Effects of caffeoyl conjugates of isoprenyl-hydroquinone glucoside and quinic acid on leukocyte function.
The activity of three prenylhydroquinone glucosides (1-3) and four caffeoylquinic esters (4-7), obtained from Phagnalon rupestre, on elastase release, myeloperoxidase activity and superoxide and leukotriene B(4) production from polymorphonuclear leukocytes was determined. 4,5-Dicaffeoylquinic acid strongly inhibited elastase release with an IC(50) value of 4.8 microM. Methylated caffeoylquinic derivatives were the most potent inhibitors of myeloperoxidase (IC(50) near 60 microM), whereas both methylated and free carboxyl isomers inhibited superoxide production with similar potency (IC(50) between 27 and 42 microM). The monocaffeoyl conjugate of prenylhydroquinone glucoside (3), the most potent inhibitor of leukotriene B(4) production (IC(50) = 33 microM), possesses a mixed hydroquinone-caffeoyl character that could be considered as a potential anti-inflammatory entity.
Góngora
Luis
L
Departament de Farmacologia, Facultat de Farmacia, Universitat de València, Avda. Vicent Andrés Estellés s/n, 46100 Burjassot, Valencia, Spain.
Giner
Rosa María
RM
Máñez
Salvador
S
Recio
María del Carmen
Mdel C
Schinella
Guillermo
G
Ríos
José Luis
JL
D019659:Asteraceae; D002109:Caffeic Acids / Q000737:chemistry / Q000494:pharmacology*; D002478:Cells, Cultured; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology; D005960:Glucosides; D006801:Humans; D007536:Isomerism; D007975:Leukotriene B4 / Q000378:metabolism; D015394:Molecular Structure; D009504:Neutrophils / Q000187:drug effects* / Q000378:metabolism; D010196:Pancreatic Elastase / Q000378:metabolism; D009195:Peroxidase / Q000037:antagonists & inhibitors / Q000378:metabolism; D010636:Phenols / Q000737:chemistry / Q000494:pharmacology*; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D011801:Quinic Acid / Q000494:pharmacology*; D013481:Superoxides / Q000378:metabolism
D002109:Caffeic Acids; D004791:Enzyme Inhibitors; D005960:Glucosides; D010636:Phenols; D010936:Plant Extracts; D011801:Quinic Acid; D013481:Superoxides; D007975:Leukotriene B4; D009195:Peroxidase; D010196:Pancreatic Elastase