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Volumn 37, Issue 12, 1998, Pages 1732-1734

Carbocyclic analogues of N-acetyl-2,3-didehydro-2-deoxy-D-neuraminic acid (Neu5Ac2en, DANA): Synthesis and inhibition of viral and bacterial neuraminidases

Author keywords

Activity relationships; Carbohydrates; Enzyme inhibitors; Radical reactions; Structure

Indexed keywords


EID: 0032479225     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19980703)37:12<1732::AID-ANIE1732>3.0.CO;2-I     Document Type: Article
Times cited : (32)

References (41)
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  • 16
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    • b) N. Bischofberger, C. U. Kim, L. Willard, H. Liu, M. A. Williams (Gilead Sciences, Inc.), WO 9626933 A1, 1996 [Chem. Abstr. 1996, 125, 300 503].
    • (1996) Chem. Abstr. , vol.125 , pp. 300503
  • 23
    • 84920311944 scopus 로고    scopus 로고
    • note
    • The stucture was established by X-ray analysis. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-101 241. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB21EZ, UK (fax: (+44)1223-336-033; e-mail: deposit@ccdc.cam.ac.uk).
  • 25
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    • Dissertation, ETH Zürich
    • S. Hintermann, Dissertation, ETH Zürich, 1997.
    • (1997)
    • Hintermann, S.1
  • 27
    • 84920311943 scopus 로고    scopus 로고
    • note
    • All attempts to convert this alcohol into a thiocarbonyl derivative involved participation of the acetamido group and led to mixtures of thiocarbamates and oxazolines.
  • 31
    • 84920311942 scopus 로고    scopus 로고
    • note
    • Reaction at 23°C yielded a mixture 16 and 17.
  • 32
    • 84920311941 scopus 로고    scopus 로고
    • note
    • Excess sulfurane and a reaction temperature of 23°C were required for complete transformation. Under these conditions, the attack of the acetamido group on the sulfurane led partially to two isomeric iminoacetals, which were transformed into 16 and 17 by treatment with aqueous acetic acid.
  • 36
    • 0008128130 scopus 로고
    • Periodate thiobarbiturate assay: a) L. Warren, J. Biol. Chem. 1959. 234, 1971-75; b) D. Aminoff, Biochem. J. 1961, 81, 384-91.
    • (1959) J. Biol. Chem. , vol.234 , pp. 1971-1975
    • Warren, L.1
  • 37
    • 73049171244 scopus 로고
    • Periodate thiobarbiturate assay: a) L. Warren, J. Biol. Chem. 1959. 234, 1971-75; b) D. Aminoff, Biochem. J. 1961, 81, 384-91.
    • (1961) Biochem. J. , vol.81 , pp. 384-391
    • Aminoff, D.1
  • 38
    • 84920311940 scopus 로고    scopus 로고
    • note
    • 50 value of 42 μM.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.