Chemmedchem 2013-01-01

C3'/C4'-Stereochemical Effects of Digitoxigenin α-L-/α-D-Glycoside in Cancer Cytotoxicity.

John W Hinds, Sean B McKenna, Ehesan U Sharif, Hua-Yu L Wang, Novruz G Akhmedov, George A O'Doherty

Index: ChemMedChem 8 , 63, (2013)

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Abstract

Sweet'n low in stereo: A Wharton reaction was employed along with a diastereoselective palladium-catalyzed glycosylation and other post-glycosylation transformations to synthesize digitoxin analogues. Cytotoxic evaluation against a panel of cancer cell lines uncovered the stereochemical and substitutional limits of the C3'/C4'-hydroxy functionality in digitoxin monosaccharide.Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.