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Combretastatin Analogs via Hydration of Stilbene Derivatives

✍ Scribed by Mannila, Erkki ;Talvitie, Antti


Book ID
102365371
Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
280 KB
Volume
1993
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

Hydration of the double bond of some stilbene congeners of Picea abies bark by TiCl~4~Β·NaBH~4~ reagent is described. Five racemic 1,2‐diphenylethanol derivatives (9–13), structurally related to (R)‐(Β·)‐combretastatin [(R)‐1], have been obtained and characterized mainly by ^13^C‐ and ^1^H‐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.


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Preparation of optically active stilbene
✍ L. Breau; W.W. Ogilvie; T. Durst πŸ“‚ Article πŸ“… 1990 πŸ› Elsevier Science 🌐 French βš– 243 KB

Trans-stilbene oxides have been obtained in up to 83% enantiomeric excess via reaction of S-benzyl ylides prepared from optically active trans-2,5disubstituted thiolanes. The potential of sulfur ylides for the preparation of optically active epoxides was first recognized and investigated by Trost an