Diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside: synthesis, derivatives and antimicrobial activity

Henryk Myszka , Patrycja Sokołowska , Agnieszka Cieślińska , Andrzej Nowacki , Maciej Jaśkiewicz , Wojciech Kamysz , Beata Liberek

Abstract

The synthesis of diosgenyl 2-amino-2-deoxy-β-D-galactopyranoside is presented for the first time. This synthetic saponin was transformed into its hydrochloride as well as N-acyl, 2-ureido, N-alkyl, and N,N-dialkyl derivatives. Antifungal and antibacterial studies show that some of the obtained compounds are active against Gram-positive bacteria and Candida type fungi.
Author Henryk Myszka (FCh / DOCh / LG)
Henryk Myszka,,
- Laboratory of Glycochemistry
, Patrycja Sokołowska (FCh / DOCh / LG)
Patrycja Sokołowska,,
- Laboratory of Glycochemistry
, Agnieszka Cieślińska (FCh / DOCh / LG)
Agnieszka Cieślińska,,
- Laboratory of Glycochemistry
, Andrzej Nowacki (FCh / DOCh / LG)
Andrzej Nowacki,,
- Laboratory of Glycochemistry
, Maciej Jaśkiewicz
Maciej Jaśkiewicz,,
-
, Wojciech Kamysz
Wojciech Kamysz,,
-
, Beata Liberek (FCh / DOCh / LG)
Beata Liberek,,
- Laboratory of Glycochemistry
Other language title versions
Journal seriesBeilstein Journal of Organic Chemistry, ISSN 1860-5397, (A 30 pkt)
Issue year2017
Vol13
Pages2310-2315
Publication size in sheets0.3
Keywords in Englishantimicrobial activities, D-galactosamine, diosgenin, glycosylation, saponin, tetrachlorophthalimido derivative
DOIDOI:10.3762/bjoc.13.227
URL http://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-13-227.pdf?a=y
Languageen angielski
LicenseJournal (articles only); published final; Uznanie Autorstwa (CC-BY); with publication
Score (nominal)30
ScoreMinisterial score = 30.0, 20-12-2017, ArticleFromJournal
Ministerial score (2013-2016) = 30.0, 20-12-2017, ArticleFromJournal
Publication indicators WoS Impact Factor: 2016 = 2.337 (2) - 2016=2.705 (5)
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