Organic Letters 2005-04-14

Synthesis of a novel ceramide analogue via Tebbe methylenation and evaluation of its antiproliferative activity.

Xuequan Lu, Gilbert Arthur, Robert Bittman

Index: Org. Lett. 7 , 1645, (2005)

Full Text: HTML

Abstract

[reaction: see text] A new analogue of (2S,3R)-ceramide (2) with a methylene group at C4 has been synthesized from d-tartaric acid (3) by using Tebbe methylenation as the key step. Compound 2 exhibited markedly higher antiproliferative activity on mouse embryonic fibroblast (MEF) cells than natural (2S,3R,4E)-ceramide (1).


Related Compounds

Related Articles:

Synthesis and in vitro trypanocide activity of several polycyclic drimane-quinone derivatives.

2003-06-12

[Bioorg. Med. Chem. 11 , 2489-2497, (2003)]

[Synthesis , 165, (1991)]

More Articles...