Szabó M, Kökösi J, Orfi L
Semmelweis Orvostudományi Egyetem, Gyógyszerészi Kémiai Intézet, Budapest.
Acta Pharm Hung. 1995 Jul;65(4):133-8.
An original route has been found for the synthesis of [1,4]diazepino-quinazolones, a new ring system of heterocondensed quinazolones. These anthranilicacid-alanin-beta-alanin cyclopeptide derivatives constitute a structural moiety of asperlicin, the first natural cholecystokinin antagonist alkaloid. These compounds are therefore potential CCK antagonists. The new compounds were prepared via condensation of 2-amino-alkyl-quinazolones, obtained from 2-alkyl-quinazolones by side-chain substitution, with 1,3-bifunctional-reagents. We studied the cyclisation process under basic, acidic and phase-transfer catalyzed conditions. The structures of the synthesized compounds were characterized by IR, UV and NMR spectroscopy.
已找到一种合成[1,4]二氮杂环庚三烯并喹唑啉酮的原始路线，它是一种新型的稠合喹唑啉酮杂环体系。这些邻氨基苯甲酸-丙氨酸-β-丙氨酸环肽衍生物构成了asperlicin（第一种天然胆囊收缩素拮抗剂生物碱）的结构部分。因此，这些化合物是潜在的胆囊收缩素拮抗剂。新化合物是通过由2-烷基喹唑啉酮经侧链取代得到的2-氨基烷基喹唑啉酮与1,3-双官能试剂缩合制备的。我们研究了在碱性、酸性和相转移催化条件下的环化过程。通过红外光谱、紫外光谱和核磁共振光谱对合成化合物的结构进行了表征。
