Advertisement

Chemistry of Natural Compounds

, Volume 36, Issue 3, pp 229–244 | Cite as

Galactans and galactan-containing polysaccharides of higher plants

  • A. O. Arifkhodzhaev
Article

Abstract

Research on the chemical structure and physiological activity of galactan and galactan-containing polysaccharides of higher plants is reviewed. The principal chain in galactan-containing polysaccharides consists of 1–3, 1–4, 1–6, and α- and β-bonded D-galactopyranoses. The side chains contain separate or bonded chains of galactose, arabinose, glucose, rhamnose, and uronic acids. The relationship of chemical structure and physiological activity of the polysaccharides of higher plants is discussed.

Key words

polysaccharides arabino-4-galactans arabino-3,6-galactans galactans immunomodulators mutagenic activity 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    H. Yamada, Y. Ohshima, and T. Miyazaki,Chem. Pharm. Bull.,30, 1784 (1982).Google Scholar
  2. 2.
    H. Yamada, H. Kiyohara, J. C. Cyong, Y. Kojima, Y. Kumazawa, and Y. Otsuka,Planta Med.,50, No. 2, 163 (1984).Google Scholar
  3. 3.
    H. Yamada, K. Ohtani, H. Kiyohara, J. C. Cyong, Y. Otsuka, Y. Ueno, and S. Omura,Planta Med., No. 2, 121 (1985).Google Scholar
  4. 4.
    H. Yamada, Y. Otsuka, and S. Omura,Planta Med., No. 4, 311 (1986).Google Scholar
  5. 5.
    H. Yamada, T. Nagai, J. C. Cyong, Y. Otsuka, M. Tomoda, N. Shimizu, and K. Shimada,Carbohydr. Res.,141, 101 (1985).Google Scholar
  6. 6.
    M. tomoda, M. Takahashi, and S. Nakatsuka,Chem. Pharm. Bull.,21, 707 (1973).Google Scholar
  7. 7.
    M. Tomoda, M. Yokoi, and K. Ishihawa,Chem. Pharm. Bull.,29, 2887 (1981).Google Scholar
  8. 8.
    M. Tomoda, N. Shimizu, K. Shimada, K. Gonda, and T. Sakabe,Chem. Pharm. Bull.,32, 2182 (1984).Google Scholar
  9. 9.
    M. Tomoda, S. Kaneko, M. Eboshi, and T. Naganura,Chem. Pharm. Bull.,25, 1357 (1977).Google Scholar
  10. 10.
    M. Tomoda, N. Satoh, and K. Shimada,Chem. Pharm. Bull.,28, 824 (1980).Google Scholar
  11. 11.
    H. Wagner and A. Proksch,Int. Conf. Chem. Biotechnol. Biol. Acta Nat. Prod.,3, 200 (1981).Google Scholar
  12. 12.
    M. Tomoda and Y. Suzuki,Chem. Pharm. Bull.,25, 3061 (1977).Google Scholar
  13. 13.
    M. Tomoda, Y. Suzuki, and N. Satoh,Chem. Pharm. Bull.,27, 1651 (1979).Google Scholar
  14. 14.
    M. Tomoda, N. Shimizu, H. Suzuki, and T. Takasu,Chem. Pharm. Bull.,29, 2777 (1981).Google Scholar
  15. 15.
    M. Tomoda, K. Shimada, and N. Shimizu,Chem. Pharm. Bull.,31, 2677 (1983).Google Scholar
  16. 16.
    G. Yu. Lavrenova and I. P. Chernov,Pharmakol. Toksikol.,46, 85 (1983).Google Scholar
  17. 17.
    T. Fujiwara, E. Sugishita, T. Takeda, Y. Ogihara, M. Shimizu, M. Nomura, and Y. Tomita,Chem. Pharm. Bull.,32, 1385 (1984).Google Scholar
  18. 18.
    S. K. Sen, B. P. Chatterjee, and C. V. N. Rao,J. Chem. Soc. C, No. 10, 1788 (1971).Google Scholar
  19. 19.
    N. N. Das, A. Das, and A. K. Mukherjee,Carbohydr. Res.,56, No. 2, 337 (1977).Google Scholar
  20. 20.
    K. Ghosh and A. Das,Carbohydr. Res.,126, 287 (1984).Google Scholar
  21. 21.
    S. Eda and K. Kato,Agric. Biol. Chem.,42, No. 12, 2253 (1978).Google Scholar
  22. 22.
    R. Toman, S. Karacsonyi, and V. Kovacik,Carbohydr. Res.,25, No. 2, 371 (1972).Google Scholar
  23. 23.
    G. T. Kanti and C. V. N. Rao,Indian J. Chem., Sect. B,23, No. 1, 52 (1984).Google Scholar
  24. 24.
    B. K. Srivastava and C. S. Pande,Planta Med.,25, 92 (1974).Google Scholar
  25. 25.
    A. M. Unrau,Can. J. Chem.,42, No. 4, 916 (1964).Google Scholar
  26. 26.
    P. Andrews, L. Hough, and J. K. N. Jones,J. Chem. Soc., 806 (1954).Google Scholar
  27. 27.
    R. K. Basak and A. K. Mukherjee,Carbohydr. Res.,110, No. 1, 145 (1982).Google Scholar
  28. 28.
    R. Pressey and D. S. Himmelsbach,Carbohydr. Res.,127, No. 2, 356 (1984).Google Scholar
  29. 29.
    P. J. Wood and I. R. Siddiqui,Carbohydr. Res.,22, No. 1, 212 (1972).Google Scholar
  30. 30.
    R. D. Tiwari and H. L. Tripathi,Planta Med.,29, 376 (1976).Google Scholar
  31. 31.
    G. A. Adams and C. T. Bishop,Can. J. Chem.,38, No. 12, 2380 (1960).Google Scholar
  32. 32.
    S. Bose and P. L. Soni,J. Indian Chem. Soc.,49, No. 6, 593 (1972).Google Scholar
  33. 33.
    S. Bose and P. L. Soni,Indian J. Chem.,11, 996 (1973).Google Scholar
  34. 34.
    A. K. Bhattacharyya and C. V. N. Rao,Can. J. Chem.,42, No. 1, 107 (1964).Google Scholar
  35. 35.
    A. K. Gupta and S. Mukherjee,Indian J. Chem.,11, No. 7, 648 (1973).Google Scholar
  36. 36.
    R. Oshima and J. Kumanotoni,Carbohydr. Res.,127, No. 1, 43 (1984).Google Scholar
  37. 37.
    K. Ohtani, K. Mizutani, S. Hatono, R. Kasai, R. Sumino, T. Shiota, M. Ushijima, J. Zhou, T. Fuwa, and O. Tanaka,Planta Med.,53, No. 2, 166 (1987).Google Scholar
  38. 38.
    J. Varlien, A. Liptak, and H. Wagner,Phytochemistry,28, No. 9, 2379 (1989).Google Scholar
  39. 39.
    A. O. Arifkhodzhaev and E. S. Kondratenko,Khim. Prir. Soedin., 230 (1983).Google Scholar
  40. 40.
    A. O. Arifkhodzhaev and D. A. Rakhimov,Khim. Prir. Soedin., 434 (1992).Google Scholar
  41. 41.
    A. O. Arifkhodzhaev,Khim. Prir. Soedin., 530 (1996).Google Scholar
  42. 42.
    A. O. Arifkhodzhaev,Khim. Prir. Soedin., 534 (1996).Google Scholar
  43. 43.
    R. Siddiqui and P. J. Wood,Carbohydr. Res.,24, No. 1, 1 (1972).Google Scholar
  44. 44.
    Y. Tsumuraya, Y. Hashimoto, and S. Yamamoto,Carbohydr. Res.,161, No. 1, 113 (1987).Google Scholar
  45. 45.
    A. E. Clarke, R. L. Anderson, and B. A. Stone,Phytochemistry,18, No. 4, 521 (1979).Google Scholar
  46. 46.
    J. D. Blake, M. L. Clarke, and P. L. Jansson,Carbohydr. Res.,115, 265 (1983).Google Scholar
  47. 47.
    H. Neukom and H. Markwalder,Carbohydr. Res.,39, No. 2, 387 (1975).Google Scholar
  48. 48.
    G. F. Antonova and A. I. Usov,Bioorg. Khim.,10, No. 2, 1664 (1984).Google Scholar
  49. 49.
    S. Karacsonyi, V. Kovacik, J. Alfold, and M. Kubackova,Carbohydr. Res.,134, 265 (1984).Google Scholar
  50. 50.
    M. Tomoda, N. Shimizu, M. Kanari, R. Gonda, S. Arai, and Y. Okuda,Chem. Pharm. Bull.,38, No. 6, 1667 (1990).Google Scholar
  51. 51.
    N. Shimizu, M. Tomoda, M. Kanari, R. Gonda, A. Satoh, and N. Satoh,Chem. Pharm. Bull.,38, No. 11, 3069 (1990).Google Scholar
  52. 52.
    R. Ramachandran and B. C. Joshi,Phytochemistry,7, No. 11, 2057 (1968).Google Scholar
  53. 53.
    D. M. W. Anderson and A. Hendrie,Carbohydr. Res.,26, No. 1, 105 (1973).Google Scholar
  54. 54.
    S. R. Chaudhuri and S. K. Mukherjee,J. Indian Chem. Sov.,46, 109 (1969).Google Scholar
  55. 55.
    D. M. W. Anderson and A. Hendrie,Carbohydr. Res.,22, No. 2, 265 (1972).Google Scholar
  56. 56.
    S. Guha, S. Basu, and C. V. N. Rao,Indian J. Chem., Sect. B,24, No. 2, 171 (1985).Google Scholar
  57. 57.
    A. Yagi, H. Nishimura, T. Shida, and I. Nishioka,Planta Med.,3, 213 (1986).Google Scholar
  58. 58.
    R. Gupta, O. C. D. Gupta, P. C. Gupta, and C. S. Pande,Planta Med.,37, No. 1 94 (1979).Google Scholar
  59. 59.
    N. Shimizu and M. Tomoda,Chem. Pharm. Bull.,35, No. 12, 4981 (1987).Google Scholar
  60. 60.
    N. Shimizu, H. Asahara, M. Tomoda, R. Gonda, and N. Ohara,Chem. Pharm. Bull.,39, No. 10, 2630 (1991).Google Scholar
  61. 61.
    A. K. Sen, A. K. Das, and N. Banerji,Indian J. Chem., Sect. B 32, 862 (1993).Google Scholar
  62. 62.
    P. K. Gosal and S. Thakur,Carbohydr. Res.,112, No. 2, 253 (1983).Google Scholar
  63. 63.
    C. T. Bishop,Can. J. Chem.,35, No. 9, 1010 (1957).Google Scholar
  64. 64.
    M. L. Wolfrom and D. L. Patin,J. Org. Chem.,30, No. 12, 4060 (1965).Google Scholar
  65. 65.
    A. Roy, A. K. Mukherjee, and C. V. N. Rao,Carbohydr. Res.,41, 219 (1975).Google Scholar
  66. 66.
    A. Roy, A. K. Mukherjee, and C. V. N. Rao,Carbohydr. Res.,54, 115 (1977).Google Scholar
  67. 67.
    A. Roy, S. B. Bhattacharya, A. K. Mukherjee, and C. V. N. Rao,Carbohydr. Res.,54, 87 (1976).Google Scholar
  68. 68.
    N. Sarkar and B. P. Chatterjee,Carbohydr. Res.,112, 113 (1983).Google Scholar
  69. 69.
    N. Sarkar and B. P. Chatterjee,Carbohydr. Res.,125, 145 (1984).Google Scholar
  70. 70.
    N. Sarkar and B. P. Chatterjee,Carbohydr. Res.,127, No. 2, 283 (1984).Google Scholar
  71. 71.
    H. Kiyohara, H. Yamada, J.-C. Cyong, and Y. Otsuka,J. Pharmacobio.-Dyn.,9, No. 4, 339 (1986).Google Scholar
  72. 72.
    H. Kiyohara, H. Yamada, and Y. Otsuka,Carbohydr. Res.,167, 221 (1987).Google Scholar
  73. 73.
    H. Kiyohara and H. Yamada,Carbohydr. Res.,193, 173 (1989).Google Scholar
  74. 74.
    S. C. Churms and A. M. Stephen,Carbohydr. Res.,19, No. 2, 211 (1971).Google Scholar
  75. 75.
    G. O. Aspinall, J. A. Molloy, and C. C. Whitehead,Carbohydr. Res.,12, 143 (1970).Google Scholar
  76. 76.
    S. Das, P. K. Ghosal, and B. Ray,Carbohydr. Res.,207, No. 2, 336 (1990).Google Scholar
  77. 77.
    E. Mackawa and K. Kitao,Agric. Biol. Chem.,37, 2445 (1973).Google Scholar
  78. 78.
    E. Mackawa,Agric. Biol. Chem.,39, No. 12, 2291 (1975).Google Scholar
  79. 79.
    E. S. Amin, O. M. Awad, and M. M. El-Sayad,Carbohydr. Res.,15, 159 (1970).Google Scholar
  80. 80.
    O. Larm, O. Theander, and P. Aman,Acta Chem. Scand. B,29, 1011 (1975).Google Scholar
  81. 81.
    P. A. Gleeson and A. E. Clarke,Carbohydr. Res.,83, 187 (1980).Google Scholar
  82. 82.
    M. Morita,Agric. Biol. Chem.,29, No. 6, 562 (1965).Google Scholar
  83. 83.
    M. Morita,Agric. Biol. Chem.,29, No. 7, 626 (1965).Google Scholar
  84. 84.
    E. L. Hirst, J. K. N. Jones, and W. O. Walder,J. Chem. Soc., 1225 (1947);Chem. Abstr.,42, 1203d (1947).Google Scholar
  85. 85.
    M. Tomoda and M. Kitamura,Chem. Pharm. Bull.,15, No. 7, 1021 (1967);Ref. Zh. Biokhim.,5, No. 11, 5F1015 (1968).Google Scholar
  86. 86.
    C. W. Ford,Phytochemistry,11, 2559 (1972).Google Scholar
  87. 87.
    M. A. Jermyn and Y. M. Yeow,Aust. J. Plant Physiol.,2, No. 4, 501 (1975).Google Scholar
  88. 88.
    G. B. Hawes and G. A. Adams,Phytochemistry,11, 1461 (1972).Google Scholar
  89. 89.
    G. O. Aspinall and C. C. Whitehead,Can. J. Chem.,48, 3840 (1970).Google Scholar
  90. 90.
    M. A. Jermyn and Y. M. Yeow,Aust. J. Plant Physiol.,2, No. 4, 501 (1975).Google Scholar
  91. 91.
    G. O. Aspinall and K. G. Rosell,Phytochemistry,17, 919 (1978).Google Scholar
  92. 92.
    J. B. C. Correa and J. D. Fontana,An. Acad. Bras. Cienc.,43, 803 (1971);Chem. Abstr.,77, 137362d (1972).Google Scholar
  93. 93.
    T. Mizuno and E. Harghima,J. Agric. Chem. Soc.,44, 202 (1970).Google Scholar
  94. 94.
    G. O. Aspinall,Advan. Carbohyd. Chem. Biochem.,24, 333 (1969).Google Scholar
  95. 95.
    D. H. Northcote,Methods Carbohydr. Chem., New York and London, Vol. 5, p. 49 (1965).Google Scholar
  96. 96.
    H. Determann,Gelchromatographie: Gelfiltration, Gelpermeation, Molekuelsiebe, Springer-Verlag, Berlin (1967).Google Scholar
  97. 97.
    O. S. Chizhov, L. A. Polyakov, and N. K. Kochetkov,Dokl. Akad. Nauk SSSR,158, No. 3, 685 (1964).Google Scholar
  98. 98.
    G. Petersson,Tetrahedron,25, No. 18, 4437 (1969).Google Scholar
  99. 99.
    L. S. Golovkina, O. S. Chizhov, and N. S. Vul'fson,Izv. Akad. Nauk SSSR. Ser. Khim., No. 11, 1915 (1966).Google Scholar
  100. 100.
    N. Shimizu, M. Tomoda, K. Takada, and R. Gonda,Chem. Pharm. Bull.,40, 2125 (1992).Google Scholar

Copyright information

© Kluwer Academic/Plenum Publishers 2000

Authors and Affiliations

  • A. O. Arifkhodzhaev

There are no affiliations available

Personalised recommendations