• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

包含甲基1,2,8,8a-四氢环丙基[c]咪唑并[4,5-e]吲哚-4-酮-6-羧酸酯(CImI)烷基化亚基的多卡霉素SA类似物的合成与评价。

Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) alkylation subunit.

作者信息

Chanda Prem B, Boyle Kristopher E, Brody Daniel M, Shukla Vyom, Boger Dale L

机构信息

Department of Chemistry and the Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

Department of Chemistry and the Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

出版信息

Bioorg Med Chem. 2016 Oct 15;24(20):4779-4786. doi: 10.1016/j.bmc.2016.04.050. Epub 2016 Apr 26.

DOI:10.1016/j.bmc.2016.04.050
PMID:27221071
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5052114/
Abstract

The design, synthesis, and evaluation of methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) derivatives are detailed representing analogs of duocarmycin SA and yatakemycin containing an imidazole replacement for the fused pyrrole found in the DNA alkylation subunit.

摘要

1,2,8,8a-四氢环丙基[c]咪唑并[4,5-e]吲哚-4-酮-6-羧酸甲酯(CImI)衍生物的设计、合成及评估细节如下,这些衍生物是柔红霉素SA和矢车霉素的类似物,在DNA烷基化亚基中含有一个咪唑取代稠合吡咯。

相似文献

1
Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]imidazolo[4,5-e]indol-4-one-6-carboxylate (CImI) alkylation subunit.包含甲基1,2,8,8a-四氢环丙基[c]咪唑并[4,5-e]吲哚-4-酮-6-羧酸酯(CImI)烷基化亚基的多卡霉素SA类似物的合成与评价。
Bioorg Med Chem. 2016 Oct 15;24(20):4779-4786. doi: 10.1016/j.bmc.2016.04.050. Epub 2016 Apr 26.
2
Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]oxazolo[2,3-e]indol-4-one-6-carboxylate (COI) alkylation subunit.含有甲基 1,2,8,8a-四氢环丙[a]氧杂卓[2,3-e]吲哚-4-酮-6-羧酸酯(COI)烷基化亚单位的 duocarmycin SA 类似物的合成与评价。
Bioorg Med Chem Lett. 2010 Mar 15;20(6):1854-7. doi: 10.1016/j.bmcl.2010.01.145. Epub 2010 Feb 2.
3
Synthesis and evaluation of 1,2,8, 8a-Tetrahydrocyclopropa[c]pyrrolo[3,2-e]indol-4(5H)-one, the parent alkylation subunit of CC-1065 and the duocarmycins: impact of the alkylation subunit substituents and its implications for DNA alkylation catalysis.CC-1065和双环霉素的母体烷基化亚基1,2,8,8a-四氢环丙并[c]吡咯并[3,2-e]吲哚-4(5H)-酮的合成与评估:烷基化亚基取代基的影响及其对DNA烷基化催化的意义
J Org Chem. 2000 Jun 30;65(13):4101-11. doi: 10.1021/jo000297j.
4
Synthesis and evaluation of a thio analogue of duocarmycin SA.合成与评价 duocarmycin SA 的硫代类似物。
Bioorg Med Chem Lett. 2009 Dec 15;19(24):6962-5. doi: 10.1016/j.bmcl.2009.10.063. Epub 2009 Oct 17.
5
Total synthesis and evaluation of iso-duocarmycin SA and iso-yatakemycin.异多卡霉素SA和异矢车菊霉素的全合成及评估
J Am Chem Soc. 2009 Jan 28;131(3):1187-94. doi: 10.1021/ja808108q.
6
Rational design, synthesis, and evaluation of key analogues of CC-1065 and the duocarmycins.CC-1065和双环霉素关键类似物的合理设计、合成与评估
J Am Chem Soc. 2007 Nov 14;129(45):14092-9. doi: 10.1021/ja073989z. Epub 2007 Oct 19.
7
Selective metal cation activation of a DNA alkylating agent: synthesis and evaluation of methyl 1,2,9, 9a-Tetrahydrocyclopropa[c]pyrido[3,2-e]indol-4-one-7-carboxylate (CPyI).一种DNA烷基化剂的选择性金属阳离子活化:1,2,9,9a-四氢环丙基[c]吡啶并[3,2-e]吲哚-4-酮-7-羧酸甲酯(CPyI)的合成与评价
J Org Chem. 2000 Jun 30;65(13):4088-100. doi: 10.1021/jo000177b.
8
Photocontrollable sequence-specific DNA alkylation by a pyrrole-imidazole polyamide seco-CBI conjugate.光控的吡咯-咪唑聚酰胺 sec-CBI 缀合物的序列特异性 DNA 烷基化反应。
Bioconjug Chem. 2011 Feb 16;22(2):120-4. doi: 10.1021/bc100352y. Epub 2010 Dec 30.
9
Asymmetric total synthesis of (+)- and ent-(-)-yatakemycin and duocarmycin SA: evaluation of yatakemycin key partial structures and its unnatural enantiomer.(+)-和对映体-(-)-Yatakemycin及多卡霉素SA的不对称全合成:Yatakemycin关键部分结构及其非天然对映体的评估
J Am Chem Soc. 2006 Dec 13;128(49):15683-96. doi: 10.1021/ja064228j.
10
Yatakemycin: total synthesis, DNA alkylation, and biological properties.抑念霉素:全合成、DNA烷基化及生物学特性
Nat Prod Rep. 2008 Apr;25(2):220-6. doi: 10.1039/b705665f. Epub 2007 Nov 6.

引用本文的文献

1
Palladium-catalyzed intramolecular aza-Wacker-type cyclization of vinyl cyclopropanecarboxamides to access conformationally restricted aza[3.1.0]bicycles.钯催化乙烯基环丙烷甲酰胺的分子内氮杂瓦克型环化反应,以制备构象受限的氮杂[3.1.0]双环化合物。
RSC Adv. 2023 Sep 11;13(39):27158-27166. doi: 10.1039/d3ra05440c. eCollection 2023 Sep 8.
2
Base-Promoted Intramolecular Addition of Vinyl Cyclopropanecarboxamides to Access Conformationally Restricted Aza[3.1.0]bicycles.基底促进的乙烯基环丙烷甲酰胺的分子内加成反应,用于构建具有受限构象的氮杂[3.1.0]双环。
Molecules. 2023 Apr 25;28(9):3691. doi: 10.3390/molecules28093691.
3
The Difference a Single Atom Can Make: Synthesis and Design at the Chemistry-Biology Interface.单原子的差异:化学-生物学界面的合成与设计。
J Org Chem. 2017 Dec 1;82(23):11961-11980. doi: 10.1021/acs.joc.7b02088. Epub 2017 Oct 13.

本文引用的文献

1
An alternative and convenient strategy for generation of substantial quantities of singly 5'-32P-end-labeled double-stranded DNA for binding studies: development of a protocol for examination of functional features of (+)-CC-1065 and the duocarmycins that contribute to their sequence-selective DNA alkylation properties.一种用于生成大量单链 5'-32P 末端标记双链 DNA 以进行结合研究的替代且便捷的策略:开发一种用于研究(+)-CC-1065 和双霉素的功能特征的方案,这些功能特征有助于它们的序列选择性 DNA 烷基化特性。
Tetrahedron. 1991;47(14-15):2661-82.
2
A Short Review on the Synthetic Strategies of Duocarmycin Analogs that are Powerful DNA Alkylating Agents.关于多卡霉素类似物(强效DNA烷基化剂)合成策略的简短综述。
Anticancer Agents Med Chem. 2015;15(5):616-30. doi: 10.2174/1871520615666141216144116.
3
Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]oxazolo[2,3-e]indol-4-one-6-carboxylate (COI) alkylation subunit.含有甲基 1,2,8,8a-四氢环丙[a]氧杂卓[2,3-e]吲哚-4-酮-6-羧酸酯(COI)烷基化亚单位的 duocarmycin SA 类似物的合成与评价。
Bioorg Med Chem Lett. 2010 Mar 15;20(6):1854-7. doi: 10.1016/j.bmcl.2010.01.145. Epub 2010 Feb 2.
4
Chemical and biological explorations of the family of CC-1065 and the duocarmycin natural products.CC-1065 族和柔红霉素天然产物的化学和生物探索。
Curr Top Med Chem. 2009;9(16):1494-524. doi: 10.2174/156802609789909812.
5
Synthesis and evaluation of a thio analogue of duocarmycin SA.合成与评价 duocarmycin SA 的硫代类似物。
Bioorg Med Chem Lett. 2009 Dec 15;19(24):6962-5. doi: 10.1016/j.bmcl.2009.10.063. Epub 2009 Oct 17.
6
Fundamental relationships between structure, reactivity, and biological activity for the duocarmycins and CC-1065.双环霉素和CC-1065的结构、反应活性与生物活性之间的基本关系。
J Med Chem. 2009 Oct 8;52(19):5771-80. doi: 10.1021/jm9006214.
7
Total synthesis and evaluation of iso-duocarmycin SA and iso-yatakemycin.异多卡霉素SA和异矢车菊霉素的全合成及评估
J Am Chem Soc. 2009 Jan 28;131(3):1187-94. doi: 10.1021/ja808108q.
8
Yatakemycin: total synthesis, DNA alkylation, and biological properties.抑念霉素:全合成、DNA烷基化及生物学特性
Nat Prod Rep. 2008 Apr;25(2):220-6. doi: 10.1039/b705665f. Epub 2007 Nov 6.
9
Rational design, synthesis, and evaluation of key analogues of CC-1065 and the duocarmycins.CC-1065和双环霉素关键类似物的合理设计、合成与评估
J Am Chem Soc. 2007 Nov 14;129(45):14092-9. doi: 10.1021/ja073989z. Epub 2007 Oct 19.
10
Systematic exploration of the structural features of yatakemycin impacting DNA alkylation and biological activity.对影响DNA烷基化和生物活性的谷田霉素结构特征的系统探索。
J Am Chem Soc. 2007 Sep 5;129(35):10858-69. doi: 10.1021/ja072777z. Epub 2007 Aug 11.