About: Synthesis of Lupane-Type Saponins Containing an Unusual alpha-D-Idopyranoside Fragment as Potent Cytotoxic Agents     Goto   Sponge   NotDistinct   Permalink

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Description
  • 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.
  • 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. (en)
Title
  • Synthesis of Lupane-Type Saponins Containing an Unusual alpha-D-Idopyranoside Fragment as Potent Cytotoxic Agents
  • Synthesis of Lupane-Type Saponins Containing an Unusual alpha-D-Idopyranoside Fragment as Potent Cytotoxic Agents (en)
skos:prefLabel
  • Synthesis of Lupane-Type Saponins Containing an Unusual alpha-D-Idopyranoside Fragment as Potent Cytotoxic Agents
  • Synthesis of Lupane-Type Saponins Containing an Unusual alpha-D-Idopyranoside Fragment as Potent Cytotoxic Agents (en)
skos:notation
  • RIV/61389030:_____/14:00433374!RIV15-GA0-61389030
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I, P(GA14-19590S), P(LO1204)
http://linked.open...iv/cisloPeriodika
  • 19
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http://linked.open...aciTvurceVysledku
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  • 49037
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  • RIV/61389030:_____/14:00433374
http://linked.open...riv/jazykVysledku
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  • Carbohydrates; Glycoconjugates; Glycosylation (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV
  • [7BB493BD088E]
http://linked.open...i/riv/nazevZdroje
  • European Journal of Organic Chemistry
http://linked.open...in/vavai/riv/obor
http://linked.open...ichTvurcuVysledku
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http://linked.open...vavai/riv/projekt
http://linked.open...UplatneniVysledku
http://linked.open...v/svazekPeriodika
  • JUL 2014
http://linked.open...iv/tvurceVysledku
  • Strnad, Miroslav
  • Rárová, Lucie
  • Oklešťková, Jana
  • Cmoch, P.
  • Gwardiak, K.
  • Karczewski, R.
  • Korda, A.
  • Pakulski, Z.
http://linked.open...ain/vavai/riv/wos
  • 000338018400017
issn
  • 1434-193X
number of pages
http://bibframe.org/vocab/doi
  • 10.1002/ejoc.201402187
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