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Synthesis and Cytotoxic Activity of 4-Substituted 3-Cyano-6,6-dimethyl-5,6-dihydro-2-pyranones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The respective 4-(arylvinyl)lactones and compounds of the Michael adduct type were synthesized by the condensation of substituted benzaldehydes with 3-cyano-4,6,6-trimethyl-5,6-dihydro-2-pyranone in the presence of catalytic amounts of sodium hydroxide. It was shown by the semiempirical AM1 method that the indicated products can be formed through one and the same intermediate compound. Some of the synthesized phenylvinyl-5,6-dihydro-2-pyranones have a cytotoxic effect, and this corresponds to the prognosis of the OREX expert system.

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Authors and Affiliations

  1. Latvian Institute of Organic Synthesis, Riga, LV-1006, Latvia

    L. Leite, D. Jansone, M. Fleisher, H. Kazhoka, J. Popelis, N. Veretennikova, I. Shestakova, I. Domracheva & E. Lukevics

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  1. L. Leite
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  2. D. Jansone
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  3. M. Fleisher
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  4. H. Kazhoka
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  5. J. Popelis
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  6. N. Veretennikova
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  7. I. Shestakova
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  8. I. Domracheva
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  9. E. Lukevics
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Leite, L., Jansone, D., Fleisher, M. et al. Synthesis and Cytotoxic Activity of 4-Substituted 3-Cyano-6,6-dimethyl-5,6-dihydro-2-pyranones. Chemistry of Heterocyclic Compounds 40, 715–724 (2004). https://doi.org/10.1023/B:COHC.0000040766.10102.81

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  • DOI: https://doi.org/10.1023/B:COHC.0000040766.10102.81

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