Interaction of DNA with actinocin amides containing cationoid centers in the amide groups

Eb, Moroshkina; Кузьменко, Е. А.; Krivtsova, M. A.; Glibin, E. N.

doi:10.1007/bf02759669

Cited by 3 publications

(1 citation statement)

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“…During the targeted search for new active antitumor drugs, performed at the chair of organic chemistry of St. Petersburg State Technological Institute (SPSTI), numerous analogues of this antibiotic were synthesized, which contained radicals of different nature instead of pentapeptide lactone groups [1]. By spectral, hydrodynamic, and optical methods it was shown that the ability of actinocin chromophor to intercalate into the double DNA helix depends on the ionic state of the ligand [2] and the position of the cationic center [3]. Substituents capable of a specific interaction with DNA in the composition of the ligand molecule can hinder chromophore intercalation into the double DNA helix [4].…”

Section: Introductionmentioning

confidence: 99%

Formation of the aggregates of actinocin derivatives containing 4′-benzo-15-crown-5 radicals in amide groups and their interaction with a DNA molecule

Sedova

Urusova

2011

J Struct Chem

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Methods of spectrophotometry, spectropolarimetry, and viscometry are used to study the self-organization in the solution of crown-containing actinocin derivative (I) exhibiting antitumor activity and the interaction of the formed aggregates with a DNA molecule. The presence of the 4′-benzo-15-crown-5 radical in the structure of the studied compound determines the observed differences in its complexation with Na + and K + ions. The process of aggregation in the presence of K + ions is accompanied by a shift of the long-wave band in the absorption spectrum to short-wave (the formation of H type aggregates) or long-wave (the formation of J type aggregates) regions depending on the K + ion concentration in the solution. In the presence of Na + ions, regardless of their concentration in the solution, J type aggregates form. A scheme of complex formation and their mutual transformations with changes in the ionic composition of the medium is proposed. A study of the interaction of this compound with DNA shows that in the presence of K + ions it binds to the DNA molecule in the form of monomers and/or dimers without producing large supramolecular aggregates. The H and J structures formed in K + -containing solutions of compound I are broken in the interaction with DNA. If a solution of compound I is added to a DNA solution containing Na + ions, the J type aggregates are formed directly on the surface of the DNA molecule. At the same type, the J structures originally formed in the Na + -containing solution of compound I practically do not interact with DNA. A study of this system shows that the introduction of the crown group in the compound molecule with a heterocyclic chromophore provides the opportunity to affect its affinity and binding to the DNA molecule by means of the ionic composition of the medium.

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Section: Introductionmentioning

confidence: 99%

Formation of the aggregates of actinocin derivatives containing 4′-benzo-15-crown-5 radicals in amide groups and their interaction with a DNA molecule

Sedova

Urusova

2011

J Struct Chem

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et al. 2002

Molecular Biology

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Fluorescent DNA probes: Study of mechanisms of changes in spectral properties and features of practical application

Sibirtsev

2007

Biochemistry Moscow

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Spectral data and nucleic acid complex formation properties for more than 30 both newly synthesized and widely used fluorescent nucleotide-specific compounds of various classes have been analyzed. These include phenylbenzene, bisbenzimidazole, psoralen, angelicin, tetrahydrocarbazole, oxophenoxazine, and others. The main rules of a generalized model adequately explaining changes in fluorescent properties of synthetic, low molecular weight nucleotide-specific dyes depending on their chemical structure, mode of interaction with substrate, properties of assay medium, etc. are proposed. Fluorescent nucleotide-specific dyes have been originally used in newly developed methods for: express evaluation of "generalized microbial dissemination" of liquid media; evaluation of possible genotoxic effects of various foodstuffs, pharmaceutical drugs, hazardous environmental factors (including their combined effects on living organisms), etc.

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Interaction of DNA with actinocin amides containing cationoid centers in the amide groups

Cited by 3 publications

References 8 publications

Formation of the aggregates of actinocin derivatives containing 4′-benzo-15-crown-5 radicals in amide groups and their interaction with a DNA molecule

Formation of the aggregates of actinocin derivatives containing 4′-benzo-15-crown-5 radicals in amide groups and their interaction with a DNA molecule

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Fluorescent DNA probes: Study of mechanisms of changes in spectral properties and features of practical application

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