Int. J. Mol. Sci. 2013, 14(11), 22395-22408; doi:10.3390/ijms141122395
Article

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

1,†email, 2email, 3,4,†email, 5email, 6email, 2email, 7email, 1,* email and 8,* email
Received: 6 August 2013; in revised form: 24 October 2013 / Accepted: 25 October 2013 / Published: 13 November 2013
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Abstract: 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 (414). 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.
Keywords: Zanthoxylum ailanthoides; Rutaceae; benzo[c]phenanthridine; benzenoid; anti-inflammatory activity
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MDPI and ACS Style

Chung, C.-Y.; Hwang, T.-L.; Kuo, L.-M.; Kuo, W.-L.; Cheng, M.-J.; Wu, Y.-H.; Sung, P.-J.; Chung, M.-I.; Chen, J.-J. New Benzo[c]phenanthridine and Benzenoid Derivatives, and Other Constituents from Zanthoxylum ailanthoides: Effects on Neutrophil Pro-Inflammatory Responses. Int. J. Mol. Sci. 2013, 14, 22395-22408.

AMA Style

Chung C-Y, Hwang T-L, Kuo L-M, Kuo W-L, Cheng M-J, Wu Y-H, Sung P-J, Chung M-I, Chen J-J. New Benzo[c]phenanthridine and Benzenoid Derivatives, and Other Constituents from Zanthoxylum ailanthoides: Effects on Neutrophil Pro-Inflammatory Responses. International Journal of Molecular Sciences. 2013; 14(11):22395-22408.

Chicago/Turabian Style

Chung, Ching-Yi; Hwang, Tsong-Long; Kuo, Liang-Mou; Kuo, Wen-Lung; Cheng, Ming-Jen; Wu, Yi-Hsiu; Sung, Ping-Jyun; Chung, Mei-Ing; Chen, Jih-Jung. 2013. "New Benzo[c]phenanthridine and Benzenoid Derivatives, and Other Constituents from Zanthoxylum ailanthoides: Effects on Neutrophil Pro-Inflammatory Responses." Int. J. Mol. Sci. 14, no. 11: 22395-22408.


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