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Chemical Modification of Plant Alkaloids. III. X-Ray Diffraction and NMR Studies of the Structure of 1,3-Dimethyl-5-arylmethyl-5-cytisylmethylbarbituric Acids

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Abstract

The three-dimensional structure of 1,3-dimethyl-5-(4-allyloxybenzyl)-5-cytisylmethylbarbituric acid was found by x-ray structure analysis. A conformation with proximal cytisine and 2,4,6-trioxopyrimidine moieties was observed. Analogous structures for other synthesized 1,3-dimethyl-5-arylmethyl-5-cytisylmethylbarbituric acids and their 2-thio analogs were proved and the intramolecular effects caused by mutual magnetic shielding of spatially proximal groups were studied using PMR.

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Authors and Affiliations

  1. I. I. Mechnikov St. Petersburg State Medical Academy, 195067, St. Petersburg, Piskarevskii pr., 47

    K. A. Krasnov & A. S. Gorovoi

  2. ZAO INTERBIOSKRIN, 142432, Chernogolovka, Moscow Region, Institutskii pr., 8

    V. G. Kartsev

  3. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991, Moscow, ul. Vavilova, 28

    V. N. Khrustalev

Authors
  1. K. A. Krasnov
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  2. V. G. Kartsev
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  3. A. S. Gorovoi
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  4. V. N. Khrustalev
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Krasnov, K.A., Kartsev, V.G., Gorovoi, A.S. et al. Chemical Modification of Plant Alkaloids. III. X-Ray Diffraction and NMR Studies of the Structure of 1,3-Dimethyl-5-arylmethyl-5-cytisylmethylbarbituric Acids. Chemistry of Natural Compounds 38, 450–457 (2002). https://doi.org/10.1023/A:1022163710687

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  • DOI: https://doi.org/10.1023/A:1022163710687

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