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1. Base-Catalyzed Reaction of Isatins and (3-Hydroxyprop-1-yn-1-yl)phosphonates as a Tool for the Synthesis of Spiro-1,3-dioxolane Oxindoles with Anticancer and Anti-Platelet Properties.

Author

Murashkina, Arina V., Bogdanov, Andrei V., Voloshina, Alexandra D., Lyubina, Anna P., Samorodov, Alexandr V., Mitrofanov, Alexander Y., Beletskaya, Irina P., Smolyarchuk, Elena A., Zavadich, Kseniya A., Valiullina, Zulfiya A., Nazmieva, Kseniya A., Korunas, Vladislav I., and Krylova, Irina D.

Subjects
SPIRO compounds, ASPIRIN, CYTOTOXINS, PHOSPHONATES, ISATIN
Abstract

An approach to the synthesis of phosphoryl substituted spiro-1,3-dioxolane oxindoles was developed from the base-catalyzed reaction of various isatins with (3-hydroxyprop-1-yn-1-yl)phosphonates. It was found that various aryl-substituted and N-functionalized isatins with the formation of appropriate products with high yields and stereoselectivity when using t-BuOLi are able to react. Cytotoxic activity evaluation suggests that the most significant results in relation to the HuTu 80 cell line were shown by N-benzylated spirodioxolanes. 5-Cloro-N-unsubstituted spirooxindoles exhibit antiaggregational activity exceeding the values of acetylsalicylic acid. [ABSTRACT FROM AUTHOR]

Published
2024
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