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Synthesis, Antiviral, and Antimicrobial Activity of 1,2,4-Triazole Thioglycoside Derivatives
Faculty
Science
Year:
2013
Type of Publication:
Article
Pages:
649-662
Authors:
Moustafa, Ahmed H, El-Sayed, Hassan A, Haikal, Abd El-Fattah Z
DOI:
10.1080/10426507.2012.668990
Journal:
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS TAYLOR \& FRANCIS LTD
Volume:
188
Research Area:
Chemistry
ISSN
ISI:000320020900013
Keywords :
1, 2, 4-triazole, S-glycosides, microwave, antiviral, antimicrobial activity
Abstract:
The reaction of 5-(2-methylthio)phenyl-1,2,4-triazole-3-thiol with glucosyl, galactosyl, lactosyl bromide, and peracetylated ribose under the conventional and microwave irradiation methods afforded the corresponding S-glycosides. Deacetylation of S-glycosides gave the corresponding deacetylated derivatives. Reaction of 5-(2-methylthio)phenyl-1,2,4-triazole-3-thiol with 4-acetoxybutyl bromide, 2-acetoxyethoxymethyl bromide, 3-chloropropanol, 1,3-dichloroopropan-2-ol, epichlorohydrin, allyl bromide, and propargayl bromide gave the corresponding S-acyclonucleosides, which were deacetylated to give the corresponding deacetylated compounds. All the newly synthesized compounds were characterized by the IR, H-1, C-13 NMR, and elemental analyses. Some of these compounds were screened for their antiviral and antimicrobial activity.
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