synthesis of 3-n-sugar-substituted-2, 4(1h,3h)-quinazolinedionesas anti-angiogenesis agents合成3-n-sugar-substituted-2 4(1 h、3 h)-quinazolinedionesas抗血管生成代理.pdfVIP
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synthesis of 3-n-sugar-substituted-2, 4(1h,3h)-quinazolinedionesas anti-angiogenesis agents合成3-n-sugar-substituted-2 4(1 h、3 h)-quinazolinedionesas抗血管生成代理
Molecules 2009, 14, 2447-2457; doi:10.3390/molecule
OPEN ACCESS
molecules
ISSN 1420-3049
/journal/molecules
Article
Synthesis of 3-N-Sugar-substituted-2, 4(1H, 3H)-
quinazolinediones as Anti-Angiogenesis Agents
Conghai Huang, Xiangbao Meng, Jingrong Cui and Zhongjun Li *
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking
University, Beijing 100191, China; E-mails: michaelhchh@ (C.H.),
xbmeng@ (X.M.), jrcui@ (J.C.)
* Author to whom correspondence should be addressed; E-mail: zjli@ (Z.L);
Tel.:+86-10 Fax: 86-10
Received: 8 May 2009; in revised form: 27 May 2009 / Accepted: 2 June 2009 /
Published: 8 July 2009
Abstract: A series of novel 3-N-sugar-substituted quinazolinediones were synthesized
through 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.
Keywords: quinazolinediones; anti-angiogenesis; triphosgene
1. Introduction
The development of an effective anti-cancer drug is still a major challenge in the field of drug
discovery. It was reported that aminopeptidase N (APN) plays a crucial role in the degradation and
invasion of extracellular matrices by fibrosarcoma cells [1]. It is also important in the proliferation and
the activation of pathogenic T-cells [2]. Several APN inhib
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