Citation: Xu Xuetao, Chen Jie, Lin Zhiqing, Li Dongli, Zhang Kun, Sheng Zhaojun, Wang Shaohua, Zhu Shun, Asiri Abdullah M.. Synthesis and Anti-inflammatory Effects of Oxaprozin-Paeonol Ester[J]. Chinese Journal of Organic Chemistry, ;2019, 39(10): 2958-2964. doi: 10.6023/cjoc201903020 shu

Synthesis and Anti-inflammatory Effects of Oxaprozin-Paeonol Ester

Xu Xuetao ^a ,
Chen Jie ^a ,
Lin Zhiqing ^a ,
Li Dongli ^a ,
Zhang Kun ^a ,
Sheng Zhaojun ^a,, ,
Wang Shaohua ^a,b,c,, ,
Zhu Shun ^c ,
Asiri Abdullah M. ^d

a.
School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, Guangdong, China
b.
School of Pharmacy, Lanzhou University, Lanzhou 730000, China
c.
Yangtze River Pharmaceutical Group Jiangsu Zilong Pharmaceutical Co., Ltd., Changzhou 213100, Jiangsu, China
d.
Faculty of Science, King Abdulaziz University, Jeddah 999088, Saudi Arabia

Corresponding author: Sheng Zhaojun, wyuchemszj@126.com Wang Shaohua, wangshh@lzu.edu.cn
Received Date: 12 March 2019
Revised Date: 15 May 2019
Available Online: 21 October 2019
Fund Project: the National Natural Science Foundation of China 21772071Project supported by the Department of Education of Guangdong Province (Nos. 2017KTSCX185, 2017KSYS010, 2016KCXTD005), the Youth Team Fund of Wuyi University (No. 2016td01), and the National Natural Science Foundation of China (Nos. 21472077, 21772071)the Department of Education of Guangdong Province 2016KCXTD00the Youth Team Fund of Wuyi University 2016td01the Department of Education of Guangdong Province 2017KTSCX185the National Natural Science Foundation of China 21472077the Department of Education of Guangdong Province 2017KSYS010

Figures(9)

Oxaprozin is a common anti-inflammatory drug in the clinic. Oral medication of oxaprozin potentially induces the GI perforation, which is caused by the local irritation of its carboxylic acid group. Paeonol is an active ingredient of peony, and has anti-inflammatory and anti-oxidant effects. So oxaprozin-paeonol ester (OPE) was designed to avoid the GI complications and enhence corresponding anti-inflammatory. The topical anti-inflammatory effects of OPE was evaluated in a 12-O-tetradecanoylphorbol-13-acetate (TPA) induced mouse ear edema model. The results showed that topical treatment of OPE could effectively improve the TPA-induced ear edema and its anti-inflammatory effect is 2 times higher than that of oxaprozin and 4 times than that of paeonol. Moreover, OPE treatment could effectively mitigate the expression of IL-1β, IL-6, and TNF-α, and its effect is better than that of oxaprozin or paeonol. Furthor study demonstrated that topical treatment of OPE could obviously down-regulate the activation of factor kappa-κB (NF-κB) by blocking IκB kinase (IKK) activities. Accordingly, OPE might be used as a promising anti-inflammatory agent for inflammation-associated skin diseases.
- Oxaprozin,
- Paeonol,
- Inflammatory,
- Ear edema mode
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