6533b86efe1ef96bd12cc742

RESEARCH PRODUCT

Combretastatin Analogs via Hydration of Stilbene Derivatives

Erkki MannilaAntti Talvitie

subject

chemistry.chemical_classificationCombretastatinDouble bondOrganic ChemistryEtherMass spectrometryEnolMedicinal chemistryAcylationchemistry.chemical_compoundchemistryReagentvisual_artvisual_art.visual_art_mediumBarkPhysical and Theoretical Chemistry

description

Hydration of the double bond of some stilbene congeners of Picea abies bark by TiCl4·NaBH4 reagent is described. Five racemic 1,2-diphenylethanol derivatives (9–13), structurally related to (R)-(·)-combretastatin [(R)-1], have been obtained and characterized mainly by 13C- and 1H-NMR as well as mass spectrometry. The antileukemic activity of each compound has preliminarily been tested by the mouse leukemia L1210 system. Compound 10 has been synthesized by Friedel-Crafts acylation.

https://doi.org/10.1002/jlac.1993199301165