1. Isolation and synthesis of melodamide A, a new anti-inflammatory phenolic amide from the leaves of Melodorum fruticosum.
- Author
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Chan HH, Hwang TL, Thang TD, Leu YL, Kuo PC, Nguyet BT, Dai DN, and Wu TS
- Subjects
- Adult, Amides chemistry, Anti-Inflammatory Agents, Non-Steroidal chemical synthesis, Anti-Inflammatory Agents, Non-Steroidal chemistry, Chemistry Techniques, Synthetic, Cinnamates pharmacology, Crystallography, X-Ray, Cyclohexanones pharmacology, Enzyme Inhibitors pharmacology, Humans, Inhibitory Concentration 50, Magnetic Resonance Spectroscopy, Molecular Structure, Neutrophils drug effects, Neutrophils enzymology, Pancreatic Elastase antagonists & inhibitors, Phenols chemistry, Plant Leaves chemistry, Superoxides antagonists & inhibitors, Young Adult, Annonaceae chemistry, Anti-Inflammatory Agents, Non-Steroidal pharmacology, Cinnamates chemical synthesis, Cinnamates isolation & purification, Cyclohexanones chemical synthesis, Cyclohexanones isolation & purification
- Abstract
Together with twelve known compounds (2-13), melodamide A (1), a new phenolic amide possessing p-quinol moiety, was purified and characterized from the methanolic extracts of the leaves of Melodorum fruticosum. The structure of melodamide A (1) was established with a combination of 2D NMR experiments, HR-ESI-MS and X-ray analyses. The other known compounds were identified by comparison of their spectroscopic and physical data with those reported in the literature. Moreover, some isolated compounds were examined for their inhibitory activity towards superoxide anion generation and elastase release in human neutrophils. Among the tested compounds, 1, 3, and 5 exhibited strong inhibition of superoxide anion generation with IC50 values ranging from 5.25 to 8.65 µM. Furthermore, synthesis and biological evaluation of melodamide A (1) and its analogs (14a-p) were described., (Georg Thieme Verlag KG Stuttgart · New York.)
- Published
- 2013
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