Synthesis, characterization and in vitro anti-tumor activities of matrine derivatives.

作者: Lisheng Wang , Yejun You , Songqing Wang , Xu Liu , Buming Liu

DOI: 10.1016/J.BMCL.2012.04.069

关键词: ChemistryBiochemistryStructure–activity relationshipStereochemistryMatrineInfrared spectroscopyIn vitroNuclear magnetic resonance spectroscopyCell cultureProton NMRColchicine

摘要: Nineteen previously unreported matrine derivatives were synthesized and characterized using elemental analysis, infrared spectroscopy, proton nuclear magnetic resonance mass spectrometry. Target compounds 6a-6l 7a-7c showed stronger inhibitory activities than in the vitro antitumor tests inhibited growth of Hep7402, B16-F10, A549, TW03 cell lines. In addition, compound 6i exhibited a potent activity similar to that colchicine.

参考文章(15)
Jia-Ping Lai, Xi-Wen He, Yue Jiang, Feng Chen, Preparative separation and determination of matrine from the Chinese medicinal plant Sophora flavescens Ait by molecularly imprinted solid-phase extraction. Analytical and Bioanalytical Chemistry. ,vol. 375, pp. 264- 269 ,(2003) , 10.1007/S00216-002-1675-2
Zhen-Feng Chen, Li Mao, Li-Min Liu, Yan-Cheng Liu, Yan Peng, Xue Hong, Hong-Hong Wang, Hua-Gang Liu, Hong Liang, Potential new inorganic antitumour agents from combining the anticancer traditional Chinese medicine (TCM) matrine with Ga(III), Au(III), Sn(IV) ions, and DNA binding studies. Journal of Inorganic Biochemistry. ,vol. 105, pp. 171- 180 ,(2011) , 10.1016/J.JINORGBIO.2010.10.007
Li Qin He, Jing Liu, Deng Ke Yin, Yi Hua Zhang, Xiao Shan Wang, Synthesis and biological evaluation of nitric oxide-releasing matrine derivatives as anticancer agents Chinese Chemical Letters. ,vol. 21, pp. 381- 384 ,(2010) , 10.1016/J.CCLET.2009.11.033
Zhanwei Suo, Ye Liu, Miro Ferreri, Tao Zhang, Zhongjie Liu, Xiang Mu, Bo Han, Impact of matrine on inflammation related factors in rat intestinal microvascular endothelial cells. Journal of Ethnopharmacology. ,vol. 125, pp. 404- 409 ,(2009) , 10.1016/J.JEP.2009.07.023
Mark W. Bundesmann, Steven B. Coffey, Stephen W. Wright, Amidation of esters assisted by Mg(OCH3)2 or CaCl2 Tetrahedron Letters. ,vol. 51, pp. 3879- 3882 ,(2010) , 10.1016/J.TETLET.2010.05.075
Junzo Kamei, Ping Xiao, Masahiro Ohsawa, Hajime Kubo, Kimio Higashiyama, Hiroshi Takahashi, Jiashi Li, Hiroshi Nagase, Shigeru Ohmiya, Antinociceptive effects of (+)-matrine in mice European Journal of Pharmacology. ,vol. 337, pp. 223- 226 ,(1997) , 10.1016/S0014-2999(97)01273-9
Nathaniel K. Minami, John E. Reiner, J. Edward Semple, Asymmetric synthesis of novel quaternary α-Hydroxy-δ-lactam dipeptide surrogates Bioorganic & Medicinal Chemistry Letters. ,vol. 9, pp. 2625- 2628 ,(1999) , 10.1016/S0960-894X(99)00448-5
Zhi-jun Dai, Jie Gao, Zong-zheng Ji, Xi-jing Wang, Hong-tao Ren, Xiao-xu Liu, Wen-ying Wu, Hua-feng Kang, Hai-tao Guan, Matrine Induces Apoptosis in Gastric Carcinoma Cells via Alteration of Fas/FasL and Activation of caspase-3 Journal of Ethnopharmacology. ,vol. 123, pp. 91- 96 ,(2009) , 10.1016/J.JEP.2009.02.022
Ban-Feng Ruan, Xiang Lu, Jian-Feng Tang, Yao Wei, Xiao-Liang Wang, Yan-Bin Zhang, Li-Sheng Wang, Hai-Liang Zhu, Synthesis, biological evaluation, and molecular docking studies of resveratrol derivatives possessing chalcone moiety as potential antitubulin agents. Bioorganic & Medicinal Chemistry. ,vol. 19, pp. 2688- 2695 ,(2011) , 10.1016/J.BMC.2011.03.001
Inese Smukste, David B. Smithrud, Structure-function relationship of amino acid-[2]rotaxanes. Journal of Organic Chemistry. ,vol. 68, pp. 2547- 2558 ,(2003) , 10.1021/JO026530Q