Synthesis of potent β-D-glucocerebrosidase inhibitors: N-alkyl-β-valienamines

Bioorganic and Medicinal Chemistry Letters

Volumn 6, Issue 8, 1996, Pages 929-932

  Ogawa, Seiichiro ^a   Ashiuraa, Makoto ^a   Uchida, Chikara ^a   Watanabe, Shinsuke ^a   Yamazaki, Chihiro ^b   Yamagishib, Kiwamu ^b   Inokuchi, Jin Ichi ^b  

^a KEIO UNIVERSITY   (Japan)

^b SEIKAGAKU CORPORATION   (Japan)

Author keywords

5a carba sugar derivatives; carbohydrate mimics; glycosidase inhibitors; N alkyl glycosylamine analogues; glucocerebrosidase inhibitors

Indexed keywords

5A CARBAGLUCOSYLCERAMIDE; ALPHA GLUCOSIDASE; BETA VALIENAMINE; BETA VALIENAMINE DERIVATIVE; CARBOHYDRATE DERIVATIVE; CERAMIDE DERIVATIVE; CONDURITOL B EPOXIDE; ENZYME INHIBITOR; GLUCOSYLCERAMIDASE; UNCLASSIFIED DRUG;

ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; ENZYME INHIBITION; LIVER MICROSOME; MOUSE; NONHUMAN;

EID: 0029875648     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0960-894X(96)00146-1     Document Type: Article

References (9)

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3. Inokuchi, J.-i.; Jimbo, M.; Momosaki, K.; Shimeno, H.; Nagamatsu, A.; Radin, N. S. Cancer Res. 1990, 50, 6731. Radin, N. S.; Shayman, J. A.; Inokuchi, J.-i. Advan. Lipid Res. 1993, 183.
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5. Ogawa, S.; Uchida, C.; Shibata, Y. Carbohydr. Res. 1992, 223, 279.
6. 2-2′, 3′, 4′, 5′, 6′, 7′), 0.89 (t, 3 H, J 6.6 Hz, Me).
7. All other compounds described herein gave the spectral data consistent with the assigned structures.
8. 4 and counted without removing the precipitated protein. α-Glucosidase: The assay was performed with p-nitrophenyl α-D-glucopyranoside (0.66 mM) as substrates in 0.1 M phosphate buffer, pH 6.8, with α-glucosidase from Baker's yeasts reported (Uchida, C.; Kimura, H.; Ogawa, S. Bioorg. Med. Chem. Lett. 1994, 22, 2643).
9. 4 and counted without removing the precipitated protein. α-Glucosidase: The assay was performed with p-nitrophenyl α-D-glucopyranoside (0.66 mM) as substrates in 0.1 M phosphate buffer, pH 6.8, with α-glucosidase from Baker's yeasts reported (Uchida, C.; Kimura, H.; Ogawa, S. Bioorg. Med. Chem. Lett. 1994, 22, 2643).