Un nouvel exemple de nucléoside à sucre ramifié insaturé: la désoxy‐3′‐méthylidène‐3′‐adénosine | Zendy

Tronchet Jean M. J. | Zendy; Tronchet Jeannine F. | Zendy

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Un nouvel exemple de nucléoside à sucre ramifié insaturé: la désoxy‐3′‐méthylidène‐3′‐adénosine

Author(s) -

Tronchet Jean M. J.,

Tronchet Jeannine F.

Publication year - 1981

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19810640207

Subject(s) - chemistry , nucleoside , sugar , adenosine deaminase , stereochemistry , anomer , adenosine , organic chemistry , biochemistry

A Novel Example of Unsaturated Branched‐chain Sugar Nucleoside: 3′‐Deoxy‐3′‐methylidene‐adenosine Starting from 5‐ O ‐benzoyl‐3‐ C ‐methylidene‐3‐deoxy‐1,2‐ O ‐isopropylidene‐α‐ D ‐ erythro ‐pentofuranose ( 11 ) the title compound 8 has been prepared. Its α‐anomer ( 9 ) and the acyclic sugar nucleoside 10 have been obtained as by‐products. Adenosine deaminase slowly deaminated 8, 9 being not affected. Compound 8 exhibited no antiviral activity, whereas one of its saturated analogues ( 13 ) inhibited the multiplication of the herpes‐1 (HF) virus.

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