(10E,12Z,15Z)-9-hydroxy-10,12,15-octadecatrienoic acid methyl ester as an anti-inflammatory compound from Ehretia dicksonii.

Abstract

The methanol extract of Ehretia dicksonii provided (10E, 12Z, 15Z)-9-hydroxy-10,12,15-octadecatrienoic acid methyl ester (1) which was isolated as an anti-inflammatory compound. Compound 1 suppressed 12-Otetradecanoyl-phorbol-13-acetate (TPA)-induced inflammation on mouse ears at a dose of 500 microg (the inhibitory effect (IE) was 43%). Linolenic acid methyl ester did not inhibit this inflammation at the same dose. However, the related compounds of 1, (9Z,11E)-13hydroxy-9,11-octadecadienoic acid (5) and (9Z,llE)13-oxo-9,11-octadecadienoic acid (6), showed potent activity (IE500 microg of 63% and 79%, respectively). Compounds 1, 4 ((9Z, 12Z, 14E)-16-hydroxy-9,12,14-octadecatrienoic acid), 5 and 6 also showed inhibitory activity toward soybean lipoxygenase at a concentration of 10 microg/ml.

• Authors: M Dong, Y Oda, M Hirota
• Journal: Bioscience, biotechnology, and biochemistry (Biosci Biotechnol Biochem) Vol. 64 Issue 4 Pg. 882-6 (Apr 2000) ISSN: 0916-8451 [Print] England
• PMID: 10830513 (Publication Type: Journal Article)

Chemical References

• Anti-Inflammatory Agents, Non-Steroidal
• Linolenic Acids
• Lipoxygenase Inhibitors
• Plant Extracts
• Plant Oils
• 9-hydroxy-10,12,15-octadecatrienoic acid

Topics

• Animals
• Anti-Inflammatory Agents, Non-Steroidal (chemistry, isolation & purification, pharmacology)
• Linolenic Acids (chemistry, isolation & purification, pharmacology)
• Lipoxygenase Inhibitors (chemistry, isolation & purification, pharmacology)
• Mice
• Molecular Structure
• Plant Extracts (chemistry)
• Plant Leaves (chemistry)
• Plant Oils (chemistry, isolation & purification, pharmacology)
• Plants (chemistry)