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2012 | 10 | 2 | 386-394
Tytuł artykułu

Synthesis of novel 3-deoxy-3-C-triazolylmethyl-allose derivatives and evaluation of their biological activity

Treść / Zawartość
Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Recently, monosaccharide-triazole conjugates have proved to possess a large variety of useful biological activities. This paper describes synthesis of a new series of 3-deoxy-3-C-triazolylmethyl-allose derivatives. These new compounds are obtained from acetonide-protected 3-deoxy-3-azidomethyl allose and commercial alkynes via Cu(I) catalyzed 1,3-dipolar cycloaddition. The obtained molecular scaffolds differ from those described earlier by the presence of a methylene linker (-CH2-) between the C(3) of allose and the triazole moiety. It was demonstrated that acetonide-protected monosaccharide, 3-deoxy-3-C-(4-phenyl-1H-1,2,3-triazol-1-yl)methyl-1,2:5,6-di-O-isopropylidene-α-d-allofuranose, inhibited α-L-fucosidase for 26% at 0.1 mM concentration, but a deprotected analog, 3-deoxy-3-C-(4-(4-tert-butylphenyl)-1H-1,2,3-triazol-1-yl)methyl-β-d-allofuranose, showed 15% inhibition of β-glucosidase at 1 mM concentration. [...]
Wydawca

Czasopismo
Rocznik
Tom
10
Numer
2
Strony
386-394
Opis fizyczny
Daty
wydano
2012-04-01
online
2012-01-29
Twórcy
  • Faculty of Material Science and Applied Chemistry, Riga Technical University, LV-1007, Riga, Latvia
  • Department of Organic Chemistry, Faculty of Chemistry, University of Seville, 41012, Seville, Spain
  • Department of Organic Chemistry, Faculty of Chemistry, University of Seville, 41012, Seville, Spain
autor
  • Faculty of Material Science and Applied Chemistry, Riga Technical University, LV-1007, Riga, Latvia, maris_turks@ktf.rtu.lv
Bibliografia
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Typ dokumentu
Bibliografia
Identyfikatory
Identyfikator YADDA
bwmeta1.element.-psjd-doi-10_2478_s11532-012-0002-9
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