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New Lignans from the Flower of Forsythia koreana and Their Suppression Effect on VCAM-1 Expression in MOVAS Cells
- Source :
- Chemistrybiodiversity. 15(4)
- Publication Year :
- 2018
-
Abstract
- Six lignans including two new lignans were obtained as the principal components of the Forsythia koreana flowers via silica gel (SiO2 ), octadecyl SiO2 (ODS) as well as Sephadex LH-20 column chromatography. In addition to two new lignans, named koreanaside A ((7R,8S,7'R,8'S)-7,7'-diepoxy-5'-hydroxy-3,3'-dimethoxylignan 4-O-β-d-glucopyranoside) and koreanaside B ((7R,8S,7'S,8'R)-7,9'-epoxy-9,5',7'-trihydroxy-3,3'-dimethoxylignan 4-O-β-d-glucopyranoside), four known lignans were identified to be (+)-phylligenin, (-)-epipinoresinol, pinoresinol, and tinosposide A. The structures and absolute configurations of koreanasides A and B were established by means of analysis of spectroscopic data (NMR, IR, FAB-MS, and CD), whereas the structures of known lignans were identified by comparison their NMR and MS values with those in the reported literature. Their chemical structures including configuration were established by means of analysis of spectroscopic data (NMR, IR, FAB-MS, and CD) but also comparison of their NMR and MS values with those in the reported literature. This is the first article for isolation of six lignans of F. koreana flowers. Koreanasides A and B showed high radical scavenging activity with oxygen radical absorbance capacity (ORAC) values of 0.97 ± 0.01 and 1.02 ± 0.01, respectively. Koreanaside A also prohibited expressing VCAM-1 in MOVAS cells with 80.5% at 25 mg/mL.
- Subjects :
- 0301 basic medicine
Lipopolysaccharides
Antioxidant
Oxygen radical absorbance capacity
Stereochemistry
medicine.medical_treatment
Vascular Cell Adhesion Molecule-1
Bioengineering
Flowers
01 natural sciences
Biochemistry
Lignans
Muscle, Smooth, Vascular
03 medical and health sciences
chemistry.chemical_compound
Mice
Structure-Activity Relationship
Column chromatography
Forsythia koreana
medicine
Animals
Molecular Biology
Forsythia
Cells, Cultured
Lignan
biology
Dose-Response Relationship, Drug
Molecular Structure
010405 organic chemistry
Silica gel
Macrophages
General Chemistry
General Medicine
biology.organism_classification
0104 chemical sciences
030104 developmental biology
RAW 264.7 Cells
Pinoresinol
chemistry
Sephadex
Molecular Medicine
Subjects
Details
- ISSN :
- 16121880
- Volume :
- 15
- Issue :
- 4
- Database :
- OpenAIRE
- Journal :
- Chemistrybiodiversity
- Accession number :
- edsair.doi.dedup.....f013aaad0dbabb327e1db9be5daf6c0b