title: Structure-activity relationships in platelet-activating factor (PAF antagonists). 6. Synthesis and in vitro antagonistic activities of 2-substituted 5-oxotetrahydrofurans.
abstract: The synthesis of 2,5-disubstituted tetrahedrofuran compounds as potential in vitro PAF antagonists is described. Results demonstrate that the structural requirements for potent PAF antagonist activity are: a moderate lipophilic group or a trimethoxyphenyl group in position-5, and a long aliphatic chain terminated by a cationic polar head in position-2. The cis-trans configuration does not induce any difference in biological activity. Some conformational features of the putative PAF receptor are proposed in light of the present findings.
authors.affiliation: Laboratoire de Pharmacochimie Moléculaire, Unité de Recherches Chimie et Pharmacologie, Université Paris, France.
authors.forename: E
authors.initials: E
authors.lastname: Favre
authors.forename: F
authors.initials: F
authors.lastname: Heymans
authors.forename: C
authors.initials: C
authors.lastname: Redeuilh
authors.forename: J P
authors.initials: JP
authors.lastname: Batt
authors.forename: F
authors.initials: F
authors.lastname: Massicot
authors.forename: N
authors.initials: N
authors.lastname: Blavet
authors.forename: P
authors.initials: P
authors.lastname: Braquet
authors.forename: J J
authors.initials: JJ
authors.lastname: Godfroid
mesh_terms: D000818:Animals; D005663:Furans / Q000138:chemical synthesis* / Q000494:pharmacology; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D010972:Platelet Activating Factor / Q000037:antagonists & inhibitors*; D010974:Platelet Aggregation / Q000187:drug effects; D010975:Platelet Aggregation Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D011817:Rabbits; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D005663:Furans; D010972:Platelet Activating Factor; D010975:Platelet Aggregation Inhibitors; C018674:tetrahydrofuran