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Steroid glycosides ofNicotiana tabacum seeds I. The structures of nicotianosides A, B, and E

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Abstract

Two steroid glycosides of the spirostan series — nicotianosides A and B — and one glycoside of the furostan series — nicotianoside E — have been isolated from the seeds ofNicotiana tabacum L. Nicotianoside A is (25S)-5α-spirostan-3β-ol 3-O-β-D-glucopyranoside, nicotianoside B is (25S)-5β-spirostan-3β-ol 3-O-[O-α-L-rhamnopyranosyl-(1→2)-gb-D-glucopyranoside], and nicotianoside E is (25S)-5α-furostan-3β,22α,26-triol 26-O-β-glucopyranoside 3-O-[O-α-L-rhamnopyranosyl-(1→2)-β-D-glucopyranoside].

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References

  1. C. Sannié and H. Lapin, Bull. Soc. Chem. Fr.,19, 1080 (1952).

    Google Scholar 

  2. S. Kiyosawa and M. Huton, Chem. Pharm. Bull.,16, 1162 (1968).

    Article  CAS  Google Scholar 

  3. M. E. Wall, C. R. Eddy, M. L. Clennan, et al., Anal. Chem.,24, 1337 (1952).

    Article  CAS  Google Scholar 

  4. S. Hakomori, J. Biochemistry (Tokyo),55, 205 (1964)

    CAS  Google Scholar 

  5. S. Seo, Y. Yomita, K. Tori, and Y. Yoshimura, J. Am. Chem. Soc.,100, 3331 (1978).

    Article  CAS  Google Scholar 

  6. S. Chen and J. K. Shyder, J. Org. Chem.,54, 3697 (1989).

    Google Scholar 

  7. P. K. Agrawal, D. C. Jain, R. K. Gupta, and R. S. Thakur, Phytochemistry,24, 2479 (1985).

    Article  CAS  Google Scholar 

  8. E. V. Evtushenko and Yu. S. Ovodov, Khim. Prir. Soedin., 411 (1984).

Download references

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Institute of Genetics, Academy of Sciences of the Republic of Moldava, Kishinev, ul. Lesnaya, 20. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 737–742, November–December, 1994.

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Shvets, S.A., Kintya, P.K. & Gutsu, O.N. Steroid glycosides ofNicotiana tabacum seeds I. The structures of nicotianosides A, B, and E. Chem Nat Compd 30, 684–688 (1994). https://doi.org/10.1007/BF00630603

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  • DOI: https://doi.org/10.1007/BF00630603

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