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001-es BibID:BIBFORM016861
Első szerző:Felföldi Nóra (vegyész)
Cím:Synthesis of new glycosyl biuret and urea derivatives as potential glycoenzyme inhibitors / Nóra Felföldi, Marietta Tóth, Evangelia D. Chrysina, Maria-Despoina Charavgi, Kyra-Melinda Alexacou, László Somsák
Dátum:2010
ISSN:0008-6215
Megjegyzések:O-Peracetylated 1-(beta-D-glucopyranosyl)-5-phenylbiuret was prepared in the reaction of O-peracetylated beta-D-glucopyranosylisocyanate and phenylurea. The reaction of O-peracetylated N-beta-D-glucopyranosylurea with phenylisocyanate furnished the corresponding 1-(beta-D-glucopyranosyl)-3,5-diphenyl- as well as 3-(beta-D-glucopyranosyl)-1,5-diphenyl biurets besides 1-(beta-D-glucopyranosyl)-3-phenylurea. O-Peracetylated 1-(beta-D-glucopyranosyl)-5-(beta-D-glycopyranosyl)biurets were obtained in one-pot reactions of O-peracetylated beta-D-glucopyranosylamine with OCNCOCl followed by a second glycopyranosylamine of beta-D-gluco, beta-D-galacto and beta-D-xylo configurations. O-Acyl protected 1-(beta-D-glucopyranosyl)-3-(beta-D-glycopyranosylcarbonyl)ureas were obtained from the reaction of beta-D-glucopyranosylisocyanate with C-(glycopyranosyl)formamides of beta-D-gluco and beta-D-galacto configurations. The O-acyl protecting groups were removed under acid- or base-catalyzed transesterification conditions, except for the N-acylurea derivatives where the cleavage of the N-acyl groups was faster than deprotection. Some of the new compounds exhibited moderate inhibition against rabbit muscle glycogen phosphorylase b and human salivary alpha-amylase.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Glycosyl urea
Glycosyl biuret
Inhibitor
alpha-Amylase
Glycogen phosphorylase
Megjelenés:Carbohydrate Research. - 345 : 2 (2010), p. 208-213. -
További szerzők:Tóth Marietta (1974-) (vegyész) Chrysina, Evangelia D. Charavgi, Maria-Despoina Alexacou, Kyra-Melinda Somsák László (1954-) (vegyész)
Internet cím:DOI
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001-es BibID:BIBFORM004155
Első szerző:Somsák László (vegyész)
Cím:Assessment of synthetic methods for the preparation of N-beta-D-glucopyranosyl-N'-substituted ureas, -thioureas and related compounds / László Somsák, Nóra Felföldi, Bálint Kónya, Csaba Hüse, Katalin Telepó, Éva Bokor, Katalin Czifrák
Dátum:2008
Megjegyzések:Preparation of O-peracetylated N-beta-D-glucopyranosyl-N'-acyl urea derivatives resulted in the formation of anomeric mixtures under the following conditions: acylation of O-peracetylated beta-D-glucopyranosyl urea by acyl chlorides in the presence of ZnCl2 in refluxing CHCl3; addition of O-peracetylated beta-D-glucopyranosylamine to acyl isocyanates in acetonitrile at rt; addition of carboxamides to in situ prepared O-peracetylated beta-D-glucopyranosyl isocyanate in refluxing toluene. Deprotection of O-peracetylated N-beta-D-glucopyranosyl-N'-acyl ureas either under base (NaOMe in MeOH at or below rt) or under acid (KHSO4 or AcCl in MeOH at rt) catalyzed transesterification conditions resulted in unavoidable partial cleavage of the N'-acyl moieties. Reaction of beta-D-glucopyranosylammonium carbamate with an isocyanate, isothiocyanate or isoselenocyanate in dry pyridine at rt appears as a general method for the preparation of the corresponding beta-D-glucopyranosyl ureas, -thio- and -selenoureas, respectively, inclusive N'-acyl derivatives.
Tárgyszavak:Természettudományok Kémiai tudományok idegen nyelvű folyóiratközlemény külföldi lapban
Glucosylurea
Acyl urea
Thiourea
Selenourea
Megjelenés:Carbohydrate Research. - 343 : 12 (2008), p. 2083-2093. -
További szerzők:Hüse Csaba Felföldi Nóra (1979-) (vegyész) Kónya Bálint (1984-) (vegyész) Telepó Katalin (1982-) (vegyész) Bokor Éva (1982-) (vegyész) Czifrák Katalin (1978-) (vegyész)
Internet cím:DOI
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