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Structural characterization of prenylated compounds from Broussonetia kazinoki and their antiosteoclastogenic activity
- Source :
- Phytochemistry. 188:112791
- Publication Year :
- 2021
- Publisher :
- Elsevier BV, 2021.
-
Abstract
- An undescribed 1,3-diphenylpropane derivative, kazinol V and six undescribed prenylated flavonoids, broussonols F–H and broussonols K–M were isolated from the roots of Broussonetia kazinoki Siebold, together with 12 known compounds. This is the first report of the isolation and structure determination of broussonol I from a natural source. The chemical structure of the undescribed compounds was determined using conventional NMR and HRMS data. Absolute configurations were assigned using time-dependent density functional theory calculations and Electronic Circular Dichroism (ECD) spectroscopy. The isolated compounds were screened for their effects on RANKL-induced osteoclast formation using RAW264.7 cells. Among them, broussonols F, G, and K showed strong, dose-dependent antiosteoclastogenic activities. Broussonol K exhibited the most potent inhibitory activity and possessed bone resorption suppressive activity.
- Subjects :
- 0106 biological sciences
Circular dichroism
Stereochemistry
Chemical structure
Broussonetia kazinoki
Plant Science
Horticulture
01 natural sciences
Biochemistry
Mice
chemistry.chemical_compound
Prenylation
Animals
Molecular Biology
Flavonoids
biology
Plant Extracts
010405 organic chemistry
General Medicine
Moraceae
biology.organism_classification
0104 chemical sciences
RAW 264.7 Cells
chemistry
Broussonetia
Natural source
Derivative (chemistry)
010606 plant biology & botany
Subjects
Details
- ISSN :
- 00319422
- Volume :
- 188
- Database :
- OpenAIRE
- Journal :
- Phytochemistry
- Accession number :
- edsair.doi.dedup.....9142a00046b5a83ddd3d846b3bf9b2fb