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Volumn 60, Issue 15, 2004, Pages 3451-3455

5′-Noraristeromycin possessing a C-1′ cyclopentyl double bond: A new carbanucleoside structural prototype

Author keywords

Antiviral; Epoxide ring opening; Mitsunobu coupling; Neplanocin analogs

Indexed keywords

9 (3',4',5' TRIHYDROXYCYCLOPENT 1 ENYL)PURINE; ANTIVIRUS AGENT; NUCLEOSIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 1642410824     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.02.032     Document Type: Article
Times cited : (8)

References (24)
  • 6
    • 1642307789 scopus 로고    scopus 로고
    • note
    • The cyclopentyl ring numbering convention for carbanucleosides employed in our long time investigations has designated the methylene, which has replaced the furanose oxygen of traditional nucleosides, as C-6′. As a consequence, compound 4 was granted the trivial 5′-noraristeromycin name as the parent structure. However, to avoid confusion with systematic cyclopentyl carbon numbering, the C-6′ designation is not utilized in describing the syntheses and experimental details herein.
  • 8
    • 0023719418 scopus 로고
    • reported a small amount (3%) of (±)-i arising during the synthesis of a fluoroaristeromycin derivative
    • Madhavan G.V.B., McGee D.P.C., Rydzewski R.M., Boehme R., Martin J.C., Prisbe E.J. J. Med. Chem. 31:1988;1798-1804. reported a small amount (3%) of (±)-i arising during the synthesis of a fluoroaristeromycin derivative.
    • (1988) J. Med. Chem. , vol.31 , pp. 1798-1804
    • Madhavan, G.V.B.1    McGee, D.P.C.2    Rydzewski, R.M.3    Boehme, R.4    Martin, J.C.5    Prisbe, E.J.6
  • 9
    • 0025356260 scopus 로고
    • (b) Similarly, a low yield of. in their preparation of the pyrimidine analog of 2′-deoxyneplanocin A.
    • (b) Similarly, a low yield of ii was described by Biggadike K., Borthwick A.D., Exall A.M. J. Chem. Soc., Chem. Commun. 1990;458-459. in their preparation of the pyrimidine analog of 2′-deoxyneplanocin A.
    • (1990) J. Chem. Soc., Chem. Commun. , pp. 458-459
    • Biggadike, K.1    Borthwick, A.D.2    Exall, A.M.3
  • 14
    • 1642306182 scopus 로고    scopus 로고
    • Structural assignments made after obtaining 13.
    • Structural assignments made after obtaining 13.
  • 22
    • 1642312742 scopus 로고    scopus 로고
    • note
    • -) and 2, human cytomegalovirus, varicella zoster virus, Epstein-Barr virus, vaccinia virus, cowpox virus, West Nile virus, Sindbis virus, adenovirus type 1, measles, Punta Toro virus, rhinovirus type 2, Venezuelan equine encephalitis, yellow fever, and HIV-1 and HIV-2. Compound 17 was also evaluated against coxsackie virus B4 and reovirus-1.
  • 24
    • 1642307788 scopus 로고    scopus 로고
    • 13C signals were observed
    • 13C signals were observed.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.