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Chemical Compound Review

CHEMBL63139     (8R,8aR)-1,2,3,5,6,7,8,8a...

Synonyms: CHEBI:202237, NSC614553, AC1L79LA, NCI60_004937, 72741-87-8
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Disease relevance of swainsonine


High impact information on swainsonine

  • Galectin-1-induced apoptosis required expression of CD45, and was decreased when N-glycan elongation was blocked by treatment of the cells by swainsonine, whereas inhibition of O-glycan elongation potentiated the apoptotic effect of galectin-1 [5].
  • Cell-bound ManBSA-colloidal gold conjugate was localized by electron microscopy to clathrin-coated pits on the cell surface, and was found to undergo internalization to endosomes; this was inhibitable by weak bases and swainsonine, that also inhibited ligand-induced mitogenesis [6].
  • Protective effects of swainsonine on murine survival and bone marrow proliferation during cytotoxic chemotherapy [7].
  • Swainsonine, a plant alkaloid and potent inhibitor of Asn-linked oligosaccharide processing, has previously been shown to inhibit organ colonization by metastatic murine tumor cells and to inhibit the growth of transformed fibroblasts in soft agar [2].
  • We have previously shown that swainsonine, administered systemically to C57BL/6 mice, inhibited the pulmonary metastasis of iv injected B16-F10 melanoma cells by a mechanism involving interleukin-2 production and augmentation of natural killer cell activity [1].

Chemical compound and disease context of swainsonine


Biological context of swainsonine


Anatomical context of swainsonine


Associations of swainsonine with other chemical compounds


Gene context of swainsonine


Analytical, diagnostic and therapeutic context of swainsonine

  • If these results are confirmed in humans, swainsonine may offer promise in future intensive chemotherapy programs, allowing increased dosage and/or frequency of administration of cytotoxic agents without increasing toxic effects in bone marrow [7].
  • In this report, we show that swainsonine has antiproliferative activity against human tumor cells growing in tissue culture and as tumor xenografts in nude mice [2].
  • Increased sensitivity to lysis occurs after treatment with other N-glycan processing inhibitors that promote accumulation of high mannose-type glycosides (deoxymannojirimycin and swainsonine) [31].
  • Culture media from JEG cells incubated in the presence or absence of Swainsonine were filtered on Sephadex G-100, and free alpha was identified by radioimmunoassay [32].
  • The SW effect would appear to be due to a direct interaction of SW with a cell surface structure involved in syngeneic rosette formation rather than the known ability of SW to block the processing of N-linked sugar structures [33].


  1. Swainsonine inhibition of spontaneous metastasis. Newton, S.A., White, S.L., Humphries, M.J., Olden, K. J. Natl. Cancer Inst. (1989) [Pubmed]
  2. Inhibition of human HT29 colon carcinoma growth in vitro and in vivo by swainsonine and human interferon-alpha 2. Dennis, J.W., Koch, K., Beckner, D. J. Natl. Cancer Inst. (1989) [Pubmed]
  3. In vivo induction of gliadin-mediated enterocyte damage in rats by the mannosidase inhibitor, swainsonine: a possible animal model for celiac disease. Köttgen, E., Beiswenger, M., James, L.F., Bauer, C. Gastroenterology (1988) [Pubmed]
  4. Ectopic dendrites occur only on cortical pyramidal cells containing elevated GM2 ganglioside in alpha-mannosidosis. Goodman, L.A., Livingston, P.O., Walkley, S.U. Proc. Natl. Acad. Sci. U.S.A. (1991) [Pubmed]
  5. Apoptosis of T cells mediated by galectin-1. Perillo, N.L., Pace, K.E., Seilhamer, J.J., Baum, L.G. Nature (1995) [Pubmed]
  6. A mannose receptor mediates mannosyl-rich glycoprotein-induced mitogenesis in bovine airway smooth muscle cells. Lew, D.B., Songu-Mize, E., Pontow, S.E., Stahl, P.D., Rattazzi, M.C. J. Clin. Invest. (1994) [Pubmed]
  7. Protective effects of swainsonine on murine survival and bone marrow proliferation during cytotoxic chemotherapy. Oredipe, O.A., White, S.L., Grzegorzewski, K., Gause, B.L., Cha, J.K., Miles, V.A., Olden, K. J. Natl. Cancer Inst. (1991) [Pubmed]
  8. Inhibition of experimental metastasis by castanospermine in mice: blockage of two distinct stages of tumor colonization by oligosaccharide processing inhibitors. Humphries, M.J., Matsumoto, K., White, S.L., Olden, K. Cancer Res. (1986) [Pubmed]
  9. Effects of swainsonine and polyinosinic:polycytidylic acid on murine tumor cell growth and metastasis. Dennis, J.W. Cancer Res. (1986) [Pubmed]
  10. The effects of processing inhibitors of N-linked oligosaccharides on the intracellular migration of glycoprotein E2 of mouse hepatitis virus and the maturation of coronavirus particles. Repp, R., Tamura, T., Boschek, C.B., Wege, H., Schwarz, R.T., Niemann, H. J. Biol. Chem. (1985) [Pubmed]
  11. Reduced glycosylation of human cell lines increases susceptibility to CD4-independent infection by human immunodeficiency virus type 2 (LAV-2/B). Talbot, S.J., Weiss, R.A., Schulz, T.F. J. Virol. (1995) [Pubmed]
  12. The mannosidase inhibitors 1-deoxymannojirimycin and swainsonine have no effect on the biosynthesis and infectivity of Rous sarcoma virus. Bosch, J.V., Tlusty, A., McDowell, W., Legler, G., Schwarz, R.T. Virology (1985) [Pubmed]
  13. Saccharides mediate the attachment of rat macrophages to bone in vitro. Bar-Shavit, Z., Teitelbaum, S.L., Kahn, A.J. J. Clin. Invest. (1983) [Pubmed]
  14. Inhibition of N-linked oligosaccharide trimming mannosidases blocks human B cell development. Tulp, A., Barnhoorn, M., Bause, E., Ploegh, H. EMBO J. (1986) [Pubmed]
  15. Lysosomal delivery of the major myelin glycoprotein in the absence of myelin assembly: posttranslational regulation of the level of expression by Schwann cells. Brunden, K.R., Poduslo, J.F. J. Cell Biol. (1987) [Pubmed]
  16. Reduced contact-inhibition and substratum adhesion in epithelial cells expressing GlcNAc-transferase V. Demetriou, M., Nabi, I.R., Coppolino, M., Dedhar, S., Dennis, J.W. J. Cell Biol. (1995) [Pubmed]
  17. Functionally distinct roles for glycosylation of alpha and beta integrin chains in cell-matrix interactions. Chammas, R., Veiga, S.S., Travassos, L.R., Brentani, R.R. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
  18. Tumor cell surface beta 1-4-linked galactose binds to lectin(s) on microvascular endothelial cells and contributes to organ colonization. Cornil, I., Kerbel, R.S., Dennis, J.W. J. Cell Biol. (1990) [Pubmed]
  19. Effects of swainsonine on rat liver and kidney: biochemical and morphological studies. Novikoff, P.M., Touster, O., Novikoff, A.B., Tulsiani, D.P. J. Cell Biol. (1985) [Pubmed]
  20. Swainsonine: an inhibitor of glycoprotein processing. Elbein, A.D., Solf, R., Dorling, P.R., Vosbeck, K. Proc. Natl. Acad. Sci. U.S.A. (1981) [Pubmed]
  21. Glucocorticoids modulate macrophage surface oligosaccharides and their bone binding activity. Bar-Shavit, Z., Kahn, A.J., Pegg, L.E., Stone, K.R., Teitelbaum, S.L. J. Clin. Invest. (1984) [Pubmed]
  22. Transformation by the v-fms oncogene product: role of glycosylational processing and cell surface expression. Nichols, E.J., Manger, R., Hakomori, S., Herscovics, A., Rohrschneider, L.R. Mol. Cell. Biol. (1985) [Pubmed]
  23. Evidence that high mannose glycopeptides are able to functionally interact with recombinant tumor necrosis factor and recombinant interleukin 1. Muchmore, A., Decker, J., Shaw, A., Wingfield, P. Cancer Res. (1990) [Pubmed]
  24. Augmentation of murine natural killer cell activity by swainsonine, a new antimetastatic immunomodulator. Humphries, M.J., Matsumoto, K., White, S.L., Molyneux, R.J., Olden, K. Cancer Res. (1988) [Pubmed]
  25. Swainsonine and castanospermine blockade of mannose glycoprotein uptake by macrophages. Apparent inhibition of receptor-mediated endocytosis by endogenous ligands. Chung, K.N., Shepherd, V.L., Stahl, P.D. J. Biol. Chem. (1984) [Pubmed]
  26. N-acetylglucosaminyltransferase V (Mgat5)-mediated N-glycosylation negatively regulates Th1 cytokine production by T cells. Morgan, R., Gao, G., Pawling, J., Dennis, J.W., Demetriou, M., Li, B. J. Immunol. (2004) [Pubmed]
  27. CD22 antigen: biosynthesis, glycosylation and surface expression of a B lymphocyte protein involved in B cell activation and adhesion. Schwartz-Albiez, R., Dörken, B., Monner, D.A., Moldenhauer, G. Int. Immunol. (1991) [Pubmed]
  28. Comparison of biological activity among nonfucosylated therapeutic IgG1 antibodies with three different N-linked Fc oligosaccharides: the high-mannose, hybrid, and complex types. Kanda, Y., Yamada, T., Mori, K., Okazaki, A., Inoue, M., Kitajima-Miyama, K., Kuni-Kamochi, R., Nakano, R., Yano, K., Kakita, S., Shitara, K., Satoh, M. Glycobiology (2007) [Pubmed]
  29. Disruption of Plasmodium falciparum-infected erythrocyte cytoadherence to human melanoma cells with inhibitors of glycoprotein processing. Wright, P.S., Cross-Doersen, D.E., Schroeder, K.K., Bowlin, T.L., McCann, P.P., Bitonti, A.J. Biochem. Pharmacol. (1991) [Pubmed]
  30. Evaluation of the effects of swainsonine, captopril, tangeretin and nobiletin on the biological behaviour of brain tumour cells in vitro. Rooprai, H.K., Kandanearatchi, A., Maidment, S.L., Christidou, M., Trillo-Pazos, G., Dexter, D.T., Rucklidge, G.J., Widmer, W., Pilkington, G.J. Neuropathol. Appl. Neurobiol. (2001) [Pubmed]
  31. Role of target cell glycoproteins in sensitivity to natural killer cell lysis. Ahrens, P.B. J. Biol. Chem. (1993) [Pubmed]
  32. N-linked oligosaccharides on free alpha interfere with its ability to combine with human chorionic gonadotropin-beta subunit. Blithe, D.L. J. Biol. Chem. (1990) [Pubmed]
  33. Dependence of mouse thymocyte-erythrocyte rosette formation on complete identity at class-I-MHC. Sem, A., Sambhara, S., Chadwick, B.S., Miller, R.G. J. Cell. Physiol. (1991) [Pubmed]
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