Analogs of platelet activating factor. 5. Multiple oxygen substitution of the alkoxy chain
- 1 July 1986
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 29 (7) , 1315-1319
- https://doi.org/10.1021/jm00157a038
Abstract
Racemic analogues of platelet activating factor (PAF) in which the alkoxy chain (R = -O(CH2)15CH3) has been replaced with a chain containing multiple ether linkages near the end (17, R = -O(CH2)8O(CH2)2O(CH2)2OCH3) or at the beginning (18, R = -O(CH2)2O(CH2)2O(CH2)9CH3) of the chain have been prepared. Both compounds exhibit reduced hypotensive and platelet aggregation responses compared to racemic C16-PAF (1a). This reduction in the biological activities is more apparent when the new oxygen atoms are located near the end of the chain. This substitution of additional oxygen atoms into the alkoxy chain does not result in any dramatic gains in selectivity of the biological responses.This publication has 12 references indexed in Scilit:
- Platelet-Activating Factor-Induced Aggregation of Human Platelets Specifically Inhibited by TriazolobenzodiazepinesScience, 1984
- Automated platelet aggregation analysis using a digitizerJournal of Pharmacological Methods, 1984
- Analogs of platelet activating factor (PAF). 1. Some modifications of the alkoxy chainJournal of Medicinal Chemistry, 1984
- Effects of a Thio Analog of Platelet-Activating Factor on Platelet Aggregation and Adenosine 3′,5′-Monophosphate Concentration in Hepatocyte Suspensions and in Platelets. A Comparison with the Naturally Occurring CompoundHoppe-Seyler´s Zeitschrift Für Physiologische Chemie, 1984
- Specific receptor sites for 1-0-alkyl-2-0-acetyl-sn-glycero-3-phosphocholine (platelet activating factor) on rabbit platelet and guinea pig smooth muscle membranesBiochemistry, 1983
- CV-3988 - A specific antagonist of platelet activating factor (PAF)Life Sciences, 1983
- SPECIFIC BINDING BY HUMAN POLYMORPHONUCLEAR LEUKOCYTES OF THE IMMUNOLOGICAL MEDIATOR 1-O-HEXADECYL OCTADECYL-2-ACETYL-SN-GLYCERO-3-PHOSPHORYLCHOLINE1983
- Specific binding of phospholipid platelet-activating factor by human platelets.The Journal of Immunology, 1982
- Stereospecific activity of 1-O-alkyl-2-O-acetyl-sn-glycero-3-phosphocholine and comparison of analogs in the degranulation of platelets and neutrophilsBiochemical and Biophysical Research Communications, 1981
- Total synthesis of (R)-glycerol acetonide and the antiepileptic and hypotensive drug (-)-.gamma.-amino-.beta.-hydroxybutyric acid (GABOB): use of vitamin C as a chiral starting materialJournal of the American Chemical Society, 1980