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Synthesis and cytotoxicity of phenyl-vinyl derivatives of 4,6,6-trimethyl-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile

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Chemistry of Heterocyclic Compounds Aims and scope

A series of phenylvinyl derivatives of 4,6,6-trimethyl-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitriles has been synthesized and their cytotoxic activity towards HT-1080 (human fibrosarcoma) and MG 22A (mouse hepatoma) tumor cells studied. It was found that the 2-nitro-, 2- and 3-chloro, 2-fluoro, and 2-bromophenyl derivatives showed high cytotoxic activity towards both cell lines. The toxicity towards NIH 3T3 normal mouse embryonic fibroblasts depends on the nature and position of the substituent in the phenyl ring. The greatest selectivity of cytotoxic effect was seen in the 2-bromophenyl derivative.

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Authors and Affiliations

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

    E. Lukevics, D. Jansone, L. Leite, J. Popelis, G. Andreeva, I. Shestakova, I. Domracheva, V. Bridane & I. Kanepe

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  1. E. Lukevics
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  2. D. Jansone
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  3. L. Leite
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  4. J. Popelis
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  6. I. Shestakova
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  7. I. Domracheva
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  8. V. Bridane
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  9. I. Kanepe
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Correspondence to D. Jansone.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1529-1538, October, 2009.

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Lukevics, E., Jansone, D., Leite, L. et al. Synthesis and cytotoxicity of phenyl-vinyl derivatives of 4,6,6-trimethyl-2-oxo-1,2,5,6-tetrahydropyridine-3-carbonitrile. Chem Heterocycl Comp 45, 1226–1234 (2009). https://doi.org/10.1007/s10593-010-0411-7

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  • DOI: https://doi.org/10.1007/s10593-010-0411-7

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