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  • Title: 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 AV, Bogdanov AV, Voloshina AD, Lyubina AP, Samorodov AV, Mitrofanov AY, Beletskaya IP, Smolyarchuk EA, Zavadich KA, Valiullina ZA, Nazmieva KA, Korunas VI, Krylova ID.
    Journal: Molecules; 2024 Oct 08; 29(19):. PubMed ID: 39407692.
    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.
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