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Synthesis of Lupane-Type Saponins Containing an Unusual alpha-D-Idopyranoside Fragment as Potent Cytotoxic Agents
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SYSNO ASEP 0433374 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Synthesis of Lupane-Type Saponins Containing an Unusual alpha-D-Idopyranoside Fragment as Potent Cytotoxic Agents Author(s) Cmoch, P. (PL)
Korda, A. (PL)
Rárová, Lucie (UEB-Q) RID, ORCID
Oklešťková, Jana (UEB-Q) RID, ORCID, SAI
Strnad, Miroslav (UEB-Q) RID, ORCID
Gwardiak, K. (PL)
Karczewski, R. (PL)
Pakulski, Z. (PL)Source Title European Journal of Organic Chemistry - ISSN 1434-193X
JUL 2014, č. 19 (2014), s. 4089-4098Number of pages 10 s. Language eng - English Country DE - Germany Keywords Carbohydrates ; Glycoconjugates ; Glycosylation Subject RIV EB - Genetics ; Molecular Biology R&D Projects LO1204 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) GA14-19590S GA ČR - Czech Science Foundation (CSF) Institutional support UEB-Q - RVO:61389030 UT WOS 000338018400017 DOI 10.1002/ejoc.201402187 Annotation A practical method for the preparation of benzoyl protected allyl and benzyl alpha-D-idopyranosides, and D-idopyranosyl trichloroacetimidate, from 1,2,3,4,6-penta-O-acetyl-alpha-D-idopyranose, is described. All derivatives can be prepared on a multigram scale and require only simple chromatographic purification. A concise synthesis of lupane triterpenes bearing an unusual D-idopyranoside fragment is described. All new compounds were evaluated in vitro for their cytotoxic activities. Novel saponins exhibited interesting cytotoxic activity in the micromolar range against human cancer cell lines including T-lymphoblastic leukemia CEM, breast adenocarcinoma MCF7, and cervical carcinoma HeLa, but also against normal human fibroblasts BJ. Workplace Institute of Experimental Botany Contact David Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469 Year of Publishing 2015
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