Effects of caffeoyl conjugates of isoprenyl-hydroquinone glucoside and quinic acid on leukocyte function

• Published in: Life sciences (1973) Vol. 71; no. 25; pp. 2995 - 3004
• Main Authors: Góngora, Luis, Giner, Rosa Marı́a, Máñez, Salvador, del Carmen Recio, Marı́a, Schinella, Guillermo, Rı́os, José Luis
• Format: Journal Article
• Language: English
• Published: Netherlands Elsevier Inc 08.11.2002
• Subjects: Asteraceae; Caffeic Acids - chemistry; Caffeic Acids - pharmacology; Cells, Cultured; Elastase; Enzyme Inhibitors - chemistry; Enzyme Inhibitors - pharmacology; Glucosides; Humans; Isomerism; Leukocyte; Leukotriene; Leukotriene B4 - metabolism; Molecular Structure; Myeloperoxidase; Neutrophils - drug effects; Neutrophils - metabolism; Pancreatic Elastase - metabolism; Peroxidase - antagonists & inhibitors; Peroxidase - metabolism; Phenolic compounds; Phenols - chemistry; Phenols - pharmacology; Plant Extracts - chemistry; Plant Extracts - pharmacology; Quinic Acid - pharmacology; Superoxide; Superoxides - metabolism; Leukotriene; Myeloperoxidase; Elastase; Superoxide; Phenolic compounds; Leukocyte
• ISSN: 0024-3205; 1879-0631
• DOI: 10.1016/S0024-3205(02)02167-7

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 μM. Methylated caffeoylquinic derivatives were the most potent inhibitors of myeloperoxidase (IC 50 near 60 μM), whereas both methylated and free carboxyl isomers inhibited superoxide production with similar potency (IC 50 between 27 and 42 μM). The monocaffeoyl conjugate of prenylhydroquinone glucoside ( 3), the most potent inhibitor of leukotriene B 4 production (IC 50 = 33 μM), possesses a mixed hydroquinone-caffeoyl character that could be considered as a potential anti-inflammatory entity.