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Synthesis of hybrid molecules containing fragments of sesquiterpene lactones and plant alkaloids

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Chemistry of Natural Compounds Aims and scope

The Pd-catalyzed arylation of isoalantolactone by deoxyvasicinone and lappaconitine halides occurred with formation mainly of cross-coupling products with the (E)-configuration of the double bond. Another three compounds were isolated from the reaction of isoalantolactone with 6-bromodeoxyvasicinone. These were the lactone diarylation product, a compound with the (Z)-configuration of the double bond, and a product with a shift of the C(11,13) double bond and configuration inversion at C(8). The new compounds are interesting as potential biologically active agents.

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Acknowledgment

The work was supported financially by the Russian Foundation for Basic Research (Project No. 08-03-00340).

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Authors and Affiliations

  1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Prosp. Akad. Lavrent’eva, 9, Russia

    A. V. Belovodskii, E. E. Shul’ts, M. M. Shakirov, V. E. Romanov & G. A. Tolstikov

  2. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, Uzbekistan

    B. Zh. Elmuradov & Kh. M. Shakhidoyatov

Authors
  1. A. V. Belovodskii
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  2. E. E. Shul’ts
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  3. M. M. Shakirov
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  4. V. E. Romanov
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  5. B. Zh. Elmuradov
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  6. Kh. M. Shakhidoyatov
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  7. G. A. Tolstikov
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Corresponding author

Correspondence to E. E. Shul’ts.

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Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 747–751, November–December, 2010.

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Belovodskii, A.V., Shul’ts, E.E., Shakirov, M.M. et al. Synthesis of hybrid molecules containing fragments of sesquiterpene lactones and plant alkaloids. Chem Nat Compd 46, 880–885 (2011). https://doi.org/10.1007/s10600-011-9774-y

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  • DOI: https://doi.org/10.1007/s10600-011-9774-y

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