Design, synthesis, and antibacterial activity of novel Schiff base derivatives of quinazolin-4(3H)-one

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• 作者：Xiang Wang^a ; ^b ; Juan Yin^a ; Li Shi^a ; Guoping Zhang^a ; Baoan Song^a ; ^{songbaoan22@yahoo.com" class="auth_mail}
• 关键词：Schiff base derivative ; Quinazolin-4(3H)-one ; Synthesis ; Ralstonia solanacearum ; Antibacterial activity
• 刊名：European Journal of Medicinal Chemistry
• 出版年：22 April, 2014
• 年：2014
• 卷：77
• 期：Complete
• 页码：65-74
• 全文大小：1003 K

文摘

Novel imine derivatives of quinazolin-4(3H)-one were designed and synthesized by using aminoethyl moieties to increase the amine bridge of quinazolin-4(3H)-one amine and then introducing various aromatic aldehydes. The target compounds were characterized by proton nuclear magnetic resonance spectroscopy (¹H NMR), carbon nuclear magnetic resonance spectroscopy (¹³C NMR), mass spectrometry (MS), infrared spectroscopy (IR), elemental analysis, and X-ray diffraction crystallography. Bioassay results indicated that some of the compounds showed good to excellent antibacterial activities against tobacco bacterial wilt and tomato bacterial wilt. The 50% effective concentrations (EC₅₀) of the compounds against tobacco and tomato bacterial wilts ranged from 63.73聽渭g/mL to 201.52聽渭g/mL and 38.64聽渭g/mL to 81.39聽渭g/mL, respectively, which are lower than that the positive control thiodiazole copper (216.70 and 99.80聽渭g/mL). These results indicated that novel Schiff base derivatives containing the 4(3H)-quinazolinone moiety can effectively control tobacco and tomato bacterial wilts.