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Chemical Modification of Plant Alkaloids. 7. T-Reaction of an Aloperine Derivative

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N-(2-Carboxy-5-nitrophenyl)aloperine was prepared from aloperine and 2-fluoro-5-nitrobenzaldehyde and condensed with 1,3-dimethylbarbituric acid via a T-reaction with opening of the piperidine ring and formation of 1,3-dimethyl-5-{5-nitro-2-[3-(10-oxo-7-azatricyclo[7.3.1.02,7]trideca-11-en-12-yl)propylamino]} benzylhexahydro-2,4,6-pyrimidinetrione. The structure of the prepared compound was studied by an X-ray crystal structure analysis.

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Acknowledgment

We thank the Russian Foundation for Basic Research (RFBR Grant No. 16-29-10782-ofi_m) and the U.S. National Science Foundation (Grant PREM DMR-1523611) for financial support of the work.

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Authors and Affiliations

  1. Institute of Toxicology, Federal Medical and Biological Agency, 1 Bekhtereva St., St. Petersburg, 192019, Russia

    K. A. Krasnov

  2. ZAO Interbioscreen, 8 Institutskii Prosp., Chernogolovka, Moscow Oblast, 142432, Russia

    V. G. Kartsev

  3. People’s Friendship University of Russia, 6 Miklukho-Maklaya St., Moscow, 117198, Russia

    E. V. Dobrokhotova, E. K. Kultyshkina & V. N. Khrustalev

  4. Department of Chemistry & Biology, New Mexico Highlands University, Las Vegas, NM, 87701, USA

    T. V. Timofeeva

  5. Nesmeyanov Institute of Elementorganic Compounds, Russian Academy of Sciences, 28 Vavilova St., Moscow, 119991, Russia

    V. N. Khrustalev

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  1. K. A. Krasnov
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  2. V. G. Kartsev
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  3. E. V. Dobrokhotova
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  4. E. K. Kultyshkina
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  5. T. V. Timofeeva
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  6. V. N. Khrustalev
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Corresponding author

Correspondence to K. A. Krasnov.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2017, pp. 599–602.

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Krasnov, K.A., Kartsev, V.G., Dobrokhotova, E.V. et al. Chemical Modification of Plant Alkaloids. 7. T-Reaction of an Aloperine Derivative. Chem Nat Compd 53, 703–707 (2017). https://doi.org/10.1007/s10600-017-2095-z

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  • DOI: https://doi.org/10.1007/s10600-017-2095-z

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