Abstract
A newstemona alkaloid, tuberostemonone (C22H31NO6), has been isolated from the roots ofstemona tuberosa Lour, and its molecular structure determined by MS, IR, NMR spectra and X-ray crystallography (R=0.046 for 1746 observed Mo-Kα data). Besides retaining the characteristicstemona skeleton, which is composed of anα-methyl-γ-lactone and anN-methylene azepine ring linked at the γ-position of this lactone, the tuberostemonone molecule possesses a nine-membered azacycle which is hitherto not found in other knownstemona alkaloids.
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References
Diamond, R. (1969)Acta Ctystallogr. A 25, 43–55.
Guo, J. (1981)Acta Chim. Sinica 39, 865–868.
Huber, C. P., Hall, S. R., and Maslen, E. N. (1968)Tetrahedron Lett. 38, 4081–4084.
Iizuka, H., Irie, H., Masaki, N., Osaki, K., and Uyeo, S. (1973)J. Chem. Soc. Chem. Commun. 125–126.
International Tables For X-Ray Crystallography (1974) Vol. IV. (Kynoch Press, Birmingham), pp. 55, 99, 149 (Now distributed by Kluwer Academic Publisher, Dordrecht).
Irie, H., Ohno, K., Osaki, K., Taga, T., and Uyeo, S. (1973)Chem. Pharm. Bull. 21, 451–452.
Kopfmann, G., and Huber, R. (1968)Acta Crystallogr. A 24, 348–351.
Koyama, H., and Oda, K. (1970)J. Chem. Soc. B 1330–1333.
Lin, W.-H., and Xu, R.-S. (1990)Acta. Chim. Sinica, In press.
Noro, T., Fukushima, S., Ueno, A., Miyase, T., Iitaka, Y., and Saiki, Y. (1979)Chem. Pharm. Bull. 27, 1495–1497.
Sakata, K., Aoki, K., Chang, C. -F., Sakurai, A., Tamura, S., and Murakoshi, S. (1978)Agr. Biol. Chem. 42, 457–463.
Sheldrick, G. M. (1985) InCrystallographic Computing 3: Data Collection, Structure Determination, Proteins and Databases. G. M. Sheldrick, C. Krüger, and R. Goddard (eds.) (Oxford University Press, New York), pp. 175–189.
Sparks, R. A. (1976) InCrystallographic Computing Techniques, F. R. Ahmed (ed.) (Munksgaard, Copenhagen), pp. 442–467.
Xu, R.-S., Liu, Y.-W., Yao, J.-X., and Mak, T. C. W. (1986)Jiegou Huaxue 5, 97–100.
Xu, R.-S., Lu, Y.-J., Chu, J.-H., Iwashita, T., Naoki, H., Naya, Y., and Nakanishi, K. (1982)Tetrahedron 38, 2667–2670.
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On leave from Central Laboratory, Nankai University, Tianjin, China.
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Lin, W.H., Xu, R.S., Wang, R.J. et al. Molecular structure of tuberostemonone. Journal of Crystallographic and Spectroscopic Research 21, 189–194 (1991). https://doi.org/10.1007/BF01161063
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DOI: https://doi.org/10.1007/BF01161063