LI Xiuzheng, ZHAO Qingjie, DONG Jiaxiao, JIANG Yunyun, YE Guangming. Synthesis and anti-inflammatory activity of position 1 substituted sinomenine derivatives[J]. Journal of Pharmaceutical Practice and Service, 2018, 36(5): 417-421. doi: 10.3969/j.issn.1006-0111.2018.05.007
| Citation:
|
LI Xiuzheng, ZHAO Qingjie, DONG Jiaxiao, JIANG Yunyun, YE Guangming. Synthesis and anti-inflammatory activity of position 1 substituted sinomenine derivatives[J]. Journal of Pharmaceutical Practice and Service, 2018, 36(5): 417-421. doi: 10.3969/j.issn.1006-0111.2018.05.007
|
Synthesis and anti-inflammatory activity of position 1 substituted sinomenine derivatives
- 1.
Huzhou Clinical College of Anhui Medical University, No. 98 Hospital of PLA, Huzhou 230032, China
- 2.
School of Pharmacy, Second Military Medical University, Shanghai 200433, China
- 3.
No. 101 Hospital of PLA, Wuxi 214044, China
- Received Date: 2018-01-26
- Rev Recd Date:
2018-05-03
-
Abstract
Objective To synthesize position 1 substituted sinomenine derivatives and study their anti-inflammatory activity in vitro. Methods A series of substituted sinomenine derivatives were prepared by bromination of sinomenine and Suzuki coupling reaction on the A ring 1. All compounds were confirmed by 1H-NMR,13C-NMR and MS. The reporter gene method was used to study the effect of sinomenine derivatives on NF-κB transcriptional activity. Results All the compounds obtained with Suzuki coupling reaction exhibited better anti-inflammatory activity than the parent compound,sinomenine. Conclusion Two top performers, 4f and 4g ,can be used as drug candidates. A further study on those compounds will have significant implication for the development of rheumatoid arthritis drugs.
-
References
|
[1]
|
ZHAO ZJ,ZHAO C,XIAO J,et al. Transdermal permeation and anti-inflammation activities of novel sinomenine derivatives[J]. Molecules,2016,21(11):1520. |
|
[2]
|
高晨鑫,张湛明,陈继红,等. 青藤碱对类风湿关节炎细胞因子影响的研究进展[J]. 风湿病与关节炎,2017,6(2):72-75. |
|
[3]
|
ZHAO XX,PENG C,ZHANG H,et al.Sinomenium acutum:A review of chemistry,pharmacology,pharmacokinetics,and clinical use[J]. Pharm Biol,2012,50(8),1053-1061. |
|
[4]
|
吴娟,李燕红. 正清风痛宁药物治疗的副作用及防治[J].中国医药导刊,2012,14(2):250-252. |
|
[5]
|
游素芬,戈萌.青藤碱的医药新用途:CN1679574[P]. 2005-10-12. |
|
[6]
|
CHEN C,XU HQ,ZHONG J.New use of sinomenine:1149456[P].1997-05-14. |
|
[7]
|
秦峰,蔡辉. 青藤碱药理作用研究进展[J]. 现代中药研究与实践,2016(4):81-86. |
|
[8]
|
HE L,DUAN H,LI X,et al. Sinomenine down-regulates TLR4/TRAF6 expression and attenuates lipopolysaccharide-induced osteoclastogenesis and osteolysis[J]. Eur J Pharmacol,2016,779:66-79. |
|
[9]
|
HUANG L,LI T,ZHOU H,et al. Sinomenine potentiates degranulation of RBL-2H3 basophils via up-regulation of phospholipase A2 phosphorylation by Annexin A1 cleavage and ERK phosphorylation without influencing on calcium mobilization[J]. Int Immunopharmacol,2015,28(2):945-951. |
|
[10]
|
LOU YT,ZHOU HB,ZOU J,et al.Modification of poorly bioactive sinomenine into morepotent immunosuppressive agents by embedding of drug-like fragments[J].Tetrahedron Lett,2010,51(3):485-488. |
|
[11]
|
姚祝军,周海滨. C环连接有吡嗪环的青藤碱衍生物、合成方法及其用途:1687065 A[P]. 2005-10-26. |
|
[12]
|
姚祝军,周海滨. C环连接有五元杂环的青藤碱衍生物和合成方法:1687070 A[P]. 2007-10-26. |
|
[13]
|
TANG J,ZHANG R,XU XQ,et al. Synthesis,characterization,and NF-kappa B pathway inhibition of;1-halogenated sinomenine derivatives[J]. Chem Nat Comp,2013,48(6):1031-1034. |
-
-
Proportional views
-
DownLoad: