Inhibition of mouse tumor metastasis with nojirimycin-related compounds

Journal of Antibiotics

Volumn 49, Issue 2, 1996, Pages 155-161

  Tsuruoka, Tsutomu ^a   Fukuyasu, Harumi ^a   Ishii, Miyuki ^a   Usui, Takayuki ^a   Shibahara, Seiji ^a   Inouye, Shigeharu ^a  

^a MEIJI SEIKA KAISHA LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1 DEOXYNOJIRIMYCIN; ALPHA GLUCOSIDASE; BETA GLUCOSIDASE; BETA GLUCURONIDASE; BETA MANNOSIDASE; CP 3041; CP 3043; CP 3045; CP 3048; CP 3068; CP 3069; DRUG DERIVATIVE; GLUCARO 1,5 LACTAM; NOJIRIMYCIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CONTROLLED STUDY; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN CELL; LUNG METASTASIS; MELANOMA B16; METASTASIS; METASTASIS INHIBITION; MOUSE; NONHUMAN; PRIORITY JOURNAL; RAT;

EID: 0030001612     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.7164/antibiotics.49.155     Document Type: Article

References (21)

1. INOUYE, S. & M. SEZAKI: Antagonistic amino acids and carbohydrates from microbial sources. Sci. Reports of Meiji Seika Kaisha 29: 43-122, 1990
2. NIWA, T.; S. INOUYE, T. TSURUOKA, Y. KOAZE & T. NIIDA: "Nojirimycin" as a potent inhibitor of glucosidase. Agr. Biol. Chem. 34: 966-968, 1970
3. FUKUYASU, H.; T. TSURUOKA & Y. YAMAMOTO: Antimetastatic activities of nojirimycin-related compounds. Abstract of the 109th annual meeting of the pharmaceutical society of Japan. No. 6B 9-4, Nagoya, Japan, 1989 (In Japanese)
4. TSUKAMOTO, K.; A. UNO, Y. KUBOTA, S. SHIMADA, Y. HORI & G. IMOKAWA: Role of asparagine-linked carbohydrates in pulmonary metastasis of B16-F10 murine melanoma cells: implication through glycosylation inhibition by nojirimycin. Melanoma Res. 2: 33-39, 1992
5. TSURUOKA, T.; T. NIWA, T. SHÖMURA, T. MATSUNO, N. ITOH, S. INOUYE & T. NIIDA: Synthesis of D-glucaro-δ-lactam, an oxidation product of Nojirimycin. Sci. Reports of Meiji Seika Kaisha 13: 80-84, 1973
6. TSURUOKA, T.; H. FUKUYASU, M. AZETAKA, Y. IIZUKA, S. INOUYE, M. HOSOKAWA & H. KOBAYASHI: Inhibition of pulmonary metastases and Tumor cell invasion in experimental tumors by sodium D-glucaro-δ-lactam (ND2001). Jpn. J. Cancer Res. 86: 41-47, 1995
7. NIWA, T.; T. TSURUOKA, S. INOUYE, Y. NAITO, T. KOEDA & T. NIIDA: A new potent β-glucuronidase inhibitor, D-glucaro-δ-lactam derived from nojirimycin. J. Biochem. 72: 207-211, 1972
8. NIWA, T.; T. TSURUOKA, H. GOI, Y. KODAMA, J. ITOH, S. INOUYE, Y. YAMADA, T. NIIDA, M. NOBE & Y. OGAWA: Novel glycosidase inhibitors, nojirimycin B and D-mannonic-δ-lactam: isolation, structure determination and biological property. J. Antibiotics 37: 1579-1586, 1984
9. INOUYE, S.; T. TSURUOKA, T. ITO & T. NIIDA: Structure and synthesis of nojirimycin. Tetrahedron 23: 2125-2144, 1968
10. SCHMIT, D. D.; W. FROMMER, L. MÜLLER & E. TRUSCHEIT: Glucosidase-Inhibitoren aus Bazillen, Naturwissenschaften 66: 584-585, 1979
11. MANNING, K. S.; D. G. LYNN, J. SHABANOWITZ, L. E. FELLOWS, M. SINGH & B. D. SCHRIRE: A glucuronidase inhibitor from the seeds of Baphia racemosa: application of fast atom bombardment coupled with collision activated dissociation in natural product structure assignment. J. Chem. Soc. Chem. Commun. 127-129, 1985
12. CENCI DI BELLO, I.; P. DORLING, L. FELLOWS & B. WINCHESTER: Specific inhibition of human β-D-glucuronidase and α-L-iduronidase by a trihydroxy pipecolic acid of plant origin. FEBS Lett. 176: 61-64, 1984
13. HUANG, S.-B.; J. S. NELSON & D. D. WELLER: Preparation of optically pure ω-hydroxymethyl lactams. Synth. Commun. 19: 3485-3496, 1989
14. ISHIKAWA, M.; M. HOSOKAWA, N. OH-HARA, Y. NIHO & H. KODAYASIII: Marked granulocytosis in C57BL/6 mice bearing a transplanted BMT-11 fibrosarcoma. J. Natl. Cancer Inst. 78: 567-571, 1987
15. KOGA, Y.; J. HAMADA, N. TAKEICHI, A. NAKANE, T. MINAGAWA & H. KOBAYASHI: Activation of natural resistance against lung metastasis of an adenocarcinoma in T-cell depressed spontaneously hypertensive rats by infection with Listeria monocytogenes, Cancer Immunol. Immunother. 20: 103-108, 1985
16. NAKAJIMA, M.; T. IRIMURA & G. L. NICOLSON: A solid-phase substrate of heparanase: its application to assay of human melanoma for heparan sulfate degradative activity. Anal. Biochem. 157: 162-171, 1986
17. HUMPHRIES, M. J.; K. MATSUMOTO, S. L. WHITE & K. OLDEN: Inhibition of experimental metastasis by castano-spermine in mice: blockage of two distinct stages of tumor colonization by oligosaccharide processing inhibitors. Cancer Res. 46: 5215-5222, 1986
18. ATSUMI, S.; C. NOSAKA, Y. OCHI, H. IINUMA & K. UMEZAWA; Inhibition of experimental metastasis by an α-glucosidase inhibitor, 1,6-epi-cyclophellitol. Cancer Res. 53: 4896-4899, 1993
19. SLOANE, B. F.; J. R. DUNN & K. V. HONN: Lysosomal cathepsin B: correlation with metastatic potential. Science 212: 1151-1153, 1981
20. NAKAO, H.; K. TAKAMORI & H. OGAWA: Interaction of tumor and surrounding tissue of mice inoculated B16 melanoma variants in terms of enzyme activity. Int. J. Biochem. 21: 739-743, 1989
21. NISHIMURA, Y.; T. KUDO, S. KONDO, T. TAKEUCHI, T. TSURUOKA, H. FUKUYASU & S. SHIBAHARA: Totally synthetic analogues of siastatin B. III. Trifluoroacetamide analogues having inhibitory activity for tumor metastasis. J. Antibiotics 47: 101-107, 1994