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Establishing the main determinants of the environmental safety of catalytic fine chemical synthesis with catalytic cross-coupling reactionsстатья
Статья опубликована в высокорейтинговом журнале
Информация о цитировании статьи получена из
Scopus
Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 10 апреля 2024 г.
- Авторы: Egorova Ksenia S., Kolesnikov Andrey E., Posvyatenko Alexandra V., Galushko Alexey S., Shaydullin Ruslan R., Ananikov Valentine P.
- Журнал: Green Chemistry
- Том: 26
- Номер: 5
- Год издания: 2024
- Издательство: Royal Society of Chemistry
- Местоположение издательства: United Kingdom
- Первая страница: 2825
- Последняя страница: 2841
- DOI: 10.1039/d3gc04572b
- Аннотация: Fine chemical synthesis is the key area of industry and academic research, with a strong focus on catalytic C–C bond formation targeted at drug design, biologically active compounds and new materials. Until recently, such catalytic technologies had been employed without a rigorous analysis of a plausible ecological impact, which is now a key question that cannot be neglected. In this work, we experimentally classified the complete range of harmful compounds used in common Sonogashira and Mizoroki–Heck cross-coupling reactions by means of bio-Profiles (bio-Strips) built on the basis of 24 h CC50 values of individual reaction substances measured in three cell lines of different origins. For a comprehensive evaluation, 864 individual reactions and 2592 bio-Strips supplemented with bio-factors (BFs) and cytotoxicity potentials (CPs) were evaluated. According to the results, from the viewpoint of the contribution of the tested chemicals to the “overall cytotoxicity” of the synthetic routes analyzed, close attention should be paid to the selection of the catalysts due to their high cytotoxicity and to the solvents because they are used in significant quantities in the reaction. The choice of the base can also have a significant impact on the bio-Profile, whereas the effect of the starting materials seems lower in comparison. We also describe a new approach to unambiguous and quantitative comparisons of biological objects (in this case, cell cultures) in terms of their response to the continually varying conditions in reaction systems. In addition, we support the earlier-suggested notion that the choice of a particular cell line for CC50 measurements can be of secondary importance for the resulting bio-Strips. Nevertheless, the actual cytotoxicity of a given compound should not be ignored when selecting the participant components for a target reaction, as evidenced by the newly introduced “tumor selectivity index” (tSI) of individual chemicals. A detailed analysis of these two practically important catalytic reactions also provides a guide and a global view for assessing the bio-risks of other catalytic processes.
- Добавил в систему: Анаников Валентин Павлович