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Synthesis, structure, ionochromic and cytotoxic properties of new 2-(indolin-2-yl)-1,3-tropolonesстатья
- Авторы: Sayapin Yurii A., Gusakov Eugeny A., Tupaeva Inna O., Dubonosov Alexander D., Dorogan Igor V., Tkachev Valery V., Goncharova Anna S., Shilov Gennady V., Kuznetsova Natalia S., Filippova Svetlana Y., Krasnikova Tatyana A., Boumber Yanis A., Maksimov Alexey Y., Aldoshin Sergey M., Minkin Vladimir I.
- Журнал: Beilstein Journal of Organic Chemistry
- Том: 21
- Год издания: 2025
- Издательство: Beilstein-Institut
- Местоположение издательства: Germany
- Первая страница: 358
- Последняя страница: 368
- DOI: 10.3762/bjoc.21.26
- Аннотация: The acid-catalyzed reaction of benzo[e(g)] derivatives of 2,3,3-trimethylindolenines with o-chloranil leads to new2-(benzo[e(g)]indolin-2-yl)-5,6,7-trichloro-1,3-tropolones and 2-(benzo[e(g)]indolin-2-yl)-4,5,6,7-tetrachloro-1,3-tropolones. Basedon the results of PBE0/6-311+G(d,p) calculations, the structural and energetic characteristics of the tautomeric forms of the ob-tained 1,3-tropolones were determined. The structure of 2-(3,3-dimethyl-3H-benzo[g]indolin-2-yl)-5,6,7-trichloro-1,3-tropolonewas determined by X-ray diffraction analysis. The compounds obtained are capable of switching emission at 420–440 nm and476–530 nm upon successive exposure to CN− and Hg2+ ions in an acetonitrile solution. 2-(1,1-Dimethyl-1H-benzo[e]indolin-2-yl)-5,6,7-trichloro-1,3-tropolone exhibited high in vitro cytotoxic activity against A431 skin cancer and H1299 lung cancer celllines.
- Добавил в систему: Алдошин Сергей Михайлович