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.pdf

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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