New and known iridoid- and phenylethanoid glycosides from Harpagophytum procumbens and their in vitro inhibition of human leukocyte elastase
| Autor: | Adolf Nahrstedt, Matthias Lechtenberg, Kerstin Boje |
|---|---|
| Rok vydání: | 2003 |
| Předmět: |
Magnetic Resonance Spectroscopy
Iridoid Stereochemistry medicine.drug_class Pharmaceutical Science Pharmacognosy Harpagophytum Plant Roots Cinnamic acid Analytical Chemistry chemistry.chemical_compound Inhibitory Concentration 50 Drug Discovery Caffeic acid medicine Humans Iridoids Glycosides Enzyme Inhibitors Chromatography High Pressure Liquid Pharmacology chemistry.chemical_classification Chromatography biology Dose-Response Relationship Drug Plant Extracts Organic Chemistry Glycoside Phenylethanoid biology.organism_classification Complementary and alternative medicine chemistry Pedaliaceae Molecular Medicine Leukocyte Elastase Phytotherapy |
| Zdroj: | Planta medica. 69(9) |
| ISSN: | 0032-0943 |
| Popis: | Ten compounds, harpagoside (1), 8- p-coumaroylharpagide (2), 8-feruloylharpagide (3), 8-cinnamoylmyoporoside (4), pagoside (5), acteoside (6), isoacteoside (7), 6'- O-acetylacteoside (8), cinnamic acid (9) and caffeic acid (10) were isolated from the storage roots of Harpagophytum procumbens, Pedaliaceae. Compounds 1, 2, 6, 7 and 9 are known for H. procumbens; 3 and 10 were isolated the first time from H. procumbens; compounds 4, 5 and 8 are new natural products. Their structures were elucidated using spectroscopic data (NMR, with NOE, COSY and HMBC experiments, UV, [alpha]). The inhibitory activity of aqueous extracts of the roots of H. procumbens and H. zeyheri as well as the main compounds isolated from H. procumbens was tested on human neutrophile elastase. Although inhibition was comparatively weak a dose-dependence was observed. An IC (50) of 542 microg/mL was determined for the aqueous extract of H. procumbens, but 1012 microg/mL for that of H. zeyheri. 6'- O-Acetylacteoside (8), that is not present in H. zeyheri, inhibited the enzyme with an IC (50) of 47 microg/mL (70 microM), compound 7 with 179 microg/mL (286 microM), 2 with 179 microg/mL (331 microM), 5 with 154 microg/mL (260 microM) and 10, which was also used as reference compound, with an IC (50) of 86 microg/mL (475 microM). The IC (50) values of acteoside, harpagoside, cinnamic acid and stachyose were higher than 300 microg/mL and thus not further determined. |
| Databáze: | OpenAIRE |
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