chemicallytechFine Chemical TechnologiesТонкие химические технологии2410-65932686-7575MIREA – Russian Technological University (RTU MIREA).10.32362/2410-6593-2019-14-1-32-38chemicallytech-185Research ArticleCHEMISTRY AND TECHNOLOGY OF MEDICINAL COMPOUNDS AND BIOLOGICALLY ACTIVE SUBSTANCESХИМИЯ И ТЕХНОЛОГИЯ ЛЕКАРСТВЕННЫХ ПРЕПАРАТОВ И БИОЛОГИЧЕСКИ АКТИВНЫХ СОЕДИНЕНИЙDETECTION OF HYDROPEROXIDES IN SOLUTIONS OF PHOTOOXIDIZED PSORALENОБНАРУЖЕНИЕ ГИДРОПЕРОКСИДОВ В РАСТВОРАХ ФОТООКИСЛЕННОГО ПСОРАЛЕНАСкаргаВ. В.SkargaV. V.

лаборант-исследователь отдела медицинской химии и токсикологии

117997, Россия, Москва, ул. Островитянова, д. 1

Research Analyst, Medical Chemistry and Toxicology Unit

1, Ostrovityanova Str., Moscow 117997, Russia

skargavlad@gmail.comНевежинЕ. В.NevezhinE. V.

аспирант кафедры физики и математики, лаборант-исследователь отдела медицинской химии и токсикологии

117997, Россия, Москва, ул. Островитянова, д. 1

Postgraduate Student of the Chair of Physics and Mathematics; Research Analyst, Medical Chemistry and Toxicology Unit,

1, Ostrovityanova Str., Moscow 117997, Russia

noemail@neicon.ruМатросовА. А.MatrosovA. А.

лаборант-исследователь отдела медицинской химии и токсикологии

117997, Россия, Москва, ул. Островитянова, д. 1

Research Analyst, Medical Chemistry and Toxicology Unit,

1, Ostrovityanova Str., Moscow 117997, Russia

noemail@neicon.ruНегребецкийВ. В.NegrebetskyV. V.

доктор химических наук, профессор РАН, заведующий отделом медицинской химии и токсикологии

117997, Россия, Москва, ул. Островитянова, д. 1

D.Sc. (Chemistry), Professor of RAS, Head of the Medical Chemistry and Toxicology Unit, 

1, Ostrovityanova Str., Moscow 117997, Russia

noemail@neicon.ruМалаховМ. В.MalakhovM. V.

кандидат биологических наук, ведущий научный сотрудник отдела медицинской химии и токсикологии, доцент кафедры физики и математики

117997, Россия, Москва, ул. Островитянова, д. 1

Ph.D. (Biology), Leading Researcher of the Medical Chemistry and Toxicology Unit; Associate Professor of the Chair of Physics and Mathematics,

1, Ostrovityanova Str., Moscow 117997, Russia

noemail@neicon.ruРоссийский национальный исследовательский медицинский университет им. Н.И. Пирогова Минздрава РоссииРоссияPirogov Russian National Research Medical UniversityRussian Federation2019280220191413238Copyright © Skarga V.V., Nevezhin E.V., Matrosov A.А., Negrebetsky V.V., Malakhov M.V., 20192019Скарга В.В., Невежин Е.В., Матросов А.А., Негребецкий В.В., Малахов М.В.Skarga V.V., Nevezhin E.V., Matrosov A.А., Negrebetsky V.V., Malakhov M.V.Данная работа распространяется под лицензией Creative Commons Attribution 4.0.This work is licensed under a Creative Commons Attribution 4.0 License.https://www.finechem-mirea.ru/jour/article/view/185

Photooxidized psoralen solutions possess a variety of biological effects, which implementation mechanism may presumably involve hydroperoxides. Here, the hydroperoxide content in photooxidized psoralen solutions was assessed using photometric FOX assay (from Ferrous Oxidation + Xylenol Orange). FOX reagent with 10× content of Xylenol Orange, modified for quantitative analysis of up to 50 μM of hydroperoxides in aqueous phase was used in experiments. During photooxidation of 0.1 mM psoralen in phosphate buffer solution, hydroperoxide production increases with dose of UVA irradiation (~2.5 μM eq. of H2O2 for dose of 252 kJ/m2 and ~11 μM eq. of H2O2 for dose of 1512 kJ/m2) and reaches ~16.5 μM eq. of H2O2 at the highest dose investigated (3024 kJ/m2). A comparison of kinetics of psoralen photolysis and hydroperoxide generation allows us to suggest that generation of hydroperoxide results from the secondary photochemical processes involving psoralen photoproducts, presumably from photoinduced autooxidation of aldehydic photoproducts of psoralen.

Растворы фотоокисленного псоралена обладают целым рядом биологических эффектов, механизм реализации которых предполагает участие в них гидропероксидов. В настоящей работе содержание гидропероксидов в растворах фотоокисленного псоралена оценивали фотометрически методом FOX-анализа (от англ. Ferrous Oxidation + Xylenol Orange). В экспериментах использовали модифицированный FOX-реагент, с 10-кратным содержанием ксиленолового оранжевого, позволяющий количественно обнаруживать в водной фазе до 50 мкМ гидропероксидов. В процессе фотоокисления 0.1 мМ раствора псоралена в фосфатном буферном растворе продукция гидропероксидов растет с увеличением дозы УФ-А-облучения (~2.5 мкМ экв. H2O2 для дозы 252 кДж/м2 и ~11 мкМ экв. H2O2 для дозы 1512 кДж/м2) и достигает ~16.5 мкМ экв. H2O2 в случае максимальной исследованной дозы облучения (3024 кДж/м2). Сравнение кинетики фотолиза псоралена и формирования гидропероксидов позволяет сделать вывод, что генерация гидропероксидов является результатом вторичных фотохимических процессов с участием фотопродуктов псоралена, предположительно, фотоиндуцированного автоокисления фотопродуктов псоралена альдегидной природы.

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