88988-71-0Relevant articles and documents
Synthesis of lipids for development of multifunctional lipid-based drug-carriers
Zhu, Guodong,Alhamhoom, Yahya,Cummings, Brian S.,Arnold, Robert D.
experimental part, p. 6370 - 6375 (2011/12/02)
A simple approach to synthesize phospholipids to modulate drug release and track lipid-based particulate drug-carriers is described. We synthesized two ether lipids, 1 1-O-hexadecyl-2-pentadenoyl-sn-glycerol-3-phosphocholine (C 31PC) and 2 1-O-
Synthesis of galactoglycerolipids found in the HT29 human colon carcinoma cell line
Lindberg, Jan,Svensson, Stefan C.T,P?hlsson, Peter,Konradsson, Peter
, p. 5109 - 5117 (2007/10/03)
Synthesis of three galactoglycerolipids (3-O-(β-D-galactopyranosyl)-1-O-hexadecyl-2-O-palmitoyl-sn-glycerol, 3-O-(α-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl)-1-O- hexadecyl-2-O-palmitoyl-sn-glycerol, 3-O-(α-D-galactopyranosyl-(1→4)-β-D-galactopyranosyl)-1-O- hexadecyl-sn-glycerol), and the corresponding glycerolipid (1-O-hexadecyl-2-O-palmitoyl-sn-glycerol) is described. The first two compounds were recently identified in the human colon carcinoma cell line HT29. The three-carbon synthon (S)-glycidol was used for construction of the glycerol moiety. Glycosylation of (S)-glycidol with protected galactosyl and digalactosyl donors produced galactosyl and digalactosyl glycidols. Lewis acid catalyzed opening of the epoxide produced protected galactosyl and digalactosyl glycerolipids. Deprotection, or palmitoylation followed by deprotection, yielded the target compounds. The corresponding glycerolipid was synthesized analogously and an oxidation-reduction procedure for tritiation was developed. The synthesized compounds will be used in studies of the role of galactosyl glycerolipids in differentiation and colon cancer development.
The Chemistry of L-Ascorbic and D-Isoascorbic Acids. 2. R and S Glyceraldehydes from a Common Intermediate
Mikkilineni, Amarendra B.,Kumar, Praveen,Abushanab, Elie
, p. 6005 - 6009 (2007/10/02)
(R)- and (S)-glyceraldehyde and glycerol derivatives have been prepared from (2R,3S)-1,2-O-isopropylidenebutane-1,2,3,4-tetrol. (2R,3S)- and (2S,3S)-1,2-O-benzylidenebutane-1,2,3,4-tetrol have been prepared and cleaved to give (R)- and (S)-1,2-O-benzylideneglyceraldehydes and -glycerols.The conservation of chirality and conversion to PAF analogues are also demonstrated.