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Characterization and Online Detection of Surfactin Isomers Based on HPLC-MSn Analyses and Their Inhibitory Effects on the Overproduction of Nitric Oxide and the Release of TNF-α and IL-6 in LPS-Induced Macrophages
Jin-Shan Tang 1 
,
Feng Zhao 2 
,
Hao Gao 1,3 
,
Yi Dai 1 
,
Zhi-Hong Yao 1 
,
Kui Hong 4 
,
Jia Li 3,5 
,
Wen-Cai Ye 1 
and
Xin-Sheng Yao 1,*

1
Institute of Traditional Chinese Medicine & Natural Products, Jinan University, Guangzhou 510632, Guangdong, China
2
School of Pharmacy, Yantai University, Yantai 206005, Shandong, China
3
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai 201203, China
4
Institute of Tropical Biosciences and Biotechnology, Chinese Academy of Tropical Agriculture Sciences, Haikou 571101, Hainan, China
5
National Center for Drug Screening, Shanghai Institute of Materia Medica, Shanghai 201203, China
* Author to whom correspondence should be addressed.
Received: 28 August 2010; in revised form: 23 September 2010 / Accepted: 29 September 2010 / Published: 11 October 2010
Abstract: A rapid method for characterization and online detection of surfactin isomers was developed based on HPLC-MSn (n = 1, 2, 3) analyses, and many surfactin isomers were detected and characterized from the bioactive fraction of the mangrove bacterium Bacillus sp. Inhibitory activities of surfactin isomers on the overproduction of nitric oxide and the release of TNF-a and IL-6 in LPS-induced macrophages were systematically investigated. It was revealed that the surfactin isomers showed strong inhibitory properties on the overproduction of nitric oxide and the release of IL-6 on LPS-induced murine macrophage cell RAW264.7 with IC50 values ranging from 1.0 to 7.0 mM. Structure-activity relationship (SAR) studies revealed that the existence of the free carboxyl group in the structure of surfactin isomers was crucial. These findings will be very helpful for the development of this novel kind of natural product as new anti-inflammatory agents.
Keywords: LC-MS; Bacillus sp.; surfactin isomer; anti-inflammatory activity
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Cite This Article
MDPI and ACS Style
Tang, J.-S.; Zhao, F.; Gao, H.; Dai, Y.; Yao, Z.-H.; Hong, K.; Li, J.; Ye, W.-C.; Yao, X.-S. Characterization and Online Detection of Surfactin Isomers Based on HPLC-MSn Analyses and Their Inhibitory Effects on the Overproduction of Nitric Oxide and the Release of TNF-α and IL-6 in LPS-Induced Macrophages. Mar. Drugs 2010, 8, 2605-2618.
AMA Style
Tang J-S, Zhao F, Gao H, Dai Y, Yao Z-H, Hong K, Li J, Ye W-C, Yao X-S. Characterization and Online Detection of Surfactin Isomers Based on HPLC-MSn Analyses and Their Inhibitory Effects on the Overproduction of Nitric Oxide and the Release of TNF-α and IL-6 in LPS-Induced Macrophages. Marine Drugs. 2010; 8(10):2605-2618.
Chicago/Turabian Style
Tang, Jin-Shan; Zhao, Feng; Gao, Hao; Dai, Yi; Yao, Zhi-Hong; Hong, Kui; Li, Jia; Ye, Wen-Cai; Yao, Xin-Sheng. 2010. "Characterization and Online Detection of Surfactin Isomers Based on HPLC-MSn Analyses and Their Inhibitory Effects on the Overproduction of Nitric Oxide and the Release of TNF-α and IL-6 in LPS-Induced Macrophages." Mar. Drugs 8, no. 10: 2605-2618.