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Synthesis, Crystal Structures, and Cytotoxic Activity of Two Acetyl Chroman Derivatives

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Abstract

Two acetyl chroman derivative, 1-(5,7-dihydroxy-2,2-dimethylchroman-8-yl)ethan-1-one (1) and 1-(5,7-dihydroxy-2,2-dimethylchroman-6-yl)ethan-1-one (2) were synthesized as intermediate products in the preparation of flavonoids. Their structures were characterized by NMR and IR and confirmed by high-resolution mass spectra and single crystal X-ray analysis. The inhibitory effects of the synthesized compounds on the growth of A549, HepG2, SW480, and MCF-7 cancer cell lines were evaluated by the CCK8 methods. Compound 1 showed cytotoxicity against HepG2, SW480, and MCF-7 cell lines with IC50 values of 12.85, 23.94, and 28.72 μM, respectively, and compound 2 showed cytotoxicity against HepG2 and MCF-7 cell lines with IC50 values of 24.78 and 23.87 μM, respectively.

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Funding

This work was supported by the Natural Science Foundation of Guangxi Province (2019GXNSFAA245081).

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Authors and Affiliations

  1. Key Laboratory of Traditional Chinese Medicine Quality Standards, Guangxi Institute of Traditional Medical and Pharmaceutical Sciences, 530022, Nanning, China

    X. X. Hu, Z. F. Huang, G. S. Lu, J. Y. Huang, X. Tan & D. Feng

  2. Kunming Institute of Botany, Chinese Academy of Sciences, 650000, Kunming, China

    X. N. Li

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  1. X. X. Hu
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  2. Z. F. Huang
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  3. G. S. Lu
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  4. J. Y. Huang
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  7. D. Feng
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Correspondence to X. X. Hu.

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Hu, X.X., Huang, Z.F., Lu, G.S. et al. Synthesis, Crystal Structures, and Cytotoxic Activity of Two Acetyl Chroman Derivatives. Russ J Org Chem 58, 1861–1867 (2022). https://doi.org/10.1134/S1070428022120156

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  • DOI: https://doi.org/10.1134/S1070428022120156

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