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Anti-inflammatory octahydroindolizine alkaloid enantiomers from Dendrobium crepidatum
- Source :
- Bioorganic Chemistry. 100:103809
- Publication Year :
- 2020
- Publisher :
- Elsevier BV, 2020.
-
Abstract
- Six pairs of octahydroindolizine-type alkaloid enantiomers (1–6) including three new compounds [(−)-1/(+)-1, 2] were isolated from the stems of Dendrobium crepidatum. Their structures including the absolute configurations were elucidated by extensive spectroscopic analyses and comparison between the experimental and calculated electronic circular dichroism (ECD). All compounds were examined for their inhibitory effects on nitric oxide (NO) production induced by lipopolysaccharide (LPS) in RAW264.7 cells. It was found that compounds (+)-1, 2 and (+)-6 exhibited pronounced inhibition on NO production with IC50 values in the range of 3.62–16.11 µM, being more active than the positive control, dexamethasone (IC50 = 47.04 µM). In vivo, compound 6 (100, 50 and 10 mg/kg) showed protective effects against LPS-induced acute lung injury (ALI) in mice.
- Subjects :
- Models, Molecular
Circular dichroism
Lipopolysaccharide
Stereochemistry
medicine.drug_class
Anti-Inflammatory Agents
Lung injury
Nitric Oxide
01 natural sciences
Biochemistry
Anti-inflammatory
Nitric oxide
Mice
chemistry.chemical_compound
Alkaloids
In vivo
Drug Discovery
medicine
Animals
Molecular Biology
010405 organic chemistry
Chemistry
Alkaloid
Organic Chemistry
Indolizines
Stereoisomerism
0104 chemical sciences
010404 medicinal & biomolecular chemistry
RAW 264.7 Cells
Enantiomer
Dendrobium
Subjects
Details
- ISSN :
- 00452068
- Volume :
- 100
- Database :
- OpenAIRE
- Journal :
- Bioorganic Chemistry
- Accession number :
- edsair.doi.dedup.....1aa3e3f4386d23a7658c12d43a685337