A series of new N-acylsubstituted thioureas, the compositions and structures of which were determined by IR and PMR spectroscopy and mass spectrometry, were synthesized from the alkaloid anabasine. The crystal structure of one of the products, N-(anabasino-1-thiocarbonyl)furan-2-carboxamide, was confirmed by x-ray structure analysis. It was also shown that this compound exhibited moderate antibacterial activity.
Similar content being viewed by others
References
A. P. Orekhov, Chemistry of Alkaloids [in Russian], Khimiya, Moscow (1955).
A. S. Sadykov, Chemistry of Alkaloids Anabasis Aphilla [in Russian], Tashkent (1950).
S. S. Sakhobiddinov, Wild Medicinal Plants of Central Asia [in Russian], Tashkent (1948).
L. K. Klyshev, Biology of Anabasis aphilla [in Russian], Alma-Ata (1961).
V. V. Mozolis and S. P. Iokubaitite, Usp. Khim., 7, 1310 (1973).
H. Hasegawa et al., U.S. Pat. No. 5,190,961, “Thiourea derivatives and antimicrobial agent and anti-ulcer agent containing the same,” March 2, 1993; Ref. Zh. Khim., 15059P (1995).
M. D. Mashkovskii, Drugs of the 20th Century [in Russian], Novaya Volna, Moscow (1998).
A. A. Ainabaev, I. V. Kulakov, O. A. Nurkenov, and A. M. Gazaliev, in: Proceedings of theAll-Russia Scientific Conference “Modern Problems of Organic Chemistry,” Dedicated to the 100th Brithday of Academician N. N. Vorozhtsov, Founder and First Director of the Sci. Inst. Org. Chem., Sib. Br., Russ. Acad. Sci., Novosibirsk (2007), p. 129.
A. M. Gazaliev, M. Zh. Zhurinov, S. A. Dyusembaev, K. M. Turdybekov, S. V. Lindeman, and Yu. V. Struchkov, Khim. Prir. Soedin., 500 (1990).
M. K. Ibraev, D. M. Turdybekov, A. T. Takibaeva, O. A. Nurkenov, K. M. Turdybekov, A. M. Gazaliev, and S. M. Adekenov, Zh. Obshch. Khim., 76, 672 (2006).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 183–185, March–April, 2009.
Rights and permissions
About this article
Cite this article
Kulakov, I.V., Nurkenov, O.A., Turdybekov, D.M. et al. Synthesis of thiourea derivatives of the alkaloid anabasine and crystal structure of N-(anabasino1-thiocarbonyl)furan-2-carboxamide. Chem Nat Compd 45, 209–212 (2009). https://doi.org/10.1007/s10600-009-9284-3
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10600-009-9284-3