77286-68-1Relevant academic research and scientific papers
Structure-Activity Relationship in PAF-acether. 3. Hydrophobic Contribution to Agonistic Activity
Godfroid, Jean-Jacques,Broquet, Colette,Jouquey, Simone,Lebbar, Mariya,Heymans, Francoise,et al.
, p. 792 - 797 (2007/10/02)
The synthesis of some selected PAF-acether homologues with an alkoxy-chain length from C1 to C20 in position 1 is described.All agonist activities are closely correlated among themselves and with the calculated fatty-chain hydrophobicity.After a discussio
Facile synthesis of platelet-activating factor and racemic analogues containing unsaturation in the sn-1-alkyl chain
Surles,Wykle,O'Flaherty,Salzer,Thomas,Snyder,Piantadosi
, p. 73 - 78 (2007/10/02)
Platelet-activating factor, (PAF, 1-O-hexadecyl-2-acetyl-sn-glycero-3-phophocholine), and octadecyl-PAF were synthesized chemically as the racemates. The sn-1-O-alkyl isomers were isolated after treatment of the racemates with phospholipase A2 and subsequent reacetylation of the 1-O-alkyl-2-lyso-sn-glycero-3-phosphocholines released. Analogues of PAF containing unsaturated alkyl moieties at the sn-1 position were synthesized by utilizing the methoxyethoxymethyl protecting group as a novel method for preparing unsaturated alkyl lipids. This procedure provides a facile means for preparing unsaturated ether phospholipids of defined structure that may be tritiated to high radiospecific activity for metabolic studies. Unsaturation in the alkyl chain had minimal effect on the bioactivities examined in this study.
