Skip to main content
SpringerLink
Log in

Plant Polyprenols and Their Biological Activity

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

Research on the isolation, identification, and biological activity of plant polyprenols is reviewed.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. F. Hemming, Biochem. Soc. Symp., 29, 105 (1970).

    Google Scholar 

  2. A. Wellbum and F. Hemming, Nature (London), 212, 1364 (1966).

    Google Scholar 

  3. A. M. Rashkes, N. K. Khidyrova, Ya. V. Rashkes, and Kh. M. Shakhidoyatov, "Method of Preparing Polyprenols," [in Russian], Uzb. Pat. No. 1543 (1993); Byull., No. 1 (1995).

  4. A. M. Rashkes, U. Kh. Saitmuratova, N. K. Khidyrova, and Kh. M. Shakhidoyatov, Khim. Prir. Soedin., 65 (1998).

  5. M. Wanke, E. Swiezewska, T. Chojnacki, et al., Acta Biochim. Pol., 45, 3 (1998).

    Google Scholar 

  6. V. Herout, Usp. Khim., 58, 10, 1763 (1989).

    Google Scholar 

  7. V. I. Roshin, L. A. Kolodynskaya, V. A. Raldugin, et al., Khim. Prir. Soedin., 122 (1985).

  8. K. Hannus and G. Pensar, Phytochemistry, 13, No. 11, 2563 (1974).

    Google Scholar 

  9. B. O. Lindgren, Acta Chem. Scand., 19, No. 6, 1317 (1965).

    Google Scholar 

  10. D. Wolf, C. Hoffman, P. Aldrich, et al., J. Am. Chem. Soc., 79, No. 6, 1486 (1957).

    Google Scholar 

  11. V. N. Shibaev, Progress in Biological Chemistry [in Russian], Nauka, Moscow (1976), p. 187.

    Google Scholar 

  12. J. S. Anderson, M. Matsuhashi, M. A. Haskin, and J. L. Strominger, Proc. Natl. Acad. Sci. USA, 53, 881 (1965).

    Google Scholar 

  13. W. G. Struve and F. C. Neuhaus, Biochem. Biophys. Res. Commun., 18, 6 (1965).

    Google Scholar 

  14. Y. Higashi, J. L. Strominger, and C. C. Sweeley, Proc. Natl. Acad. Sci. USA, 57, 1878 (1967).

    Google Scholar 

  15. A. Wright, M. Dankert, P. Fennessey, and P. Robbins, Proc. Natl. Acad. Sci. USA, 57, 1798 (1967).

    Google Scholar 

  16. R. E. Erickson, C. H. Shink, N. R. Trenner, et al., J. Am. Chem. Soc., 81, 4999 (1959).

    Google Scholar 

  17. V. N. Roshchin, R. A. Baranova, O. A. Belozerskikh, and V. A. Solov′ev, Khim. Drev., No. 4, 56 (1983).

  18. K. Ravi, J. W. Rip, and K. K. Carrol, Lipids, 19, 401 (1984).

    Google Scholar 

  19. C. T. Brett and L. F. Leloir, Biochem. J., 161, 93 (1977).

    Google Scholar 

  20. T. Suga, T. Shishibori, and K. Nakaya, Phytochemistry, 19, 2327 (1980).

    Google Scholar 

  21. T. Suga, S. Ohta, A. Nakai, et al., J. Org. Chem., 54, 3390 (1989).

    Google Scholar 

  22. M. Kofler, A. Langemann, R. Ruegg, et al., Helv. Chim. Acta, 42, 2252 (1959).

    Google Scholar 

  23. R. L. Rowland, P. H. Latimer, and J. A. Giles, J. Am. Chem. Soc., 78, 4680 (1956).

    Google Scholar 

  24. W. Rip, C. A. Rupar, K. Rawi, et al., Prog. Lipid Res., 24, 4, 274 (1985).

    Google Scholar 

  25. U. Lindberg, S. Erikson, and K. Mosbach, Eur. J. Biochem., 18, 747 (1971).

    Google Scholar 

  26. U. Lindberg and T. Persson, Eur. J. Biochem., 31, 246 (1972).

    Google Scholar 

  27. B. O. Lindgren, Acta Chem. Scand., 18, 836 (1964).

    Google Scholar 

  28. D. P. Gough and F. W. Hemming, Biochem. J., 117, 309 (1970).

    Google Scholar 

  29. A. R. Wellbum and F. W. Hemming, Phytochemistry, 5, 969 (1966).

    Google Scholar 

  30. P. Paasonen and S. Kemistienti, Phytochemistry, 37, 142 (1961).

    Google Scholar 

  31. T. Noda, T. Take, J. Watanabe, and J. Abe, Bull. Chem. Soc. Jpn., 43, 2174 (1970).

    Google Scholar 

  32. T. Suga, T. Shishibori, S. Kosela, et al., Chem. Lett., 771 (1975).

  33. T. Suga and T. Shishibori, J. Chem. Soc., Perkin Trans. 1, No. 10, 2098 (1980).

  34. H. Fukawa, M. Toyoda, T. Shimizu, and M. Murrohashi, Tetrahedron Lett., 49, 6209 (1966).

    Google Scholar 

  35. T. Koyama, Y. Kokubun, and K. Ogura, Phytochemistry, 27, No. 7, 2005 (1988).

    Google Scholar 

  36. A. R. Wellbum, F. W. Hemming, J. Stevenson, and R. A. Norton, Biochem. J., 102, 313 (1967).

    Google Scholar 

  37. K. J. Stone, A. R. Wellbum, A. R. Hemming, and Y. F. Pennock, Biochem. J., 102, 325 (1967).

    Google Scholar 

  38. R. A. Norton, Chem. Ind., 49, 1710 (1968).

    Google Scholar 

  39. S. N. Vasil′ev, V. I. Roshchin, and V. Vyrodov, Information Review, VNIPIEIlesprom, Moscow (1991), p. 72.

    Google Scholar 

  40. D. F. Zinkel and B. B. Evans, Phytochemistry, 11, 3387 (1972).

    Google Scholar 

  41. K. Ibata, M. Mizuno, Y. Tanaka, et al., Phytochemistry, 23, No. 4, 783 (1984).

    Google Scholar 

  42. J. Feeney and F. W. Hemming, Anal. Biochem., 20, 1 (1967).

    Google Scholar 

  43. T. Chojnacki, G. Palamarczyk, W. Jankowski, et al., Biochim. Biophys. Acta, 793, 187 (1984).

    Google Scholar 

  44. E. L. Shmite and V. I. Roshchin, Khim. Drev., No. 2-3, 109 (1992).

  45. B. Kazimierczkai, J. Hertell, E. Swiezewska, et al., Acta Biochim. Pol., 44, 4 (1997).

    Google Scholar 

  46. F. W. Hemming, Natural Substances Formed Biologically from Mevalonic Acid, Academic Press, London (1970), p. 105.

    Google Scholar 

  47. F. T. Solodskii, Author's Abstract of a Doctoral Dissertation in Technical Sciences, Leningrad (1964).

  48. I. S. Pavlutskaya, S. A. Lebedeva, and V. I. Roshchin, Chemistry and Use of Compounds Extracted from Wood [in Russian], Gor′kii (1982), p. 24.

  49. A. V. Kuchin, L. P. Karmanova, A. A. Koroleva, and A. M. Moiseenkov, Proceedings of the Scientific Center, Urals Div., Russian Acad. Sci. [in Russian], Syktyvkar (1993), p. 47.

  50. S. N. Vasil′ev and V. I. Roshchin, in: Abstracts of Papers of the Second Conf. "Wood Chemistry and Organic Synthesis," Syktyvkar (1996), 31.

  51. V. I. Roshchin, R.A. Baranova, and V. A. Solov′ev, Khim. Prir. Soedin., 168 (1986).

  52. S. N. Vasil′ev and V. I. Roshchin, in: Abstracts of Papers of the Second Conf. "Wood Chemistry and Organic Synthesis," Syktyvkar (1996), 33.

  53. K. Hannus, B. Lax, and G. Pensar, Phytochemistry, 13, No. 11-12, 2565 (1974).

    Google Scholar 

  54. V. I. Roshchin, A. I. Fragina, and V. A. Solov′ev, Rastit. Resur., 22, 4, 530 (1986).

    Google Scholar 

  55. T. Suga and T. Shishibori, J. Chem. Soc., Perkin Trans. 1, No. 10, 2098 (1980).

  56. V. A. Raldugin, L. I. Demenkova, N. I. Yaroshenko, and G. V. Lyandres, Sib. Khim. Zh., 1, 64 (1993).

    Google Scholar 

  57. W. Sasak, T. Mankowski, and T. Chojnacki, FEBS Lett., 64, No. 1, 55 (1976).

    Google Scholar 

  58. K. Ibata, T. Takigawa, M. Okada, et al., Phytochemistry, 23, No. 11, 2517 (1984).

    Google Scholar 

  59. K. Ibata, M. Mizuno, T. Takigawa, and Y. Tanaka, Biochem. J., 213, 305 (1983).

    Google Scholar 

  60. V. A. Salenko, T. P. Kukina, V. N. Karamyshev, et al., Khim. Prir. Soedin., 514 (1985).

  61. T. P. Kukina, L. I. Demenkova, V. A. Raldugin, et al., Sib. Khim. Zh., 6, 89 (1991).

    Google Scholar 

  62. E. Swiezewska et al., Acta Biochim. Pol., 41, 221 (1994).

    Google Scholar 

  63. M. Wanke, E. Swiezewska, and T. Chiojnacki, in: Materials of the Third Conf. on Wood Chemistry and Organic Synthesis, Abstracts of Plenary Sessions, Syktyvkar (1998), 14.

  64. E. Swiezewska and T. Chojnacki, Phytochemistry, 30, No. 1, 267 (1991).

    Google Scholar 

  65. T. Chojnacki and T. Vogtman, Acta Biochim. Pol., 31, No. 1, 115 (1984).

    Google Scholar 

  66. E. Swiezewska, T. Chojnacki, et al., Acta Biochim. Pol., 36, 143 (1989).

    Google Scholar 

  67. W. Sasak and T. Chojnacki, Acta Biochim. Pol., 20, No. 4, 343 (1973).

    Google Scholar 

  68. A. M. Rashkes, Ya. V. Rashkes, N. K. Khidyrova, Kh. M. Shakhidoyatov, et al., Dokl. Akad. Nauk Uzb. SSR, 5, 53 (1989).

    Google Scholar 

  69. S. Yunusova, S. Gusakova, Kh. Mirzaazimova, et al., Khim. Prir. Soedin., 477 (1992).

  70. N. K. Khidyrova, A. M. Rashkes, Ya. V. Rashkes, and Kh. M. Shakhidoyatov, Khim. Prir. Soedin., 280 (1991).

  71. Kh. M. Shakhidoyatov, A. M. Rashkes, and N. K. Khidyrova, Khim. Prir. Soedin., 773 (1997).

  72. J. Irvine, B. H. Woollen, and D. H. Jones, Phytochemistry, 11, 467 (1972).

    Google Scholar 

  73. N. Yasumatsu, M. Eda, Y. Tsujino, and M. Noguchi, Ann. Tab. Sect. 1, 17, 57 (1979); Chem. Abstr., 92, 177628 (1980).

    Google Scholar 

  74. K. Takayama and D. S. Goldman, J. Biol. Chem., 245, 6251 (1970).

    Google Scholar 

  75. S. S. Alam, R. M. Barr, and J. B. Richards, Biochem. J., 121, 19 (1971).

    Google Scholar 

  76. J. B. Richards and F. W. Hemming, Biochem. J., 130, 77 (1972).

    Google Scholar 

  77. O. Samuel and R. Azerad, Biochemie, 54, 205 (1972).

    Google Scholar 

  78. R. M. Barr and F. W. Hemming, Biochem. J., 126, 1203 (1972).

    Google Scholar 

  79. W. Jankowski and T. Chojnacki, Acta Biochem. Pol., 19, 51 (1972).

    Google Scholar 

  80. N. K. Khidyrova, N. M. Mamatkulova, and Kh. M. Shakhidoyatov, in: Abstracts of an International Symposium on the Chemistry of Natural Compounds [in Russian], Isparta, Turkey (2001), p. 79.

  81. P. J. Dunphy, J. D. Kerr, J. F. Pennock, and K. J. Whittle, Chem. Ind. (London), 47, 1549 (1966).

    Google Scholar 

  82. A. R. Wellbum and F. W. Hemming, J. Chromatogr., 23, 51 (1966).

    Google Scholar 

  83. N. Ya. Grigor′eva, V. V. Veselovskii, and A. M. Moiseenkov, Khim. Farm. Zh., 7, 845 (1987).

    Google Scholar 

  84. A. M. Moiseenkov, M. A. Novikova, E. V. Polunin, and S. I. Torgova, Izv. Akad. Nauk SSSR, Ser. Khim., 7, 1557 (1983).

    Google Scholar 

  85. Q. W. Jin and R. M. Coates, Collect. Czech. Chem. Commun., 67, No. 1, 55 (2002).

    Google Scholar 

  86. E. N. Shmidt and V. A. Pentegova, Khim. Prir. Soedin., 653 (1977).

  87. M. Lemaire, P. Naghan, J. L. Clement, et al., J. Chem. Ecol., 16, 2067 (1990).

    Google Scholar 

  88. O. Hovorka, K. Urbanova, and I. Valterova, J. Chem. Ecol., 24, 183 (1998).

    Google Scholar 

  89. A. Svatos, K. Urbanova, and I. Valterova, Collect. Czech. Chem. Commun., 67, No. 1, 83 (2002).

    Google Scholar 

  90. E. Adami, E. Marazzi-Uberti, and C. Turba, Arch. Intern. Pharmacodyn., 147, 113 (1964).

    Google Scholar 

  91. FRG Pat. No. 2812978 (1978); Chem. Abstr., 92, No. 129134 (1980).

    Google Scholar 

  92. FRG Pat. No. 3150055 (1982) (Jpn. Pat. No. 55/180833, 1980); Chem. Abstr., 97, No. 216519b (1982).

  93. Jpn. Pat. No. 52/017416 (1977); Chem. Abstr., 87, No. 136066e (1977).

  94. K. Sato, S. Inoue, and T. Sakamoto, Synthesis, 796 (1981).

  95. Jpn. Pat. No. 52/062217 (1977); Chem. Abstr., 87, No. 136065d (1977).

  96. M. Murakami, K. Oketani, H. Fujisaki, et al., Jpn. J. Pharmacol., 33, No. 3, 549 (1983); Chem. Abstr., 99, No. 47553s (1983).

    Google Scholar 

  97. E. Ogiso, E. Katazawa, K. Kurabayashi, et al., Chem. Pharm. Bull., 26, 3117 (1978).

    Google Scholar 

  98. FRG Pat. No. 2652256 (1977) (Jpn. Pat. No. 52/062213, 1977); Chem. Abstr., 88, No. 136814t (1978).

  99. FRG Pat. No. 3320544 (1983); Chem. Abstr., 101, No. 7482w (1984).

  100. Jpn. Pat. No. 53/103444 (1978); Chem. Abstr., 90, No. 39076h (1979).

  101. FRG Pat. No. 2717990 (1976) (Jpn. Pat. No. 51/046937, 1976), Chem. Abstr., 88, No. 170348 (1978).

    Google Scholar 

  102. Pat. No. 0040407 (1981) (Jpn. Pat. No. 52/144614, 1977); Chem. Abstr., 96, No. 102488q (1982).

  103. C. Blacman, D. S. Champion, F. Fastier, Brit. J. Pharmacol., 14, 112 (1959).

    Google Scholar 

  104. FRG Pat. No. 2723213 (1977) (Jpn. Pat. No. 51/060583, 1976); Chem. Abstr., 88, No. 136815u (1978).

  105. FRG Pat. No. 2834911 (1979); Chem. Abstr., 91, No. 27296z (1979).

  106. Jpn. Pat. No. 54/030108 (1979); Chem. Abstr., 91, No. 39687h (1979).

  107. Jpn. Pat. No. 54/089035 (1979); Chem. Abstr., 92, No. 129133z (1980).

  108. USA Pat. No. 2463122; Chem. Abstr., 93, No. 80083n (1980).

  109. Eur. Pat. No. 0041235 (1981); Chem. Abstr., 96, No. 181462c (1982).

  110. Fr. Pat. No. 2463122 (1981); Chem. Abstr., 96, No. 6909g (1982).

  111. FRG. Appl. No. 3318989, 7s 33/02, 43, 15; 69/007 A61K 31/045; Byull., 12.01.83.

  112. FRG Pat. No. 3320544 (1983); Chem. Abstr., 101, No. 7482w (1984).

  113. Jpn. Pat. No. 54/106618 (1981); Chem. Abstr., 97, No. 150732g (1982).

  114. Eur. Pat. No. 0059258 (1982) (Jpn. Pat. No. 55/182116, 1980); Chem. Abstr., 97, No. 222969q (1982).

  115. Eur. Pat. No. 0054732 (1982) (Jpn. Pat. No. 55/182115, 1980); Chem. Abstr., 97, No. 21556x (1982).

  116. Eur. Pat. No. 0110397 (1984) (Jpn. Pat. No. 57/208678, 1982); Chem. Abstr., 102, No. 6874j (1985).

  117. N. Ya. Grigor′eva and A. M. Moiseenkov, Khim. Farm. Zh., 2, 144 (1980).

    Google Scholar 

  118. Jpn. Appl. No. 1294660 (1990); Ref. Zh. Khim., 9 0115P (1991).

    Google Scholar 

  119. Jpn. Appl. No. 225415 (1990); Ref. Zh. Khim., 7, 0231P (1991).

    Google Scholar 

  120. A. V. Sanin, L. L. Danilov, A. N. Narovlyansku, et al., "Antiviral Drug," Russ. Appl. No. RU 2005475 C 1 (1994).

  121. V. N. Shibaev and L. L. Danilov, Biochem. Cell Biol., 70, 429 (1992).

    Google Scholar 

  122. L. L. Danilov, S. D. Maltsev, A. V. Deeva, et al., Arch. Immunol. Ther. Exp., 44, No. 5-6, 395 (1996).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent

    N. K. Khidyrova & Kh. M. Shakhidoyatov

Authors
  1. N. K. Khidyrova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Kh. M. Shakhidoyatov
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Khidyrova, N.K., Shakhidoyatov, K.M. Plant Polyprenols and Their Biological Activity. Chemistry of Natural Compounds 38, 107–121 (2002). https://doi.org/10.1023/A:1019683212265

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1019683212265

Search

Navigation