85612-96-0

Upstream product

• 31333-13-8 3-nonyn-1-ol 
• 85612-94-8 toluene-4-sulfonic acid non-3-ynyl ester 
• 10340-23-5 (Z)-non-3-en-1-ol 
• 187479-83-0 Methanesulfonic acid non-3-ynyl ester 
• 85612-95-9 1-iodonon-3-yne 
• 603-35-0 triphenylphosphine 
• 72297-08-6 3-cis-nonene-1-yl-p-toluenesulfonate 

Downstream Products

• 2907-83-7 methyl cis-octadec-9-en-12-ynoate 
• 125356-87-8 (Z)-(9S,10R)-9,10-dihydroxyoctadec-12-enoic acid 
• 85556-75-8 (9R,10R)-(Z)-9,10-dichlorooctadec-12-enoic acid 
• 138834-41-0 methyl (9R,10R)-(Z)-9,10-dichlorooctadec-12-enoate 

Relevant academic research and scientific papers

Synthesis and biological evaluation of 14,15-dehydro-LTA4 analog

New stable leukotriene A4 analog with acetylenic function in positions 14,15 has been synthesized. Conversion of this analog to the corresponding LTC4 derivative and the structural and biological characterization are presented.

Synthesis and Biological Evaluation of Chlorinated Analogs of Leukotoxin Diol

This study documents that chlorinated analogs of leukotoxin diol 1, in which the vic-diol has been replaced with vic-chlorides (2), induce caspase 3 activity and apoptosis on HepG2 cells in a dose-dependent manner in analogy to the parent diol. This sugge

Enantiospecific syntheses of leukotrienes C4, D4 and E4 and [14,15-3H2]leukotriene E4 dimethyl ester

A 'chiral-pool' approach was employed to synthesize various leukotrienes (slow-reacting substance of anaphylaxis, SRS-A) enantiospecifically. The pivotal (S,S)-trans-epoxy alcohol 9 was prepared by efficient and facile routes starting from erythorbic acid (D-araboascorbic acid, 13). This epoxide could also be produced starting from D-glucose. The epimeric (S,R)-cis-epoxide 38 was obtained utilizing L-tartaric acid as the chiral starting material. Elaboration of 9 into leukotriene A4 methyl ester (5) and the potassium salts of leukotrienes C4 (4a), D4 (4b), and E4 (4c) was accomplished by standard methods. These salts exhibited potent contractile activities in the in vitro guinea pig ileum assay. Reduction of 14,15-dehydroleukotriene A4 methyl ester (44) with tritium gas gave [14,15-3H2]-5 and subsequently the dimethyl ester of [14,15-3H2]leukotriene E4 having a high specific activity of 40 Ci/mmol.

Smooth muscle contractile activities of leukotriene analogues

Chemical modification in the hydrophilic and hydrophobic regions of leukotrienes was investigated in relation to their smooth muscle contractile activities. The conjugated diene or triene moeity in the hydrophobic region is crucial for potent contractile