2. Academic Validation
  3. Synthesis and Evaluation of the α-D-/α-L-Rhamnosyl and Amicetosyl Digitoxigenin Oligomers as Anti-tumor Agents

Synthesis and Evaluation of the α-D-/α-L-Rhamnosyl and Amicetosyl Digitoxigenin Oligomers as Anti-tumor Agents

  • ACS Med Chem Lett. 2011 Apr 14;2(4):264-269. doi: 10.1021/ml100290d.
Hua-Yu Leo Wang 1,  Yon Rojanasakul,  George A O'Doherty
Affiliations

Affiliation

  • 1 Department of Chemistry and Chemical Biology, Northeastern University, Boston, Massachusetts 02115, United States.
PMID: 21660118 DOI: 10.1021/ml100290d
Abstract

A highly regio- and stereo-selective asymmetric synthesis of rhamnosyl- and amicetosyl-digitoxigenin analogues has been established via palladium-catalyzed glycosylation followed by bis-/tris-dihydroxylation or bis-/tris-diimide reduction. The α-l-rhamnose and α-l-amicetose digitoxin monosaccharide analogues displayed stronger Apoptosis inducing activity and cytotoxicity against non-small cell human lung Cancer cells (NCI-H460) than its d-diastereomeric isomers in a sugar-chain length dependent manner.

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