Preparation of penta-azole containing cyclopeptides: challenges in macrocyclization

被引：18

作者：

Hernandez, Delia

Riego, Estela

Francesch, Andres

Cuevas, Carmen

Albericio, Fernando ^{[1
]}

Alvarez, Mercedes ^{[1
,2
]}

机构：

[1] Univ Barcelona, Dept Organ Chem, E-08028 Barcelona, Spain

[2] Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain

来源：

TETRAHEDRON | 2007年 / 63卷 / 39期

关键词：

D O I：

10.1016/j.tet.2007.06.103

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Herein is described the synthesis of several analogs of the natural product IB-01211 from concatenated azoles, via a biomimetic pathway based on cyclization-oxidation of serine containing peptides combined with the Hantzsch synthesis. The macrocyclization of rigid peptide compounds 1 and 2 to give IB-01211 and its epimer 12b was explored, and the results are compared here to those previously obtained for the macrocyclization of more flexible structures in the syntheses of YM-216391, telomestatin, and IB-01211. Lastly, the preliminary results of anti-tumor activity screening of the synthesized analogs are discussed. (C) 2007 Elsevier Ltd. All rights reserved.

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收藏

页码：9862 / 9870

页数：9

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