Purkhosrow Azar, Khalili Azadeh, Chih Ho Anthony, Mowlazadeh Haghighi Saghar, Fakher Shima, Khalafi-Nezhad Ali
Department of Pharmacology, School of Medicine, Shiraz University of Medical Sciences, Shiraz, Iran.
Department of Physiology and Pharmacology, School of Medicine, Alborz University of Medical Sciences, Karaj, Iran.
Iran J Pharm Res. 2019 Spring;18(2):607-619. doi: 10.22037/ijpr.2019.1100675.
New quinazoline derivatives were prepared by one pot reaction of anthranilic acid, acetic anhydride and primary amines, under ultrasonic irradiation. As a result, Ultrasonic irradiation has led to affordable, clean synthesis of a variety of target compounds in much higher yields, than traditional methods. This method has numerous advantages: such as higher yields, shorter reactions time, and easier work-up. Several structural classes among these compounds were identified to have vasorelaxant activity. In this respect, all of the newly synthesized quinazolinone derivatives displayed vasorelaxant properties on the isolated thoracic rat aorta. The IC of compounds (-6.00 ± 0.55), (-7.31 ± 0.94), (-7.15 ± 0.81) and (-7.77 ± 0.31) was comparable to that seen in the Acetylcholine (-7.13 ± 0.14). The structures of the newly synthesized compounds were confirmed by IR, H NMR, C NMR, mass spectral studies, elemental analysis, and melting point.
在超声辐射下，通过邻氨基苯甲酸、乙酸酐和伯胺的一锅法反应制备了新型喹唑啉衍生物。结果表明，与传统方法相比，超声辐射能够以更高的产率实现多种目标化合物的经济、清洁合成。该方法具有诸多优点：如产率更高、反应时间更短以及后处理更简便。已确定这些化合物中的几个结构类别具有血管舒张活性。在这方面，所有新合成的喹唑啉酮衍生物对离体大鼠胸主动脉均表现出血管舒张特性。化合物（-6.00±0.55）、（-7.31±0.94）、（-7.15±0.81）和（-7.77±0.31）的半数抑制浓度与乙酰胆碱（-7.13±0.14）相当。通过红外光谱、氢核磁共振、碳核磁共振、质谱研究、元素分析和熔点测定对新合成化合物的结构进行了确证。
