Skip to main content
Log in

Coumarin glycosides ofHaplophyllum perforatum

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

From the epigeal part ofHaplophyllum perforatum we have isolated the coumarins scopoletin (I), scopoletin 7-0-β-D-glucopyranoside (II) and the new coumarin glycoside haploperoside A (III), mp 212–213°C, [α] 22D −37° (c 0.24, CH3OH). The acid hydrolysis of (III) formed (I) and the monosaccharides D-glucose and L-rhamnose. Partial hydrolysis of (III) with 10% acetic acid led to (II) and L-rhamnose. On the basis of the results of a study of UV, IR, and PMR spectra, and also periodate oxidation and polarimetric analysis the structure of 6-methoxy-7-[0-α-L-rhamnopyranosyl-(2→1)-β-D-glucopyranosyloxy] coumarin has been established for (III). Details of the IR, UV, PMR, and mass spectra are given.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature cited

  1. M. G. Pimenov, List of Plants that are Sources of Coumarin Compounds [in Russian], Leningrad (1971), p. 43.

  2. S. Yu. Yunusov, Alkaloids [in Russian], Tashkent (1974), p. 181.

  3. G. A. Kuznetsova, Natural Coumarins and Furocoumarins [in Russian], Leningrad (1967), p. 74.

  4. L. I. Kosheleva and G. K. Nikonov, Farmatsiya, No. 4, 78 (1969).

  5. M. E. Perel'son, Yu. N. Sheinker, and A. A. Savina, The Spectra and Structures of Coumarins, Chromones, and Xanthones [in Russian], Moscow (1975), p. 9.

  6. T. A. Sergienko, L. S. Kazarnovskii, and V. I. Litvinenko, Khim. Prir. Soedin., 166 (1966).

  7. B. N. Stepanenko, The Chemistry and Biochemistry of Carbohydrates (Polysaccharides) [in Russian], Moscow (1978), p. 17.

  8. V. I. Litvinenko and V. A. Makarov, Khim. Prir. Soedin., 366 (1969).

  9. T. A. Sergienko, L. S. Kazarnovskii, and V. I. Litvinenko, Farmatsiya, 34 (1967).

  10. B. N. Stepanenko, The Chemistry and Biochemistry of Carbohydrates (Monosaccharides) [in Russian], Moscow (1977), p. 90.

  11. T. J. Mabry, K. R. Markham, and M. B. Thomas, The Systematic Identification of Flavonoids, Springer, New York (1970), p. 268.

    Google Scholar 

  12. V. N. Spiridonov, I. P. Kovalev, and A. P. Prokopenko, Khim. Prir. Soedin., 5 (1969).

  13. R. M. Horowitz and B. Gentili, Tetrahedron,19, 773 (1963).

    Google Scholar 

  14. J. B. Harborne and T. J. Mabry, The Flavonoids, Chapman and Hall, London (1975), p. 398.

    Google Scholar 

Download references

Authors

Additional information

Institute of the Chemistry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. Translated from Khimiya Prirodnykh Soedinenni, No. 2, pp. 168–172, March–April, 1980.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Yuldashev, M.P., Batirov, E.K. & Malikov, V.M. Coumarin glycosides ofHaplophyllum perforatum . Chem Nat Compd 16, 125–128 (1980). https://doi.org/10.1007/BF00638768

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00638768

Keywords

Navigation