Open-chain and macrocyclic derivatives of the diterpenoid isosteviol (16-oxo-ent-beyeran-19-oic acid) in which two isosteviol molecules were connected by polyethyleneglycol spacers were synthesized for the first time.
Similar content being viewed by others
References
E. Mosettig and W. R. Nes, J. Org. Chem., 20, 884 (1955).
C. Lohoelter, M. Weckbecker, and S. R. Waldvogel, Eur. J. Org. Chem., 25, 5539 (2013).
V. A. Al’fonsov, O. V. Andreeva, G. I. Bakaleinik, D. V. Beckrovnyi, A. T. Gubaidullin, V. E. Kataev, G. I. Kovylyaeva, A. I. Konovalov, M. G. Korochkina, Sh. K. Latypov, I. A. Litvinov, R. Z. Musin, and I. Yu. Strobykina, Zh., Obshch. Khim., 73, 1186 (2003).
V. E. Kataev, O. I. Militsina, I. Yu. Strobykina, G. I. Kovylyaeva, R. Z. Musin, O. V. Fedorova, G. L. Rusinov, M. N. Zueva, G. G. Mordovskoi, and A. G. Tolstikov, Khim.-farm. Zh., 40 (9), 12 (2006).
O. V. Andreeva, I. Yu. Strobykina, O. N. Kataeva, O. B. Dobrynin, V. M. Babaev, I. Kh. Rizvanov, D. R. Islamov, and V. E. Kataev, Macroheterocycles, 6, 315 (2013).
R. N. Khaybullin, I. Yu. Strobykina, V. P. Gubskaya, G. M. Fazleeva, Sh. K. Latypov, and V. E. Kataev, Mendeleev Commun., 21, 134 (2011).
V. A. Al’fonsov, G. A. Bakaleinik, A. T. Gubaidullin,V. E. Kataev, G. I. Kovylyaeva, A. I. Konovalov, I. A. Litvinov, I. Yu. Strobykina, S. I. Strobykin, O. V. Andreeva, and M. G. Korochkina, Zh. Obshch. Khim., 70, 1018 (2000).
G. Berube, D. Rabouin, V. Perron, B. N’Zemba, R.-C. Gaudreault, S. Parent, and E. Asselin, Steroids, 71, 911 (2006).
L. Simeone, G. Mangiapia, G. Vitiello, C. Irace, A. Colonna, O. Ortona, D. Montesarchio, and L. Paduano, Bioconjugate Chem., 23, 758 (2012).
K. Qian, I. D. Bori, C.-H. Chen, L. Huang, and K.-H. Lee, J. Med. Chem., 55, 8128 (2012).
P. A. Wender, M. F. T. Koehler, D. L. Wright, and K. Irie, Synthesis, 1401 (1999).
R. N. Khaibullin, I. Yu. Strobykina, V. E. Kataev, O. A. Lodochnikova, A. T. Gubaidullin, and R. Z. Musin, Zh. Obshch. Khim., 79, 795 (2009).
M. Ouchi, Y. Inoue, T. Kanzaki, and T. Hakushi, J. Org. Chem., 49, 1408 (1984).
Acknowledgments
The work was supported financially by the RFBR (Grant 13-03-00054) and Div. Chem. Mater. Sci., Russ. Acad. Sci., Program No. 6.
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2014, pp. 400–402.
Rights and permissions
About this article
Cite this article
Strobykina, I.Y., Belenok, M.G., Garifullin, B.F. et al. Open-Chain and Macrocyclic Polyethyleneglycol Esters of the Diterpenoid Isosteviol. Chem Nat Compd 50, 462–464 (2014). https://doi.org/10.1007/s10600-014-0987-8
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10600-014-0987-8