Synthesis of 3-N-sugar-substituted-2, 4(1H,3H)-quinazolinedionesas anti-angiogenesis agents

Conghai Huang; Xiangbao Meng; Jingrong Cui; Zhongjun Li

doi:10.3390/molecules14072447

Synthesis of 3-N-sugar-substituted-2, 4(1H,3H)-quinazolinedionesas anti-angiogenesis agents

Molecules. 2009 Jul 8;14(7):2447-57. doi: 10.3390/molecules14072447.

Authors

Conghai Huang¹, Xiangbao Meng, Jingrong Cui, Zhongjun Li

Affiliation

¹ State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China. michaelhchh@gmail.com

Abstract

A series of novel 3-N-sugar-substituted quinazolinediones were synthesizedthrough the cyclization of the intermediate 2-aminobenzamides using triphosgene as the condensing reagent. Their anti-angiogenesis activities were investigated. The compound 3-(2'-aminoglucosyl)-2,4-(1H,3H)-quinazolinedione, (5d) showed good anti-angiogenesis activity.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Angiogenesis Inhibitors / chemical synthesis*
Angiogenesis Inhibitors / chemistry
Angiogenesis Inhibitors / pharmacology
Animals
Chick Embryo
Cyclization
Neovascularization, Physiologic / drug effects
Phosgene / analogs & derivatives
Phosgene / chemistry
Quinazolinones / chemical synthesis*
Quinazolinones / chemistry
Quinazolinones / pharmacology
ortho-Aminobenzoates / chemistry

Substances

Angiogenesis Inhibitors
Quinazolinones
ortho-Aminobenzoates
Phosgene
bis(trichloromethyl) carbonate
anthranilamide