期刊文献+
任意字段
题名或关键词
题名
关键词
文摘
作者
第一作者
机构
刊名
分类号
参考文献
作者简介
基金资助
栏目信息

去甲表鬼臼毒素及依托泊苷的合成工艺优化

下载PDF
导出
摘要 目的建立以高效液相色谱法(HPLC)测定不同合成方法中去甲表鬼臼毒素含量的方法,同时优化去甲表鬼臼毒素及依托泊苷的生产工艺。方法以鬼臼毒素为起始原料,在不同催化剂的作用下发生去甲基化与构型反转,HPLC法测定各种合成方法的产率,进而优化去甲表鬼臼毒素与依托泊苷的合成工艺。结果鬼臼毒素在无水氯化锆/碘化钾的条件下合成去甲表鬼臼毒素的产率达到70.98%,所得产品经HPLC分析,1H-NMR,ESI-MS确证。结论该反应条件温和,提高了立体选择性,降低了生产成本。
作者 席文立 刘静宇 康文艺 侯宝锋 师俊萍
机构地区 河南省开封市第一人民医院 河南大学药学院
出处 《现代中西医结合杂志》 CAS 2012年第25期2815-2816,2823,共3页 Modern Journal of Integrated Traditional Chinese and Western Medicine
基金 开封市科技发展计划项目(110374)
关键词 高效液相色谱 去甲表鬼臼毒素 含量测定 工艺优化
分类号 R917 [医药卫生—药物分析学]
  • 相关文献

参考文献7

  • 1Chee GL,Yalowich JC,Bodner A,et al.Adiazirine-based photo-affinity etoposide probe for labelig topoisomerase Ⅱ[J].Bioorg Med Chem,2010,18(2):830.
  • 2Lee KH,Xiao ZY.Podophyllotoxins and analogs[M] //Anticancer agents from natural products Cragg GM,Kingston DGI,Newman DJ.London:CRC Press,Taylor & Francis Group,2005:71.
  • 3Lee KH.Discovery and development of natural product-derived chemotherapeutic agents based on a medicinal chemistry approach[J].J Nat Prod,2010,73(3):500.
  • 4Terada T,FuJimoto K,Nomura M,et al.Antitumor agents 3.Synthesis and biological activity of 4 beta-alkyl derivatives containing hydroxy,amino,and amido groups of 4'-O-demethyl-4-desoxypodophyllotoxin as antitumor agents[J].J Med Chem,1993,36(12):1689.
  • 5Daley L,Meresse P,Monneret C,et al.A one-pot,efficient synthesis of the potent cytotoxic podophyllotoxin derivative NPF[J].Tetrahedron Lett,1997,38(15):2673.
  • 6Kamel A,Laxman N,Ramesh G.Facile and efficient one-pot synthesis 4β-arylamino-podophyllotoxins:synthesis of DNA Topoisomerase Ⅱ Inhibitors (NPF and W-68)[J].Bioorg Med Chem Lett,2000,10(18):2059.
  • 7于鹏飞,陈虹,何春娴,王晶,李敏,雷志勇,程卯生.“一瓶法”合成鬼臼毒素类似物及其体外抗肿瘤活性[J].中国药物化学杂志,2008,18(1):32-34. 被引量：1

二级参考文献10

  • 1WILSON L, FRIEDKIN M. The biochemical events of mitosis. XI. The in vivo and in vitro binding of colchicine in grasshopper embryos and its possible re- lation to inhibition of mitosis [ J ]. Biochemistry, 1967, 6(10) :3126 - 3135.
  • 2ROSS W, ROWE T, GLISSON B, et al. Role of topoisomerase Ⅱ in mediating epipodophyllotoxin-induced DNA cleavage[J]. Cancer Res, 1984, 44(12) : 5857 - 5860.
  • 3LEE K H, BEERS S A, MORI M, et al. Antitumor agents. 111. New 4-hydroxylated and 4-halogenated anilino derivatives of 4′- as potent inhibitors of human DNA topoisomerase Ⅱ [J] .J Med Chem, I990, 33(5) : 1364 - 1368.
  • 4WANG Z, KUO Y, SCHNUR D, et al. Antitumor agents. 113. New 4β-arylamino derivatives of 4′-O- demethylePipodophyllotoxin and related compounds as potent inhibitors of human DNA topoisomerase ll [J]. J Med Chem, 1990, 33(9): 2660 - 2666.
  • 5ZHANG Y L, GUO X, CHENG Y C, et al. Antitumor agents. 148. Synthesis and biological evaluation of novel 4β-amino derivatives of etoposide with better pharmacological profiles [ J ]. J Med Chem, 1994, 37 (4) :446 - 452.
  • 6ZHANG Y L , TROPSHA A, MSPHAIL A T , et al. Antitumor agents. 152. In vitro inhibitory activity of etoposide derivative N-PF against human tumor cell lines and a study of its conformation by X-ray crystal- lography, molecular modeling, and NMR spectroscopy [J]. J Med Chem, 1994, 37(10) : 1460 - 1464.
  • 7KAMAL A, LAXMAN N, RAMESH G. Facile and efficient one-pot synthesis of 4β-arylaminopo- dophyLlotoxins: Synthesis of DNA topoisomerase Ⅱ inhibitors (NPF and W-68) [J]. Bioorg Med Chem Lett, 2000, 10(18) : 2059 - 2062.
  • 8DALEY L, MERESSE P, BERTOUNESQUE E, et al. A one-pot, efficient synthesis of the potent cytotoxic podophyllotoxin derivative NPF [ J ]. Tetrahedron Lett, 1997, 38 (15) : 2673 - 2676.
  • 9KONDO K, OGURA M, MIDORIKAWA Y, et al. Conversion of deoxypodophyllotoxin to podophyllo- toxin-related compounds by microbes [J]. Agile Biol Chem, 1989, 53(3) :777 - 782.
  • 10KUHN M, KELLER-JUSLEN C, von WARTBURG A. Partial synthese yon 4′-demethytepipodophyllotoxin[ J ]. Helv Chim Acta, 1969, 52(4) :944 - 947.
现代中西医结合杂志
2012年 第25期

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部