The1H and13C NMR spectra of two withasteroids isolated fromPhysalis ixocarpa Brot. have been studied in detail. Their spectral characteristics are discussed. A comparison of the results obtained has led to the identification of a withasteroid with the composition C28H40O8, mp 291–292°C (from methanol) as ixocarpalactone A, in spite of some difference in its physical constants. The other compound, with mp 252–253°C (from methanol), had the composition C28H40O6, [α] D 20 +27±4°, is new and has been called ixocarpanolide. The structure of 5α,20R-dihydroxy-1-oxo-6α, 7α-epoxy-22R-witha-2-enolide has been proposed for it.
This is a preview of subscription content, log in to check access.
Buy single article
Instant access to the full article PDF.
Price includes VAT for USA
Subscribe to journal
Immediate online access to all issues from 2019. Subscription will auto renew annually.
This is the net price. Taxes to be calculated in checkout.
E. Glotter, I. Kirson, D. Lavie, and A. Abraham, “The withanolides — a group of natural steroids,” in: Bioorganic Chemistry (ed. E. E. Van Tamelen), Academic Press, New York, Vol. II (1978), pp. 57–95.
S. S. Subramanian, and P. D. Sethi, Indian J. Pharm.,35, 36 (1973).
I. Kirson, A. Cohen, M. Greenberg, H. E. Gottlieb, E. Glotter, P. Varenn, and A. Abraham, J. Chem. Research (M), 1178 (1979).
E. Gottlieb and I. Kirson, Org. Magn. Reson.,16, 20 (1981).
S. W. Pelletier, N. V. Mody, J. Nowacki, J. Bhattacharyya, J. Natur. Prod.,42, 512 (1979).
R. B. Bates, D. J. Eckert, J. Am. Chem. Soc.,94, 8258 (1972).
E. Glotter, P. Krinsky, and I. Kirson, J. Chem. Soc. Perkin I, 669 (1976).
S. S. Subramanian, P. D. Sethi, E. Glotter, I. Kirson, and D. Lavie, Phytochem.,10, 685 (1971).
H. E. Gottlieb, I. Kirson, E. Glotter, A. B. Ray, M. Sahai, and A. Ali, J. Chem. Soc., Perkin I, 2700 (1980).
D. Lavie, I. Kirson, E. Glotter, and G. Snatzke, Tetrahedron,26, 2221 (1970).
V. A. Maslennikova, R. N. Tursunova, and N. K. Abubakirov, Khim. Prir. Soedin., 531 (1977).
Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 326–332, May–June, 1986.
About this article
Cite this article
Abdullaev, N.D., Vasina, O.E., Maslennikova, V.A. et al. Withasteroids ofPhysalis VI.1H and13C NMR spectra of withasteroids ixocarpalactone A and ixocarpanolide. Chem Nat Compd 22, 300–305 (1986). https://doi.org/10.1007/BF00598301
- Organic Chemistry
- Spectral Characteristic
- Physical Constant
- Composition C28H40O6