Bioactive Coumarins from the Stems of Clausena emarginata

• Published in: Chemistry & biodiversity Vol. 13; no. 9; pp. 1178 - 1185
• Main Authors: Ouyang, Guo-Qing, Li, Chuang-Jun, Yang, Jing-Zhi, Li, Li, Song, Xiu-Yun, Jiang, Yi-Na, Chen, Nai-Hong, Ma, Jie, Zhang, Dong-Ming
• Format: Journal Article
• Language: English
• Published: Switzerland Blackwell Publishing Ltd 01.09.2016; Wiley Subscription Services, Inc
• Subjects: Amyloid beta-Peptides - antagonists & inhibitors; Amyloid beta-Peptides - metabolism; Animals; Cell Line; Cell Survival - drug effects; Clauemarmarins; Clausena - chemistry; Clausena emarginata; Coumarins - chemistry; Coumarins - isolation & purification; Coumarins - pharmacology; Dose-Response Relationship, Drug; Humans; Inhibitory effects; Lipopolysaccharides - antagonists & inhibitors; Lipopolysaccharides - pharmacology; Molecular Structure; Neuroprotective Agents - chemistry; Neuroprotective Agents - isolation & purification; Neuroprotective Agents - pharmacology; Neuroprotective effects; Nitric Oxide - antagonists & inhibitors; Nitric Oxide - biosynthesis; PC12 Cells; Peptide Fragments - antagonists & inhibitors; Peptide Fragments - metabolism; Plant Stems - chemistry; Rats; Stems; Structure-Activity Relationship; Neuroprotective effects; Clausena emarginata; Stems; Inhibitory effects; Clauemarmarins
• ISSN: 1612-1872; 1612-1880
• DOI: 10.1002/cbdv.201500519

Five new coumarins, clauemarmarins I – M (1 – 4), together with 10 known analogs (5 – 14), were isolated from the stems of Clausena emarginata. Compounds 8 – 13 were obtained from this plant for the first time. Their structures were established and elucidated by comprehensive analysis of spectroscopic data. The absolute configurations of 1 – 4 were further determined by their electronic circular dichroism spectroscopy. Compounds 5, 7, 12, and 14 exhibited inhibitory effects on LPS‐induced NO production. Compounds 5 – 7 showed selective neuroprotective effects in Aβ25 – 35 model at 10 μm.