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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 26, Number 12
BKCSDE 26(12)
December 20, 2005 

 
Title
Synthesis of Some New Cytidine and Inosine Derivatives
Author
Shaker Youssif*, Enaiat K. Mohamed, Ahmed F. Sayed Ahmed, Amira A. Ghoneim
Keywords
Inosine dialdehyde, 8-Bromoinosine, 3-Carbonylaminoinosines, 2',4'-Dihydroxyhexopyranosyl hypoxanthine
Abstract
The oxidation of cytidine 1 and inosine 5 by sodium metaperiodate followed by the reaction of the product with CH3I in NaOH afforded 2',4'-dihydroxyhexopyranosyl derivatives 2 and 14 respectively. The reaction of thiophene-2-carboxylic acid or furfural with cytidine were taken place via cycloaddition afforded adducts 3 and 4 respectivily. The bromination of inosine 5 or its 2',3'-O-isopropylidine inosine 6 led to the formation of 8- bromoanalogue 7 and 8, respectively. The reaction of 8-bromo-2',3'-O-isopropylidine inosine (8) with ethyl glycinate hydrochloride afforded 8-ethoxycarbonylmethylaminoinosine 9. The alkylation of the compound 6 with urea led to the formation of 3-carbonylaminoinosine 10. The oxidation of 6 with DCC afforded 4'-formyl derivative 11, which on reaction with ethyl glycinate hydrochloride followed by reaction with sodium cyanoborohydride afforded 12, while the treatment of dialdehyde inosine 13 with ethyl cyanoacetate in the presence of 0.5 N NaOH afforded compound 15.
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2021 - 0
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