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Volumn 34, Issue 45, 1993, Pages 7213-7216

A new class of C-nucleoside analogues. 1-(S)-aryl-1,4-dideoxy-1,4-imino-D-ribitols, transition state analogue inhibitors of nucleoside hydrolase

Author keywords

[No Author keywords available]

Indexed keywords

1,4 DIDEOXY 1,4 IMINO 1 PHENYLRIBITOL; CARBOHYDRATE DERIVATIVE; ENZYME INHIBITOR; HYDROLASE; HYDROLASE INHIBITOR; UNCLASSIFIED DRUG;

EID: 0027524581     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)79290-2     Document Type: Article
Times cited : (92)

References (31)
  • 2
    • 0003884146 scopus 로고
    • W. de Gruyter, Berlin, and references therein
    • (1988) Vitamins , pp. 473-542
    • Friedrich1
  • 15
    • 0017408666 scopus 로고
    • An N-carbomethoxy analogue of showdomycin with nitrogen replacing the 4′-ribosyl ring oxygen has been reported, however the carbomethoxy group was resistant to removal:
    • (1977) Can. J. Chem. , vol.55 , pp. 2998-3006
    • Just1    Donnini2
  • 16
    • 0026714006 scopus 로고
    • Some recent reviews of C-glycoside syntheses
    • (1992) Tetrahedron , vol.48 , pp. 8545-8599
    • Postema1
  • 20
    • 33845282849 scopus 로고    scopus 로고
    • Organocerium additions to SAMP-hydrazones: general synthesis of chiral amines
    • organometallic additions to imines do not always proceed in good yields, but a number of strategies to handle such situations have been developed. For a summary:
    • (1997) Journal of the American Chemical Society , vol.109 , pp. 2224-2225
    • Denmark1    Weber2    Piotrowski3
  • 23
    • 84918713449 scopus 로고    scopus 로고
    • All compounds in Scheme 1 showed spectroscopic and elemental analysis data consistent with the proposed structures.
  • 25
    • 84918742546 scopus 로고    scopus 로고
    • When LDA (THF, −78 °C) was employed for this reaction, significant quantities of 4 were obtained along with the desired imine 6.
  • 26
    • 84918740125 scopus 로고    scopus 로고
    • 1H-NMR analysis of the crude reaction mixture.
  • 31
    • 84918720899 scopus 로고    scopus 로고
    • N-aryl riboamidrazones which utilize this same strategy have recently been synthesized and were found to be effective inhibitors of nucleoside hydrolase. Boutellier, M., Horenstein, B., Schramm, V., and Ganem, B. Manuscript in preparation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.