Novel glycosidase inhibitors, nojirimycin B and D-mannonic-.DELTA.-lactam. Isolation, structure determination and biological property
Autor: | Yoshio Kodama, Takashi Tsuruoka, Shigeharu Inouye, Taro Niida, Yasuaki Ogawa, Jiro Itoh, Yujiro Yamada, Misao Nobe, Hitoshi Goi, Tomizo Niwa |
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Rok vydání: | 1984 |
Předmět: |
Pharmacology
Glucosamine 1-Deoxynojirimycin Magnetic Resonance Spectroscopy Chemical Phenomena Glycoside Hydrolases Lactams Stereochemistry Molecular Conformation Biological activity Biology Streptomyces Adduct Nojirimycin Bisulfite Chemistry Biochemistry Aminosugar Enzyme inhibitor Drug Discovery Streptomyces lavendulae biology.protein Glycoside hydrolase |
Zdroj: | The Journal of Antibiotics. 37:1579-1586 |
ISSN: | 1881-1469 0021-8820 |
DOI: | 10.7164/antibiotics.37.1579 |
Popis: | A new aminosugar named nojirimycin B (1) has been isolated as its bisulfite adduct from the culture broth of Streptomyces lavendulae SF-425, together with nojirimycin. Microbiological oxidation of 1 with Gluconobacter suboxydans IAM 1829 gave a delta-lactam (2). The structures of 1 and 2 were determined to be 5-amino-5-deoxy-D-mannopyranose and D-mannonic-delta-lactam, respectively, on the basis of 1H NMR spectroscopy and X-ray structural analysis. Both 1 and 2 exhibited powerful inhibitory activity against rat epididymal alpha-mannosidase and apricot beta-glucosidase. |
Databáze: | OpenAIRE |
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