1-[2-(4-Methyl-7-coumarinyloxy)ethyl]-4-(5-{1-[2-(4-methyl-7-coumarinyloxy)ethyl]-1H-1,2,3-triazol-4-yl}pentyl)-1H-1,2,3-triazole

被引：2

作者：

Torres, Fernando Cidade ^{[1
,2
]}

de Azambuja, Gabriel Oliveira ^{[1
]}

Goncalves, Itamar Luis ^{[1
]}

Goncalves, Guilherme Arrache ^{[1
]}

von Poser, Gilsane Lino ^{[1
]}

Kawano, Daniel Fabio ^{[3
,4
]}

Eifler-Lima, Vera Lucia ^{[1
]}

机构：

[1] Univ Fed Rio Grande do Sul, Fac Farm, Av Ipiranga 2752, BR-90610000 Porto Alegre, RS, Brazil

[2] Ctr Univ Ritter Reis, Fac Farm, Rua Orfanotrofio 55, BR-91849440 Porto Alegre, RS, Brazil

[3] Univ Estadual Campinas, Fac Ciencias Farmaceut, Rua Sergio Buarque Holanda 250, BR-13083859 Campinas, SP, Brazil

[4] Univ Estadual Campinas, Inst Quim, Dept Quim Organ, Rua Josue Castro S-N, BR-13083970 Campinas, SP, Brazil

来源：

MOLBANK | 2016年 / 02期

基金：

巴西圣保罗研究基金会;

关键词：

coumarins; twin drugs; click chemistry; pechmann condensation;

D O I：

10.3390/M894

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nature often produces compounds with a high degree of symmetry to reduce structural information and complexity. Synthesis of identical twin drugs, through the linkage of two identical pharmacophoric entities, is a classical strategy to produce more potent and/or selective drugs. Herein, two units of the privileged core of the coumarin hymecromone were linked together using "click chemistry". Synthesis of 1-[2-(4-Methyl-7-coumarinyloxy)ethyl]-4-(5-{1-[2-(4-methyl-7-coumarinyloxy)ethyl]-1H-1,2,3-triazol-4-yl}pentyl)-1H-1,2,3-triazole was achieved by coupling of two identical units of an azido coumarin with a symmetrical alkine using copper(I)-catalyzed alkyne-azide cycloaddition reaction, in good yields and with complete regioselectivity.

引用

页数：3

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