Synthesis and antitumor activity of 13-acylmatrine derivatives

FU Ben; TIAN Yuntao; DING Li; WU Qiuye; GUO Zhongwu; ZHAO Qingjie

doi:10.3969/j.issn.1006-0111.2017.01.004

Message Board

Respected readers, authors and reviewers, you can add comments to this page on any questions about the contribution, review, editing and publication of this journal. We will give you an answer as soon as possible. Thank you for your support!

Name

E-mail

Phone

Title

Content

Verification Code

Objective To synthesize a series of 13-acylmatrine derivatives and evaluate their in vitro antitumor activity. Methods Using sophocarpine as the starting material,a series of new compounds were synthesized through Michael addition,Staudinger reduction and acylation.The structure of target compounds were confirmed by ¹H NMR and MS techniques. Their antitumor activity against human hepatoma cells(BEL-7404) and mice melanoma cells (K111) were evaluated in vitro by MTT assay. Results We synthesized 9 compounds and all the compounds exhibited inhibitory activities against BEL-7404 and K111. Conclusion Compound 4b and compound 4e exhibit good in vitro antitumor activity to human hepatoma cells (BEL-7404).

Synthesis and antitumor activity of 13-acylmatrine derivatives

Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China

Received Date: 2016-07-27

Rev Recd Date: 2016-11-25

Key words:

Abstract: Objective To synthesize a series of 13-acylmatrine derivatives and evaluate their in vitro antitumor activity. Methods Using sophocarpine as the starting material,a series of new compounds were synthesized through Michael addition,Staudinger reduction and acylation.The structure of target compounds were confirmed by ¹H NMR and MS techniques. Their antitumor activity against human hepatoma cells(BEL-7404) and mice melanoma cells (K111) were evaluated in vitro by MTT assay. Results We synthesized 9 compounds and all the compounds exhibited inhibitory activities against BEL-7404 and K111. Conclusion Compound 4b and compound 4e exhibit good in vitro antitumor activity to human hepatoma cells (BEL-7404).

HTML

Reference (11)

[1]	王佩,李玉珍,齐有利. 植物类抗肿瘤药成为市场主导——抗肿瘤药物的应用及用药趋势分析[J].首都医药,2003,10(5):33-34.
[2]	江纪武.植物药有效成分手册[M].北京:人民卫生出版社,1986:700.
[3]	Liu XJ,Gao MA,Li WH,et al.Alkaloids from sophora flavescens aition[J].Fitoterapia,2010,81(6):524-527.
[4]	洪阁,刘培勋.槐属植物生物碱化学成分及药理作用研究进展[J].中草药,2005,36(5):783-785.
[5]	Pan QM,Li YH,Hua J,et al.Antiviral matrine-type alkaloids from the rhizomes of sophoratonkinensis[J].J Nat Prod,2015,78(70):1683-1688.
[6]	Tang S,Kong LY,Li YH,et al.Novel N-benzenesulfonyl sophocarpinol derivatives as coxsackie B virus inhibitors[J].ACS Med Chem Lett.,2015,6(2):183-186.
[7]	Bi CW,Zhang CX,Li YH,et al.Synthesis and biological evaluation of sophoridinol derivatives as a novel family of potential anticancer agents[J]. ACS Med Chem Lett,2014,5(11):1225-1229.
[8]	Gao LM,Han YX,Wang YP,et al.Design and synthesis of oxymatrine analogues overcoming drug resistance in hepatitis bvirus through targeting host heat stress cognate 70[J].J Med Chem,2011,54(3):869-876.
[9]	Zhang YB,Zhan LQ,Li GQ,et al.Dimericmatrine-type alkaloids from the root of sophora flavescens and their anti-hepatitis b virus activities[J].J Org Chem,2016,81(15):6273-6280.
[10]	Samuel VW,Nicholas PC,Richard B.Total synthesis of the tetracyclic lupinalkaloid(+)-allomatrine[J].Org Lett,2013,15(17):4596-4599.
[11]	Hu HG,Wang SZ,Zhang CM,et al.Synthesis and in vitroinhibitory activity of matrine derivatives towards pro-inflammatory cytokines[J].Bioorg Med Chem Lett,2010,20(24):7537-7539.

Message Board

Synthesis and antitumor activity of 13-acylmatrine derivatives

doi: 10.3969/j.issn.1006-0111.2017.01.004

Abstract

References

Proportional views

通讯作者: 陈斌, [email protected]

Article Metrics

Related

Proportional views