Nursing

Catalysis

Nitric oxide

Biochemistry

Docking (animal)

Sesquiterpene lactone

Stereochemistry

Organic chemistry

Circular dichroism

Sesquiterpene

Medicine

Chemistry

Cyclopentane

Cyclopentanone

Bioorganic Chemistry

Nine previously undescribed butyrolactone and sesquiterpene derivatives, named cyclopentanone A (1), subamolides F and G (2 and 3), secosubamolide F (4), rupestonic acids J - L (5-7), linderaguaianols A and B (8 and 9), together with six known ones 10-15 were isolated from the roots of Lindera glauca. Their structures, including their absolute configurations were elucidated by extensive spectroscopic analysis, quantum chemical calculations, and Mo2(AcO)4-induced circular dichroism. Compound 1 that possessed a unique five-membered cyclopentane skeleton with a side chain was rarely found from natural sources. The biogenetic pathway for 1-4 was postulated. Secosubamolide F (4) inhibited nitric oxide (NO) production in lipopolysaccharide (LPS)-activated RAW264.7 cells with IC50 value of 1.73 ± 0.18 μM and also significantly suppressed the production of iNOS. The binding interactions between 4 and iNOS were investigated using docking analyses.

Butyrolactone and sesquiterpene derivatives as inhibitors of iNOS from the roots of Lindera glauca