Enaminoketones: Functional Derivatives Based on 7-Hydroxy-3′,3′-dimethyl-3′H-spiro[chromen-2,1′-isobenzofuran]-8-carbaldehyde with Aromatic Amines. Physicochemical Studies and Biological Activity.

Autor: Nguyen, X. T., Zantman, A. A., Bulanov, A. O., Nguyen, T. T. T., Tran, L. D., Vu, H. D., Duong, B. N., Lazarenko, V. A., Shcherbakov, I. N.
Zdroj: Russian Journal of General Chemistry; May2023, Vol. 93 Issue 5, p1028-1039, 12p
Abstrakt: The derivatives of the 2-oxaindane series spiropyran (7-hydroxy-3′,3′-dimethyl-3′Н-spiro[chromene-2,1′-isobenzofuran]-8-carbaldehyde) series have been synthesized via its condensation with aromatic amines. The obtained compounds have existed as enaminoketones in the solution as well as in the solid state. Dynamic equilibrium of the E,Z-isomers has been observed in the solutions of the obtained derivatives in DMSO. The structure of the enaminoketone based on 3,4-dimethylaniline has been confirmed by means of X-ray diffraction analysis. The in vitro cytotoxic activity of the synthesized compounds has been investigated. Moderate activity towards the cells of hepatocellular human carcinoma (HepG2), breast carcinoma (MCF-7), lung cancer (A549), and carcinoma (KB) has been revealed. The anticancer activity of the prepared enaminoketones has been assessed by means of molecular docking. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
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