New Benzo[c]phenanthridine and Benzenoid Derivatives, and Other Constituents from Zanthoxylum ailanthoides: Effects on Neutrophil Pro-Inflammatory Responses

International Journal of Molecular Sciences

Ching-Yi Chung²  Tsong-Long Hwang⁵  Liang-Mou Kuo⁴  Wen-Lung Kuo⁶  Ming-Jen Cheng³  Yi-Hsiu Wu⁵  Ping-Jyun Sung¹  Mei-Ing Chung² 

[1] National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan; E-Mail:;Faculty of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan; E-Mail:;Bioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), Hsinchu 300, Taiwan; E-Mail:;Graduate Institute of Clinical Medical Sciences, College of Medicine, Chang Gung University, Taoyuan 333, Taiwan; E-Mail:;Graduate Institute of Natural Products, College of Medicine, Chang Gung University, Taoyuan 333, Taiwan; E-Mail:;Chung-Jen College of Nursing, Health Science and Management, Chiayi 600, Taiwan; E-Mail:

关键词: Zanthoxylum ailanthoides;    Rutaceae;    benzo[c]phenanthridine;    benzenoid;    anti-inflammatory activity;   

DOI  :  10.3390/ijms141122395

来源: mdpi

【 摘 要 】

A new benzo[c]phenanthridine, oxynorchelerythrine (1), and two new benzenoid derivatives, methyl 4-(2-hydroxy-4-methoxy-3-methyl-4-oxobutoxy)benzoate (2) and (E)-methyl 4-(4-((Z)-3-methoxy-3-oxoprop-1-enyl)phenoxy)-2-methylbut-2-enoate (3), have been isolated from the twigs of Zanthoxylum ailanthoides, together with 11 known compounds (4–14). The structures of these new compounds were determined through spectroscopic and MS analyses. Among the isolated compounds, decarine (4), (−)-syringaresinol (6), (+)-episesamin (8), glaberide I (9), (−)-dihydrocubebin (10), and xanthyletin (11) exhibited potent inhibition (IC₅₀ values ≤ 4.79 μg/mL) of superoxide anion generation by human nutrophils in response to N-formyl-l-methionyl-l-leucyl-l-phenylalanine/cytochalasin B (fMLP/CB). Compounds 4, 8, and 11 also inhibited fMLP/CB-induced elastase release with IC₅₀ values ≤ 5.48 μg/mL.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland