Abstract
A review is given of facts relating to the search for and study of bioglycan immunomodulators which are polysaccharides and glycoconjugates of natural origin and possess the capacity for stimulating or inhibiting the immunity of Man and animals to various diseases. The structural-chemical characteristics and biological properties of the following classes of bioglycan immunomodulators are discussed: bacterial lipopolysaccharides and peptidoglycans of marine organisms. Particular attention is devoted to marine invertebrates as an important source of active bioglycan immunomodulators. On the basis of information that has been accumulated on this question, it is suggested that the capacity for producing bioglycans with pronounced immunostimulating activity is a common property of marine invertebrates.
Similar content being viewed by others
Literature cited
É. V. Ermol'eva and G. E. Vaisberg, The Stimulation of the Nonspecific Resistance of the Organism and Bacterial Polysaccharides [in Russian], Moscow (1976).
K. P. Balitskii and I. G. Veksler, The Reactivity of the Organism and the Chemotherapy of Tumors [in Russian], Kiev (1975).
R. L. Whistler, A. A. Bushway, and P. P. Singh, Adv. Carbohydr. Chem. Biochem.,32, 235 (1976).
J. G. Holt (editor), The Shorter Bergey's Manual of Determinative Bacteriology, VIIIth ed., Williams and Wilkins, Baltimore (1977).
G. Drews, in: The Biology of the Blue-Green Algae, N. G. Carr and B. A. Whitton, eds., Blackwell Scientific Publications, Oxford (1973), pp. 96–116.
G. Weise, G. Drews, B. Jann, and K. Jann, Arch. Microbiol.,71, 89 (1970).
J. Weckesser, G. Drews, and H. Mayer, Annu. Rev. Microbiol.,33, 215 (1979).
L. V. Mikheyskaya [Mikheiskaya], R. G. Ovodova, and Yu. S. Ovodov, J. Bacteriol.,130, 1 (1977).
L. V. Mikheiskaya, R. G. Ovodova, and Yu. S. Ovodov, Khim. Prir. Soedin., 146 (1981).
W. Schmidt, G. Drews, J. Weckesser, I. Fromme, and D. Borowiak, Arch. Microbiol.,127, 209 (1980).
W. Schmidt, G. Drews, J. Weckesser, and H. Mayer, Arch. Microbiol.,127, 217 (1980).
J. Freund, Adv. Tubercul.,7, 130 (1956).
R. G. White, L. Berustock, R. G. Johns, and E. Lederer, Immunol.,1, 54 (1958).
I. Azuma, Y. Kishimoto, Y. Yamamura, and J. F. Petit, Jpn. J. Microbiol.,15, 193 (1971).
A. Adam, R. Ciorbaru, J. Petit, and E. Lederer, Proc. Natl. Acad. Sci. USA,69, 851 (1972).
I. G. Bogdanov, Symposium on Antibiotics, Prague, Abstracts of Papers (1959), pp. 120–121.
I. G. Bogdanov, P. G. Dalev, A. I. Gurevich, M. N. Kolosov, V. P. Mal'kova, L. A. Plemyannikova, and I. B. Sorokina, FEBS Lett.,57, 259 (1975).
G. H. Werner, R. Maral, F. Floch, and M. Joanne, Bull. Inst. Pasteur,75, 5 (1977).
A. R. Prevot, B. N. Halpern, G. Biozzi, C. Stiffel, D. Monton, J. C. Morard, I. Bouthillier, and C. Decrensefond, C. R. Acad. Sci. Paris, Ser. D,257, 13 (1963).
E. M. Hersch, G. M. Mavligit, J. U. Gutterman, and S. P. Richman, in: Cancer, E. F. Becker, ed., Vol. 6, Plenum, New York-Oxford (1977), pp. 425–532.
E. Lederer, J. Med. Chem.,23, 819 (1980).
A. Adam, J.-F. Petit, P. Lefrancier, and E. Lederer, Mol. Cell. Biochem.,41, 27 (1981).
D. Miglioze-Samour and P. Jolles, Biochem. Biophys. Res. Commun.,66, 1316 (1972).
I. J. Hiu, Nature New Biol.,238, 241 (1972).
R. Ciorbaru, A. Adam, J. F. Petit, E. Lederer, C. Bona, and L. Chedid, Infect. Immun.,11, 257 (1975).
F. Ellouz, A. Adam, R. Ciorbaru, and E. Lederer, Biochem. Biophys. Res. Commun.,59, 1317 (1974).
S. Kotani, Y. Watanabe, F. Kinoshita, T. Shimono, I. Morisani, T. Shiba, S. Kusumoto, Y. Tarumi, and K. Ikenaka, Biken J.,18, 105 (1975).
F. Audibert, L. Chedid, P. Lefrancier, and J. Choay, Cell. Immunol.,21, 243 (1976).
B. Heyner and E. T. Rietschel, Microbiology, 344 (1977).
A. Catero, S. B. Azevedo, A. E. Arêaleão, et al., Acta Univ. Intern. Contra Cancrum.,7, 448 (1951).
Z. T. Mankowski, Proc. Soc. Appl. Bacteriol.,83, 25 (1955).
Z. Mankowski, I. C. Diller, and M. E. Fisher, Cancer Res.,17, 382 (1957).
E. H. Lucas, R. L. Ringer, et al., Antibiot. Chemotherapy,7, 1 (1957).
G. Chihara, Y. Maeda, J. Hamuro, T. Sasaki, and F. Fukuoka, Nature (London),222, 687 (1969).
G. Chihara, J. Hamuro, Y. Y. Maeda, Y. Arai, and F. Fukuoka, Cancer Res.,30, 2776 (1970).
Y. Y. Maeda and G. Chihara, Nature (London),229, 634 (1971).
Y. Y. Maeda, J. Hamuro, Y. O. Yamada, K. Ishimura, and G. Chihara, in: Immunopotentiation. Ciba Foundation Symposium No. 18, Elsevier, Excerpta Medica, Amsterdam (1973), pp. 257–286.
G. Dennert and D. Tucker, J. Natl. Cancer Inst.,51, 1727 (1973).
J. Hamuro, M. Rollingholf, and H. Wagner, Cancer Res.,38, 3080 (1978).
T. Sasaki, N. Takasuka, G. Chihara, and Y. Y. Maeda, Gann,67, 191 (1976).
T. Sasaki and N. Takasuka, Carbohydr. Res.,47, 99 (1976).
M. P. Champion, C. R. Acad. Sci. Paris,75, 1526 (1872).
E. Fisher, Hedwigia,30, 61 (1891).
S. A. Warsi and W. J. Whelan, Chem. Ind. (London), 1573 (1957).
G. C. Hoffmann, B. W. Simson, and T. E. Timell, Carbohydr. Res.,20, 185 (1971).
H. Saito, A. Misaki, and T. Harada, Agric. Biol. Chem.,32, 1261 (1968).
G. Chihara, J. Hamuro, Y. Y. Maeda, Y. Arai, and F. Fukuoka, Nature (London),225, 943 (1970).
Y. Y. Maeda, J. Hamuro, and G. Chihara, Int. J. Cancer,8, 41 (1971).
J. Hamuro, Y. Yamashita, Y. Ohsaka, Y. Y. Maeda, and G. Chihara, Nature (London),233, 486 (1971).
H. Ito, J. Fujii, S. Naruse, M. Sugiura, and T. Miyazaki, Mie Med. J.,22, 103 (1972).
T. Miyazaki, T. Yadomae, M. Sugiura, H. Ito, K. Fujii, S. Naruse, and M. Kunihisa, Chem. Pharm. Bull.,22, 1739 (1974).
H. Ito, S. Naruse, and M. Sugiura, Folia Pharmacol. Jpn.,72, 77 (1976).
H. Ito, M. Sugiura, and M. Miyazaki, Chem. Pharm. Bull.,24, 2575 (1976).
T. Miyazaki and N. Oikawa, Chem. Pharm. Bull.,21, 2545 (1973).
T. Miyazaki, N. Oikawa, H. Yamada, and T. Yadomae, Carbohydr. Res.,65, 235 (1978).
T. Miyazaki, N. Oikawa, T. Yadomae, H. Yamada, Y. Yamada, Hong-Yen Hsu, and H. Ito, Carbohydr. Res.,69, 165 (1979).
Y. Ueno, Y. Okamoto, R. Yamauchi, and K. Kato, Carbohydr. Res.,101, 160 (1982).
T. Sasaki, Y. Arai, T. Ikekawa, G. Chihara, and F. Fukuoka, Chem. Pharm. Bull.,19, 821 (1971).
T. Usui, Y. Iwasaki, K. Hayashi, T. Mazuno, M. Tanaka, K. Shinkai, and M. Arakawa, Agric. Biol. Chem.,45, 323 (1981).
N. Komatsu, S. Okubo, S. Kikumoto, K. Kimura, G. Saito, and S. Sakai, Gann,60, 137 (1969).
N. Komatsu, S. Okubo, and S. Kikumoto, J. Antibiot. (Tokyo) Ser. B.,23, 157 (1970); Chem. Abstr.73, 129539 (1970).
S. Kikumoto, T. Miyama, S. Yoshizumi, S. Fujimoto, and K. Kimura, Nippon Nogei Kagaku Kaishi,44, 337 (1970); Chem. Abstr.,74, 61776g (1971).
K. Tabata, W. Ito, T. Kojima, S. Kawabata, and A. Misaki, Carbohydr. Res.,89, 121 (1981).
T. Sato, T. Norisuye, and H. Fujita, Carbohydr. Res.,95, 195 (1981).
J. Johnson, S. Kirkwood, A. Misaki, T. E. Nelson, J. V. Scaletti, and F. Smith, Chem. Ind. (London), 820 (1963).
P. P. Singh, R. L. Whistler, R. Tokuzen, and W. Nakahara, Carbohydr. Res.,37, 245 (1974).
S. Sakai, C. Takada, T. Kamasuka, K. Monioki, and J. Sugayama, Gann,59, 507 (1968).
S. A. Archer, J. R. Clamp, and O. Migliore, J. Gen. Microbiol.,102, 157 (1977).
Y. Sone, M. Kakuta, and A. Misaki, Agric. Biol. Chem.,42, 417 (1978).
A. Misaki, M. Kakuta, T. Sasaki, M. Tanaka, and H. Miyaji, Carbohydr. Res.,92, 115 (1981).
T. Sasaki, N. Abiko, Y. Sugino, and K. Nitta, Cancer Res.,38, 379 (1978).
T. Sasaki, N. Abiko, K. Nitta, N. Takasuka, and Y. Sugino, Eur. J. Cancer,15, 211 (1979).
N. I. Sukhareva-Nemakova, V. I. Brusovanik, N. M. Kalenik, and A. B. Silaev, in: Urgent Questions of Modern Oncology [in Russian], Moscow, No. 4 (1975), p. 220.
S. Ukai, K. Hirose, T. Kiho, C. Hara, T. Irikura, T. Kanechika, and Y. Hasegawa, Chem. Pharm. Bull.,20, 2293 (1972).
S. Ukai, K. Hirose, T. Kiho, and C. Hara, Chem. Pharm. Bull.,22, 1102 (1974).
S. Ukai, K. Hirose, T. Kiho, and C. Hara, Chem. Pharm. Bull.,25, 338 (1977).
T. Kiho, C. Hara, and S. Ukai, Chem. Pharm. Bull.,29, 225 (1981).
G. Chihara and Kobunshi, High Poly. Jpn.,26, 117 (1977).
A. Kakinuma, T. Asano, H. Torii, and Y. Sugino, Biochem. Biophys. Res. Commun.,101, 434 (1981).
F. Fukuoka, M. Nakanishi, S. Shibata, Y. Nishikawa, T. Takeda, and M. Tanaka, Gann,59, 421 (1968).
Y. Nishikawa, T. Takeda, S. Shibata, and F. Fukuoka, Chem. Pharm. Bull.,17, 1910 (1969).
M. Takeda, M. Funatsu, S. Shibata, and F. Fukuoka, Chem. Pharm. Bull.,20, 2445 (1972).
I. Yokota, S. Shibata, and H. Saito, Carbohydr. Res.,69, 252 (1979).
K. Takahashi, T. Takeda, S. Shibata, M. Inomata, and F. Fukuoka, Chem. Pharm. Bull.,22, 404 (1974).
Y. Nishikawa, K. Ohai, K. Takahashi, G. Kurono, F. Fukuoka, and M. Emori, Chem. Pharm. Bull.,22, 2692 (1974).
Y. Nishikawa, K. Yoshimoto, R. Horiuchi, K. Michishita, M. Okabe, and F. Fukuoka, Chem. Pharm. Bull.,27, 2065 (1979).
K. Takahashi, T. Kon, I. Yokota, and S. Shibata, Carbohydr. Res.,89, 166 (1981).
A. A. Zeidaka and Kh. F. Bass-Sharkhar, Zh. Prikl. Khim. Biokhim. Mikrobiol.,13, 359 (1977).
Kh. F. Bass-Sharkhan and A. A. Zeidaka, in: New Immunoregulating Drugs and Immunological Methods [in Russian], Riga (1978), p. 9.
Y. Nishikawa and H. Ohino, Chem. Pharm. Bull.,29, 3407 (1981).
L. Pillemer and E. Ecker, J. Biol. Chem.,137, 139 (1941).
L. Pillemer et al., J. Immunol.,71, 331 (1953).
D. Rowley, Lancet,1, 232 (1955).
S. M. Navashin, I. P. Fomina, and T. G. Terent'eva, Dokl. Akad. Nauk SSSR.158, 981 (1964).
W. T. Bradner, D. A. Clarke, and C. C. Stock, Cancer Res.,18, 347 (1958).
J. S. Kiser, H. Lindh, and G. C. DeMello, Ann. N.Y. Acad. Sci.,66, 312 (1956).
G. Mathé and J. Bernard, C. R. Acad. Sci. Paris,150, 1768 (1956).
H. F. Oettgen and W. W. Gallmeier, Dtsch. Med. Wschr.,93, 1157 (1968).
I. C. Diller, Z. T. Mankowski, and M. E. Fisher, Cancer Res.,23, 201 (1963).
K. Pfordte, Z. Naturforsch.,216, 56 (1966).
Kh. M. Veksler, Zh. U. Timoshenko, A. I. Keish, I. M. Remez, V. A. Sevast'yanova, and O. V. Popova, in: Nonspecific Stimulators of the Reactivity of the Organism and Their Use in Oncology [in Russian], Riga (1977), p. 104.
M. A. Kashkina and N. P. Elikov, Zh. Mikrobiol., Épidemiol. Immunobiol., No. 5, 86 (1977).
V. É. Liepa, S. A. Avertsev, and Kh. F. Bass-Sharkhan, in: Immunological Homeostasis and Immunoregulating Therapy [in Russian], Riga (1979), p. 133.
I. G. Veksler, Byull. Éksp. Biol. Med., No. 8, 64 (1980).
N. R. Di Luzio, Adv. Exp. Med. Bull.,73, 412 (1976).
N. R. Di Luzio, R. McNamee, E. Jones, J. A. Cook, and E. O. Hoffman, in: The Macrophages in Neoplasia, M. A. Fink, ed., Academic Press, New York (1976), p. 181.
N. R. Di Luzio and J. C. Pisano, J. Reticuloendothel. Soc.,7, 731 (1970).
A. F. Blyuger, Kh. M. Veksler, Ya. D. Keish, P. M. S"yakete, O. V. Popova, Kh. F. Bass-Sharkhan, and G. K. Zakenfel'd, in: New Immunoregulating Drugs and Immunological Methods [in Russian], Riga (1978), p. 5.
J. A. Cook, D. Taylor, C. Cohen, E. O. Hoffman, J. Rodriguez, V. Malshet, and N. R. Di Luzio, J. Reticuloendothel. Soc.,22, 21 (1977).
H. Mashiba, M. Gojobori, and K. Matsunaga, Gann,68, 703 (1977).
D. H. Northcote, Pure Appl. Chem.,7, 669 (1963).
C. E. Ballou and W. C. Raschke, Science,184, 127 (1974).
G. H. Fleet and D. J. Manners, J. Gen. Microbiol.,94, 180 (1976).
S. Suzuki, M. Suzuki, H. Hatsukaiwa, H. Sunayama, T. Suzuki, M. Uchiyama, F. Fukuoka, M. Nakonishi, and S. Akiya, Gann,60, 273 (1969); S. Suzuki, H. Natsukaiwa, H. Sunayama, M. Uchiyama, F. Fukuoka, M. Nakanishi, and S. Akiya, Gann,60, 65 (1969).
S. J. Riggi and N. R. Di Luzio, Fed. Proc.,20, 265 (1961).
I. C. Diller, M. E. Fisher, and D. Gable, Proc. Soc. Exp. Biol. Med.,117, 107 (1964).
D. J. Bell and D. H. Northcote, J. Chem. Soc., 1944 (1950).
R. J. Yu, C. T. Bishop, F. P. Cooper, F. Blank, and H. F. Hasenclever, Can. J. Chem.,45, 2264 (1967).
D. J. Manners, A. J. Masson, and J. C. Patterson, J. Gen. Microbiol.,80, 411 (1974).
D. J. Manners and M. T. Meyer, Carbohydr. Res.,57, 189 (1977).
W. C. Raschke, K. A. Kern, C. Antalis, and C. E. Ballou, J. Biol. Chem.,248, 4660 (1973).
C. E. Ballou, K. A. Kern, and W. C. Raschke, J. Biol. Chem.,248, 4667 (1973).
T. Matsumoto, M. Takanohashi, Y. Okubo, M. Suzuki, and S. Suzuki, Carbohydr. Res.,83, 363 (1980).
P. A. J. Gorin and J. F. T. Spencer, Adv. Carbohydr. Chem.,23, 367 (1968).
N. P. Elinov, “The antigenic determinants of yeasts,” in: Proceedings of the 4th International Symposium on Yeasts, Vienna, Part II (1974), pp. 35–48.
O. G. Sakandelidze and R. E. Kipiani, Biologically Active Substances of Hydrobionts — A New Source of Drugs [in Russian]. Kishinev (1979).
G. R. Pettit, Biosynthetic Products for Cancer Chemotherapy, Vol. 1, Plenum Press, New York-London (1977), pp. 165–175.
C. P. Li, A. Goldin, and J. L. Hartwell, Cancer Chemother. Rep., Part 2,4, 97–129 (1974).
M. R. Schmeer, Science,144, 413–414 (1964).
A. Hegyeli, Science,146, 77–79 (1964).
A. C. Schmeer, Physiol. Chem. Phys.,11, 415–424 (1979); Fed. Proc.,37, 317–323 (1978).
Yu. S. Ovodov, R. G. Gorshkova, S. V. Tomshich, and M. N. Adamenko, Comp. Biochem. Physiol.,29, 1093–1098 (1969).
N. A. C. Allison, J. S. Warington, and M. Birbeck, J. Exp. Med.,124, 141–149 (1966).
G. E. Davies, Immunology,8, 291–295 (1965).
J. A. Bash and J. R. Vago, J. Reticuloendothel. Soc.,28, 213–221 (1980).
V. M. Rumjanek, S. R. Watson, and V. S. Slijivic, Immunology,33, 423–432 (1977).
A. W. Thomson, Biomedicine,28, 148–160 (1978).
A. W. Thomson, E. F. Fowler, V. S. Slijivic, and L. Brent, Lancet, 1034 (1980).
A. W. Thomson, L. Brent, and E. F. Fowler, Lancet, 671 (1981).
P. C. Quan, J. P. Kolb, and G. Lespinats, Cell. Immunol.,37, 1–9 (1978).
J. P. Kolb, P. C. Quan, M. F. Poupon, and C. Desaymard, Cell. Immunol.,57, 348–360 (1981).
T. Sasaki, N. Takasuka, and N. Abiko, J. Natl. Cancer Inst.,60, 1499–1500 (1978).
Yu. S. Ovodov, R. G. Ovodova, and Yu. N. Loenko, The Chemistry and Biochemistry of Carbohydrates [in Russian], Pushchino (1982), pp. 4–5.
V. I. Molchanova, R. G. Ovodova, I. Perera, and Yu. S. Ovodov, Khim. Prir. Soedin., 677 (1982).
T. S. Zaporozhets, R. G. Ovodova, Yu. N. Loenko, and N. N. Besednova, Zh. Mikrobiol. Épidemiol. Immunobiol., No. 2, 106–107 (1981).
T. S. Zaporozhets, Yu. N. Loenko, R. G. Ovodova, N. F. Timchenko, N. G. Prokof'eva, and N. N. Besednova, Antibiotiki, No. 6, 460–465 (1981).
Additional information
Review lecture at the VIIth All-Union Conference on the Chemistry and Biochemistry of Carbohydrates, Pushchino-on-Oka, 1982.
Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 675–694, November–December, 1983.
Rights and permissions
About this article
Cite this article
Ovodov, Y.S., Ovodova, R.G. & Loenko, Y.N. Bioglycans as immunomodulators. Chem Nat Compd 19, 639–657 (1983). https://doi.org/10.1007/BF00575160
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/BF00575160