A straightforward click-approach towards pretubulysin-analogues

被引：14

作者：

Burkhart, Jens L. ^{[1
]}

Kazmaier, Uli ^{[1
]}

机构：

[1] Univ Saarland, Inst Organ Chem, D-66123 Saarbrucken, Germany

来源：

RSC ADVANCES | 2012年 / 2卷 / 09期

关键词：

METASTATIC BREAST-CANCER; ADVANCED SOLID TUMORS; DOLASTATIN; 10; ANGIOCOCCUS-DISCIFORMIS; BIOLOGICAL-PROPERTIES; POTENTIAL ANTICANCER; TUBULYSIN ANALOGS; PEPTIDE-SYNTHESIS; TUBULIN-BINDING; NATURAL-PRODUCT;

D O I：

10.1039/c2ra20191g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The [3+2]-cycloaddition of an azido tripeptide, corresponding to the left hand side of pretubulysin, with a range of alkynes, such as propiolic acid amides and propargyl ethers, allows the straightforward syntheses of libraries of tubulysin derivatives. Via this click approach, a chimera of pretubulysin and dolastatin 10, both highly potent antimitotic drug candidates, also becomes accessible.

引用

页码：3785 / 3790

页数：6

共 50 条

[41] Synthetic approach towards 'click' modified chalcone based organotriethoxysilanes; UV-Vis study
Singh, Gurjaspreet
Singh, Jandeep
Mangat, Satinderpal Singh
Arora, Aanchal
RSC ADVANCES, 2014, 4 (105) : 60853 - 60865
[42] A Straightforward Approach towards Functionalized Amino Acids and Pipecolinic Acids via Ruthenium-Catalyzed Allylic Alkylation
Servatius, Phil
Kazmaier, Uli
SYNLETT, 2015, 26 (14) : 2001 - 2005
[43] A synthetic approach to 'click' neoglycoprotein analogues of EPO employing one-pot native chemical ligation and CuAAC chemistry
Lee, D. J.
Cameron, A. J.
Wright, T. H.
Harris, P. W. R.
Brimble, M. A.
CHEMICAL SCIENCE, 2019, 10 (03) : 815 - 828
[44] A Straightforward Approach towards α-Amino-β-keto Esters via Acylation of Chelated Amino Acid Ester Enolates
Schultz, Katharina
Stief, Laura
Kazmaier, Uli
SYNTHESIS-STUTTGART, 2012, 44 (04): : 600 - 604
[45] A Straightforward Approach towards Antibacterial and Anti-Inflammatory Multifunctional Nanofiber Membranes with Sustained Drug Release Profiles
Wang, Wenjie
Wang, Yilin
Zhao, Weifeng
Zhao, Changsheng
MACROMOLECULAR BIOSCIENCE, 2022, 22 (11)
[46] Targeting telomerase and telomeres: a click chemistry approach towards highly selective G-quadruplex ligands
Moorhouse, Adam D.
Haider, Shozeb
Gunaratnam, Mekala
Munnur, Deeksha
Neidle, Stephen
Moses, John E.
MOLECULAR BIOSYSTEMS, 2008, 4 (06) : 629 - 642
[47] An approach towards synthesis of antisense oligonucleotides modified with lipophilic boron clusters via "click chemistry" method
Wojtczak, Blazej A.
Andrysiak, Agnieszka
Lesnikowski, Zbigniew J.
CHEMISTRY OF NUCLEIC ACID COMPONENTS, 2008, 10 : 482 - 483
[48] A Concise Synthesis of Triazole Analogues of Lavendustin A via Click Chemistry Approach and Preliminary Evaluation of Their Antiparasitic Activity Against Trypanosoma cruzi
de Carvalho, Leandro Lara
Pena, Raynna Bittencourt
Romeiro, Nelilma Correia
Nepomuceno-Silva, Jose Luciano
CHEMISTRYSELECT, 2022, 7 (12):
[49] A short and straightforward approach towards 6-amino and 6-aminoalkyl thiazolo[4,5-c]pyridazines
Stella, Alessandro
De Jonghe, Steven
Segers, Kenneth
Herdewijn, Piet
TETRAHEDRON LETTERS, 2013, 54 (08) : 830 - 833
[50] A facile semi-synthetic approach towards halogen-substituted aminobenzoic acid analogues of platensimycin
Qiu, Lin
Tian, Kai
Pan, Jian
Jiang, Lin
Yang, Hu
Zhu, Xiangcheng
Shen, Ben
Duan, Yanwen
Huang, Yong
TETRAHEDRON, 2017, 73 (06) : 771 - 775

← 1 2 3 4 5 →