vestibИзвестия Национальной академии наук Беларуси. Серия биологических наукProceedings of the National Academy of Sciences of Belarus, Biological Series1029-89402524-230XThe Republican Unitary Enterprise Publishing House "Belaruskaya Navuka"10.29235/1029-8940-2019-64-2-222-228vestib-433Research ArticleСтатьиДНК-связывающие свойства 2ʹ-гидроксифлаванона и его производного на основе модификации ШиффаDNA binding properties of 2ʹ-hydroxyflavanon and Schiff base derivativeКоролевичВ. М.KorolevichV. M.

Королевич Виолетта Михайловна – магистр биол. наук.

ул. Днепровской флотилии, 23, 225710, г. Пинск, Брестская область.

Violetta M. Korolevich – Master of Biology.

23, Dneprovskaya Flotiliya Str., 225710, Pinsk.

Violetta.Korolevich@mail.ruБлажинскаП.BlazinskaP.

Паулина Блажинска – магистр хим. наук, аспирант.

ул. Стефановски, 4/10, 90-924, Лодзь.

Paulina Błazińska – Master of Chemistry, Postgraduate student.

4/10, Stefanowskii Str., 90-924, Lodz.

paulina.blazinska@edu.p.lodz.plСыкулаА.SykulaA.

Анна Сыкула – канд. хим. наук, доцент.

ул. Стефановски, 4/10, 90-924, Лодзь.

Anna Sykuła – Ph. D. (Chem.), Assistant Professor.

4/10, Stefanowskii Str., 90-924, Lodz.

Anna.sykula@p.lodz.plЛодыга-ХрущинскаЕ.Lodyga-ChruscinskaE.

Елизавета Лодыга-Хрущинска – д-р хим. наук, профессор.

ул. Стефановски, 4/10, 90-924, Лодзь.

Elżbieta Lodyga-Chruścińska – D. Sc. (Chem.), Professor.

4/10, Stefanowskii Str., 90-924, Lodz.

elalodyg@p.lodz.plПолесский государственный университет.Polessky State University.Лодзинский технический университет.Lodz University of Technology.201917052019642222228Copyright © Королевич В.М., Блажинска П., Сыкула А., Лодыга-Хрущинска Е., 20192019Королевич В.М., Блажинска П., Сыкула А., Лодыга-Хрущинска Е.Korolevich V.M., Blazinska P., Sykula A., Lodyga-Chruscinska E.Данная работа распространяется под лицензией Creative Commons Attribution 4.0.This work is licensed under a Creative Commons Attribution 4.0 License.https://vestibio.belnauka.by/jour/article/view/433

Флаваноиды – крупнейший класс растительных полифенолов. 2ʹ-Гидроксифлаванон относится к производным флавона и первоначально был выделен из растения мимоза пугливая (Mimosa pudica). Данное хими- ческое соединение обладает широким спектром биологической активности, в том числе и способностью к связыва- нию с ДНК. Нами изучены физико-химические свойства 2ʹ-гидроксифлаванона и его производного на основе моди- фикации Шиффа, а также механизмы их взаимодействия с ДНК. Качественный анализ проведен с помощью ядерно- го магнитного резонанса. Для анализа стабильности химической структуры производного 2ʹ-гидроксифлаванона на основе модификации Шиффа использовали ультрафиолетовую спектроскопию. 2ʹ-Гидроксифлаванон и его производ- ное фотостабильны в диметилсульфоксиде. Взаимодействие 2ʹ-гидроксифлаванона и его производного происходит по механизму интеркаляции. Изменение структуры молекулы 2ʹ-гидроксифлаванона путем модификации Шиффа приводит к усилению ДНК-связывающих свойств. Высокая аффинность связывания с ДНК 2ʹ-гидроксифлаванона и его производного в форме модификации Шиффа может найти применение при разработке противоопухолевых и антимикробных лекарств.

Flavanoids a class of plant and fungus secondary metabolites. 2ʹ-Hydroxyflavanone was previously isolated from Mimosa pudica (L.) whole plant and was found to exhibit anti-inflammatory effects in vitro and binding with calf timus DNA. There are also reports on anti-inflammatory properties of compounds bearing flavanone/chromone nucleus. The aim of this work was to develop a synthesis of new azomethine compounds derived from flavanones, to examine their spectroscopic properties and interaction with DNA. 2ʹ-Hydroxyflavanone and thiocarbohydrazide were used as substrates in the synthesis. The obtained products were analyzed by 1H NMR spectroscopy, UVVis. Ultraviolet spectroscopy was used to analyze the chemical-physical properties. Mechanism of interaction of bioactive 2ʹ-hydroxyflavanone with calf thymus deoxyribonucleic acid (DNA) was studied employing UV absorption. 2ʹ-Hydroxyflavanon and 2ʹHFTCH are photostable in DMSO. The interaction of 2ʹ-hydroxyflavanone and its derivative occurs by the mechanism of intercalation. The change in the structure of the 2ʹ-hydroxyflavanone molecule by Schiff base modification leads to an increase in DNA-binding properties. High binding ability of 2ʹ-hydroxyflavanone with DNA may be useful for development of new anti-inflammatory and antimicrobial remedies.

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The authors declare that there are no conflicts of interest present.