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2-Fluorocordycepin: Chemoenzymatic Synthesis and Study of Anticancer Activities In Vitroстатья
Информация о цитировании статьи получена из
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Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 23 января 2026 г.
- Авторы: Arnautova AO, Antonov KV, Zorina EA, Simonova MA, Paramonov AS, Zhukova OS, Kiselevskiy MV, Kayushin AL, Fateev IV, Dorofeeva EV, Eletskaya BZ, Berzina MY, Smirnova OS, Egorova TV, Esipov RS, Miroshnikov AI, Konstantinova ID
- Журнал: Russian Journal of Bioorganic Chemistry
- Том: 51
- Номер: 3
- Год издания: 2025
- Издательство: Maik Nauka/Interperiodica Publishing
- Местоположение издательства: Russian Federation
- Первая страница: 1189
- Последняя страница: 1205
- DOI: 10.1134/S1068162025601144
- Аннотация: The aim of this study was to develop an efficient method for the preparation of 2-fluorocordycepin and to evaluate its anticancer activity in vitro. Methods: An approach to chemical synthesis of 2-fluorocordycepin was developed. The conditions of chemoenzymatic synthesis of this compound were optimized. Results and Discussion: 2-Fluorocordycepin was prepared chemically using α-acetoxyisobutyryl bromide in three steps with 34% yield and by enzymatic method using E. coli purine nucleoside phosphorylase and 1-alpha phosphate of 3-deoxyribose with 66% yield. The latter compound was synthesized in eight steps: the protected isopropylidene derivative of 3-deoxyribose was obtained in four steps, followed by an attempt at direct “one pot” phosphorylation. Conclusions: Two methods of 2-fluorocordycepin preparation were proposed and implemented: chemical synthesis from 2-fluoradenosine and chemoenzymatic synthesis, including preparation of 3-deoxyerythropentofuranoso-1-phosphate, followed by transglycosylation using E. coli purine nucleoside phosphorylase. The cytotoxic activity of 2-fluorocordycepin in vitro was evaluated. It was shown that 2-fluorocordycepin exhibits antimetabolic effect against a number of cancer cell lines (Jurkat, Raji, MCF-7, THP-1, U937, A549, LS174T), which allows us to consider this compound as a promising candidate for the development of anticancer drugs.
- Добавил в систему: Есипов Роман Станиславович