Next Article in Journal
Ionizing Radiation-Induced Responses in Human Cells with Differing TP53 Status
Previous Article in Journal
Superior Mechanical Properties of Double-Network Hydrogels Reinforced by Carbon Nanotubes without Organic Modification
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,†
,
2
,
3,4,†
,
5
,
6
,
2
,
7
,
1,*  and 8,*
Received: 6 August 2013 / Revised: 24 October 2013 / Accepted: 25 October 2013 / Published: 13 November 2013
View Full-Text   |   Download PDF [395 KB, uploaded 19 June 2014]   |   Browse Figures

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 Zanthoxylum ailanthoides; Rutaceae; benzo[c]phenanthridine; benzenoid; anti-inflammatory activity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Supplement

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote
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.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

Cited By

[Return to top]
Int. J. Mol. Sci. EISSN 1422-0067 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert