氯富菌素环肽的合成
Synthesis of the Chlorofusin Cyclic Peptide.
作者信息
Lee Sang Yeul, 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, California 92037.
出版信息
Tetrahedron. 2009;65(16):3281-3284. doi: 10.1016/j.tet.2008.09.029.
Abstract
An efficient and convergent solution-phase synthesis of the cyclic peptide of the natural product chlorofusin, a reported inhibitor of the MDM2-p53 interaction, is detailed.
摘要
详细介绍了天然产物氯夫辛环肽的一种高效且收敛的溶液相合成方法，氯夫辛是一种已报道的MDM2-p53相互作用抑制剂。
相似文献
1
Synthesis of the Chlorofusin Cyclic Peptide.
Tetrahedron. 2009;65(16):3281-3284. doi: 10.1016/j.tet.2008.09.029.
2
Identification of a new p53/MDM2 inhibitor motif inspired by studies of chlorofusin.
Bioorg Med Chem Lett. 2015 Nov 1;25(21):4878-4880. doi: 10.1016/j.bmcl.2015.06.014. Epub 2015 Jun 14.
3
Total synthesis of chlorofusin, its seven chromophore diastereomers, and key partial structures.
J Am Chem Soc. 2008 Sep 17;130(37):12355-69. doi: 10.1021/ja8012819. Epub 2008 Aug 20.
4
Solid-phase synthesis of the cyclic peptide portion of chlorofusin, an inhibitor of p53-MDM2 interactions.
Org Lett. 2003 Dec 25;5(26):5051-4. doi: 10.1021/ol0360849.
5
The isolation, total synthesis and structure elucidation of chlorofusin, a natural product inhibitor of the p53-mDM2 protein-protein interaction.
Nat Prod Rep. 2009 Apr;26(4):465-77. doi: 10.1039/b821676b.
6
Solid-phase synthesis of chlorofusin analogues.
J Org Chem. 2007 Jul 6;72(14):5146-51. doi: 10.1021/jo070450a. Epub 2007 Jun 9.
7
Synthesis of the chlorofusin cyclic peptide: assignment of the asparagine stereochemistry.
Org Lett. 2003 Dec 25;5(26):5047-50. doi: 10.1021/ol036083g.
8
Binding of an inhibitor of the p53/MDM2 interaction to MDM2.
Chem Commun (Camb). 2003 Feb 7(3):316-7. doi: 10.1039/b211889k.
9
Isolation and structure elucidation of Chlorofusin, a novel p53-MDM2 antagonist from a Fusarium sp.
J Am Chem Soc. 2001 Jan 31;123(4):554-60. doi: 10.1021/ja002940p.
10
Evaluation of Chlorofusin, its Seven Chromophore Diastereomers, and Key Analogues.
Tetrahedron Lett. 2009 Jul 1;50(26):3151-3153. doi: 10.1016/j.tetlet.2009.01.081.
引用本文的文献
1
Natural product MDM2 inhibitors: anticancer activity and mechanisms of action.
Curr Med Chem. 2012;19(33):5705-25. doi: 10.2174/092986712803988910.
2
Evaluation of Chlorofusin, its Seven Chromophore Diastereomers, and Key Analogues.
Tetrahedron Lett. 2009 Jul 1;50(26):3151-3153. doi: 10.1016/j.tetlet.2009.01.081.
本文引用的文献
1
Total synthesis of chlorofusin, its seven chromophore diastereomers, and key partial structures.
J Am Chem Soc. 2008 Sep 17;130(37):12355-69. doi: 10.1021/ja8012819. Epub 2008 Aug 20.
2
Total synthesis, stereochemical reassignment, and absolute configuration of chlorofusin.
J Am Chem Soc. 2007 Aug 15;129(32):9860-1. doi: 10.1021/ja073264v. Epub 2007 Jul 19.
3
Solid-phase synthesis of chlorofusin analogues.
J Org Chem. 2007 Jul 6;72(14):5146-51. doi: 10.1021/jo070450a. Epub 2007 Jun 9.
4
Total synthesis, assignment of absolute stereochemistry, and structural revision of chlorofusin.
J Am Chem Soc. 2007 May 23;129(20):6400-1. doi: 10.1021/ja072225g. Epub 2007 May 2.
5
Small-molecule inhibitors of the p53 suppressor HDM2: have protein-protein interactions come of age as drug targets?
Trends Pharmacol Sci. 2004 Jul;25(7):343-6. doi: 10.1016/j.tips.2004.04.011.
6
Solid-phase synthesis of the cyclic peptide portion of chlorofusin, an inhibitor of p53-MDM2 interactions.
Org Lett. 2003 Dec 25;5(26):5051-4. doi: 10.1021/ol0360849.
7
Synthesis of the chlorofusin cyclic peptide: assignment of the asparagine stereochemistry.
Org Lett. 2003 Dec 25;5(26):5047-50. doi: 10.1021/ol036083g.
8
Solution-phase combinatorial libraries: modulating cellular signaling by targeting protein-protein or protein-DNA interactions.
Angew Chem Int Ed Engl. 2003 Sep 15;42(35):4138-76. doi: 10.1002/anie.200300574.
9
Binding of an inhibitor of the p53/MDM2 interaction to MDM2.
Chem Commun (Camb). 2003 Feb 7(3):316-7. doi: 10.1039/b211889k.
10
Isolation and structure elucidation of Chlorofusin, a novel p53-MDM2 antagonist from a Fusarium sp.
J Am Chem Soc. 2001 Jan 31;123(4):554-60. doi: 10.1021/ja002940p.
Zotero 插件