메뉴 건너뛰기




Volumn 9, Issue 4, 1999, Pages 615-618

Homoisofagomines: Chemical-enzymatic synthesis and evaluation as α- and β-glucosidase inhibitors

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA GLUCOSIDASE; ALPHA GLUCOSIDASE INHIBITOR; BETA GLUCOSIDASE; BETA GLUCOSIDASE INHIBITOR; FAGOMINE; FRUCTOSE BISPHOSPHATE ALDOLASE; HOMOISOFAGOMINE DERIVATIVE; NOJIRIMYCIN; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0033593856     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(99)00042-6     Document Type: Article
Times cited : (22)

References (24)
  • 1
    • 11944256494 scopus 로고
    • 1. representative reviews: Sinnott, M. L. Chem. Rev. 1990, 90, 1171; Winchester, B.; Fleet, G. W Glycobiology 1992, 2, 199; Look, G. C.; Fotsch, C. H.; Wong, C.-H. Acc. Chem. Res. 1993, 26, 182; see also: Carbohydrate Mimics, Concepts and Methods, Chapleur, Y., Ed.; WILEY-VCH: Weinheim, 1998.
    • (1990) Chem. Rev. , vol.90 , pp. 1171
    • Sinnott, M.L.1
  • 2
    • 0026654870 scopus 로고
    • 1. representative reviews: Sinnott, M. L. Chem. Rev. 1990, 90, 1171; Winchester, B.; Fleet, G. W Glycobiology 1992, 2, 199; Look, G. C.; Fotsch, C. H.; Wong, C.-H. Acc. Chem. Res. 1993, 26, 182; see also: Carbohydrate Mimics, Concepts and Methods, Chapleur, Y., Ed.; WILEY-VCH: Weinheim, 1998.
    • (1992) Glycobiology , vol.2 , pp. 199
    • Winchester, B.1    Fleet, G.W.2
  • 3
    • 1542763243 scopus 로고
    • 1. representative reviews: Sinnott, M. L. Chem. Rev. 1990, 90, 1171; Winchester, B.; Fleet, G. W Glycobiology 1992, 2, 199; Look, G. C.; Fotsch, C. H.; Wong, C.-H. Acc. Chem. Res. 1993, 26, 182; see also: Carbohydrate Mimics, Concepts and Methods, Chapleur, Y., Ed.; WILEY-VCH: Weinheim, 1998.
    • (1993) Acc. Chem. Res. , vol.26 , pp. 182
    • Look, G.C.1    Fotsch, C.H.2    Wong, C.-H.3
  • 4
    • 0003790195 scopus 로고    scopus 로고
    • WILEY-VCH: Weinheim
    • 1. representative reviews: Sinnott, M. L. Chem. Rev. 1990, 90, 1171; Winchester, B.; Fleet, G. W Glycobiology 1992, 2, 199; Look, G. C.; Fotsch, C. H.; Wong, C.-H. Acc. Chem. Res. 1993, 26, 182; see also: Carbohydrate Mimics, Concepts and Methods, Chapleur, Y., Ed.; WILEY-VCH: Weinheim, 1998.
    • (1998) Carbohydrate Mimics, Concepts and Methods
    • Chapleur, Y.1
  • 7
    • 0013605276 scopus 로고
    • 3. Jespersen, T. M.; Dong, W.; Sierks, M. R.; Skydstrup, T.; Lundt, I.; Bols, M. Angew. Chem. 1994, 106, 1858; Angew. Chem. Int. Ed. Engl. 1994, 17, 1778; Jespersen, T. M.; Bols, M.; Sierks, M. R.; Skydstrup, T. Tetrahedron 1994, 50, 13449.
    • (1994) Angew. Chem. Int. Ed. Engl. , vol.17 , pp. 1778
  • 8
    • 0028035151 scopus 로고
    • 3. Jespersen, T. M.; Dong, W.; Sierks, M. R.; Skydstrup, T.; Lundt, I.; Bols, M. Angew. Chem. 1994, 106, 1858; Angew. Chem. Int. Ed. Engl. 1994, 17, 1778; Jespersen, T. M.; Bols, M.; Sierks, M. R.; Skydstrup, T. Tetrahedron 1994, 50, 13449.
    • (1994) Tetrahedron , vol.50 , pp. 13449
    • Jespersen, T.M.1    Bols, M.2    Sierks, M.R.3    Skydstrup, T.4
  • 10
    • 0028969377 scopus 로고
    • 5. Ichikawa, M.; Ichikawa, Y. Bioorg. Med. Chem. 1995, 3, 161; Ichikawa, M.; Igarashi, Y.; Ichikawa, Y. Tetrahedron Lett. 1995, 36, 1767; Ichikawa, Y.; Igarashi, Y. Tetrahedron Lett. 1995, 36, 4585; Igarashi, Y; Ichikawa, M.; Ichikawa, Y. Tetrahedron Lett. 1996, 37, 2707; review covering work from the author's laboratory: Bols, M. Acc. Chem. Res. 1998, 31, 1.
    • (1995) Bioorg. Med. Chem. , vol.3 , pp. 161
    • Ichikawa, M.1    Ichikawa, Y.2
  • 11
    • 0028913532 scopus 로고
    • 5. Ichikawa, M.; Ichikawa, Y. Bioorg. Med. Chem. 1995, 3, 161; Ichikawa, M.; Igarashi, Y.; Ichikawa, Y. Tetrahedron Lett. 1995, 36, 1767; Ichikawa, Y.; Igarashi, Y. Tetrahedron Lett. 1995, 36, 4585; Igarashi, Y; Ichikawa, M.; Ichikawa, Y. Tetrahedron Lett. 1996, 37, 2707; review covering work from the author's laboratory: Bols, M. Acc. Chem. Res. 1998, 31, 1.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 1767
    • Ichikawa, M.1    Igarashi, Y.2    Ichikawa, Y.3
  • 12
    • 0029030535 scopus 로고
    • 5. Ichikawa, M.; Ichikawa, Y. Bioorg. Med. Chem. 1995, 3, 161; Ichikawa, M.; Igarashi, Y.; Ichikawa, Y. Tetrahedron Lett. 1995, 36, 1767; Ichikawa, Y.; Igarashi, Y. Tetrahedron Lett. 1995, 36, 4585; Igarashi, Y; Ichikawa, M.; Ichikawa, Y. Tetrahedron Lett. 1996, 37, 2707; review covering work from the author's laboratory: Bols, M. Acc. Chem. Res. 1998, 31, 1.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 4585
    • Ichikawa, Y.1    Igarashi, Y.2
  • 13
    • 0029993481 scopus 로고    scopus 로고
    • 5. Ichikawa, M.; Ichikawa, Y. Bioorg. Med. Chem. 1995, 3, 161; Ichikawa, M.; Igarashi, Y.; Ichikawa, Y. Tetrahedron Lett. 1995, 36, 1767; Ichikawa, Y.; Igarashi, Y. Tetrahedron Lett. 1995, 36, 4585; Igarashi, Y; Ichikawa, M.; Ichikawa, Y. Tetrahedron Lett. 1996, 37, 2707; review covering work from the author's laboratory: Bols, M. Acc. Chem. Res. 1998, 31, 1.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 2707
    • Igarashi, Y.1    Ichikawa, M.2    Ichikawa, Y.3
  • 14
    • 0010394309 scopus 로고    scopus 로고
    • 5. Ichikawa, M.; Ichikawa, Y. Bioorg. Med. Chem. 1995, 3, 161; Ichikawa, M.; Igarashi, Y.; Ichikawa, Y. Tetrahedron Lett. 1995, 36, 1767; Ichikawa, Y.; Igarashi, Y. Tetrahedron Lett. 1995, 36, 4585; Igarashi, Y; Ichikawa, M.; Ichikawa, Y. Tetrahedron Lett. 1996, 37, 2707; review covering work from the author's laboratory: Bols, M. Acc. Chem. Res. 1998, 31, 1.
    • (1998) Acc. Chem. Res. , vol.31 , pp. 1
    • Bols, M.1
  • 17
    • 0029109703 scopus 로고
    • 7. comprehensive review: Wong, C.-H.; Halcomb, R.; Ichikawa, Y.; Kajimoto, T. Angew. Chem. 1995, 707 453; Angew. Chem. Int. Ed. Engl. 1995, 34, 412.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 412
  • 19
  • 20
    • 0013607824 scopus 로고    scopus 로고
    • note
    • 10. Although the azidoaldehyde prepared from 7 by deacetylation (PLE) and acid deacetalyzation was also accepted by RAMA, only decomposed products could be isolated.
  • 22
    • 0013609035 scopus 로고    scopus 로고
    • note
    • +) calcd. 162, obsd. 162.
  • 23
    • 0013583141 scopus 로고    scopus 로고
    • note
    • M against [I].
  • 24
    • 0013580568 scopus 로고    scopus 로고
    • note
    • 14. The 5-epimers of 4 and 5 were inactive against α-and β-glucosidase as to be expected. 5-epi-4 representing 2-homo-1-deoxy-manno-nojirimycin showed no activity against α-mannosidase from jack beans.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.