Inhibition of mouse tumor metastasis with nojirimycin-related compounds.
The antimetastatic activity of ten compounds structurally related to nojirimycin A was examined using a pulmonary metastatic model of mouse B16 melanoma. Nojirimycin B, deoxynojirimycin, D-gluco-delta-lactam, CP3068 and CP3069 are structural analogues of nojirimycin A, and showed potent or moderate antimetastatic activities. Nojirimycin A, nojirimycin B, deoxynojirimycin and D-gluco-delta-lactam showed potent or moderate inhibitory activities against alpha-glucosidase, beta-glucosidase and beta-mannosidase, but CP3068 and CP3069 in which the structures were related to D-gluco-delta-lactam showed no inhibitory activities. CP3041, CP3042, CP3043, CP3045 and CP3048 are analogues of sodium D-glucaro-delta-lactam (ND2001), a carboxy derivative of nojirimycin A, and showed potent or moderate antimetastatic activities. But no analogue was superior to ND2001 concerning with antimetastatic and anti-beta-glucuronidase activities. CP3041 and CP3042 showed potent and moderate inhibitory activities against beta-glucuronidase, respectively, but CP3043, CP3045 and CP3048 showed little or no activities.
Tsuruoka
T
T
Meiji Seika Kaisha, Ltd., Yokohama, Japan.
Fukuyasu
H
H
Ishii
M
M
Usui
T
T
Shibahara
S
S
Inouye
S
S
D017485:1-Deoxynojirimycin / Q000031:analogs & derivatives; D000818:Animals; D000903:Antibiotics, Antineoplastic / Q000737:chemistry / Q000494:pharmacology*; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D005966:Glucuronidase / Q000037:antagonists & inhibitors; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors; D008175:Lung Neoplasms / Q000517:prevention & control* / Q000556:secondary*; D009682:Magnetic Resonance Spectroscopy; D008546:Melanoma, Experimental / Q000473:pathology; D051379:Mice; D014407:Tumor Cells, Cultured
D000903:Antibiotics, Antineoplastic; D017485:1-Deoxynojirimycin; D006026:Glycoside Hydrolases; D005966:Glucuronidase; D005944:Glucosamine; C013626:nojirimycin