that can be used as gene-expression regulator.

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“…Alpha, omega-dicarboxylic acids and ω-aminocarboxylic acids of medium length (C7 to C13) have been widely used as intermediates or building blocks for the synthesis of hydraulic fluids, lubricants, pharmaceuticals, plasticizers, and TPEs [3,4,5,6,7]. Alpha, omega-dicarboxylic acids have also been used as precursors or building blocks for the synthesis of interesting bioactive compounds such as inhibitors of CDK4/6-mediated cancer [8], DNA sequence-specific ligands [9], and hydroxyproline analogs showing anti-breast cancer activity [10]. Omega-aminocarboxylic acids including 11-aminoundecanoic acid are useful intermediates for the syntheses of fusidic acid derivatives [11], rolipram-type derivatives [12], and ocotillol-type derivatives [13] with interesting biological activities.…”

Section: Introductionmentioning

confidence: 99%

Bioenzymatic and Chemical Derivatization of Renewable Fatty Acids

Akula

Kwon

2019

Biomolecules

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In addition to our previous efforts toward bioenzymatic and chemical transformations of ricinoleic acid and oleic acid to their corresponding α,ω-dicarboxylic acids via their ester intermediates driven in Escherichia coli cells, several efficient oxidation conditions were investigated and optimized for the conversion of ω-hydroxycarboxylic acids to α,ω-dicarboxylic acids. Pd/C-catalyzed oxidation using NaBH4 in a basic aqueous alcohol and Ni(II) salt-catalyzed oxidation using aqueous sodium hypochlorite were considered to be excellent as a hybrid reaction for three successive chemical reactions (hydrogenation, hydrolysis, and oxidation) and an eco-friendly, cost-effective, and practical approach, respectively. Omega-hydroxycarboxylic acids and ω-aminocarboxylic acid were also easily prepared as useful building blocks for plastics or bioactive compounds from the bioenzymatically driven ester intermediate. The scope of the developed synthetic methods can be utilized for large-scale synthesis and various derivatizations.

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DNA sequence-specific ligands. XVII. Synthesis, spectral properties, virological and biochemical studies of fluorescent dimeric bisbenzimidazoles DBA(n)

Cited by 19 publications

References 11 publications

Chemical, Physical and Biological Triggers of Evolutionary Conserved Bcl-xL-Mediated Apoptosis

Chemical, Physical and Biological Triggers of Evolutionary Conserved Bcl-xL-Mediated Apoptosis

DNA sequence-specific ligands. XX. Synthesis, spectral properties, virological and biochemical studies of fluorescent dimeric trisbenzimidazoles DB3P(n)

Bioenzymatic and Chemical Derivatization of Renewable Fatty Acids

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