Abstract
A new germacranolide, ajanolide A, was isolated from aerial parts ofAjania fruticulosa by means of extraction with CHCl3 and adsorption chromatography. This compound was identified as (1(10)E,3S,4Z,6R,7S,11R)-3-acetoxygermacra-1(10),4-dien-12,6-olide ((1S,7S,10R,13R)-7-acetoxy-4,8,13-trimethyl-11-oxabicyclo[8.3.0]trideca-4(E),8(Z)-dien-12-one) by X-ray diffraction analysis. 2D1H−1H (COSY) and13C−1H (COSY) NMR spectroscopy was used for assigning the1H and13C NMR signals in the spectra of ajanolide A.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Flora SSSR [Flora of the USSR], Izd. AN SSSR, Moscow-Leningrad, 1961,XXVI, 406 (in Russian).
C. Shih and G. X. Fu,Flora Republicae Popularis Sinicae, Science Press, Beijing, 1983,76, 102.
O. D. Barnaulov, L. P. Markova, and T. P. Nadezhdina,Rast. Resursy [Plant Sources], 1983,19, 533. (In Russian).
L. M. Belenovskaya, L. P. Markova, T. P. Nadezhdina, and U. Ligaa,Khim. Prirod. Soedin., 1977, 575 [Chem. Nat. Compd., 1977 (Engl. Transl.)].
W. Z. Wang, R. X. Tan, Y. M. Yao, Q. Wang, and F. X. Jiang,Phytochemistry, 1994,37, 1347.
S. M. Adekenov, K. A. Aituganov, K. M. Turdybekov, S. V. Lindeman, and Yu. T. Struchkov,Khim. Prirod. Soedin., 1991, 653 [Chem. Nat. Compd., 1991 (Engl. Transl.)].
K. S. Rybalko, inPrirodnye seskviterpenovye laktony [Natural Sesquiterpenic Lactones], Meditsina, Moscow, 1978, 280 (in Russian).
M. I. Yusupov, Sh. Z. Kasymov, G. P. Sidyakin, and U. Rakhmankulov,Khim. Prirod. Soedin., 1979, 579 [Chem. Nat. Compd., 1979 (Engl. Transl.)].
F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpen, and R. Taylor,J. Chem. Soc., Perkin Trans. 2, 1987, S1.
N. L. Allinger and U. Burkert,Molecular Mechanics, ACS, Washington, D.C., 1982.
F. H. Allen and O. Kennard,Chemical Design Automation News, 1993,8, 31.
J. L. Breton, F. Camps, J. Coll, L. Eguren, J. A. Gavin, A. G. Gonzalez, X. Martorell, C. Miravitles, E. Molins, and J. Torramilans,Tetrahedron, 1985,41, 3141.
W. Herz, R. de Groote, and R. Murari,J. Org. Chem., 1978,43, 3559.
F. Bohlmann, C. Zdero, H. Robinson, and R. M. King,Phytochemistry, 1981,20, 2029.
K. H. Lee, S. Matsueda, and T. A. Geissman,Phytochemistry, 1971,10, 405.
M. I. Yusupov, Sh. Z. Kasymov, and G. P. Sidyakin,Khim. Prirod. Soedin., 1979, 733 [Chem. Nat. Compd., 1979 (Engl. Transl.)].
Author information
Authors and Affiliations
Additional information
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 167–170, January, 1998.
Rights and permissions
About this article
Cite this article
Adekenov, S.M., Kulyjasov, A.T., Raldugin, V.A. et al. Ajanolide A, a new germacranolide fromAjania fruticulosa . Russ Chem Bull 47, 169–172 (1998). https://doi.org/10.1007/BF02495526
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02495526