摘要/Abstract
以2-吲哚酮为先导化合物，设计合成一系列2-吗啉基-1-丙基-1H-吲哚-3-取代酰腙类化合物.目标化合物结构经核磁共振波谱（1H NMR和13C NMR）和高分辨质谱仪（HRMS）进行确证.采用浊度法测试了目标化合物的离体抑菌活性，抑菌活性测试结果表明：目标化合物对柑橘溃疡病菌（Xanthomonas axonopodis pv.Citri，X.citri）、烟草青枯病菌（Ralstonia.Solanacearum，R.solanacearum）和水稻白叶枯病菌（Xanthomonas oryzae pv.Oryzae，X.oryzae）均表现出一定的抑制活性.化合物2-氰基-N'-（（2-吗啉基-1-丙基-1H-吲哚-3-基）亚甲基）乙酰肼（12a）、4-氯-N'-（（2-吗啉基-1-丙基-1H-吲哚-3-基）亚甲基）苯甲酰肼（12c）、4-氟-N'-（（2-吗啉基-1-丙基-1H-吲哚-3-基）亚甲基）苯甲酰肼（12f）、N'-（（2-吗啉基-1-丙基-1H-吲哚-3-基）亚甲基）-4-硝基苯甲酰肼（12k）和N'-（（2-吗啉基-1-丙基-1H-吲哚-3-基）亚甲基）异烟肼（12m）表现出较好的抑制活性；化合物12a、12c、12f、12k和12m对水稻白叶枯病菌的EC50为73.79、61.94、59.70、36.72和82.79 μg/mL，抑制活性优于对照药叶枯唑和噻菌铜（EC50分别为92.4、120.22 μg/mL）.
关键词: 吲哚衍生物, 酰腙, 酰肼, 抑菌活性
A series of 2-morpholino-1-propyl-1H-indole-3-substituted acylhydrazone derivatives were designed and synthesized from oxindole. All the compounds were characterized by 1H NMR, 13C NMR and HRMS spectra, and their antibacterial activities were evaluated via turbidimeter test in vitro. The preliminary bioassay results indicated that all of the title compounds exhibited certain antibacterial activities in vitro against Xanthomonas axonopodis pv. Citri (X. citri), Ralstonia.solanacearum (R. solanacearum) and Xanthomonas oryzae pv. Oryzae (X. oryzae). These title compounds 2-cyano-N'-((2-morpholino-1-propyl-1H-indol-3-yl)methylene)acetohydrazide (12a), 4-chloro-N'-((2-morpholino-1-propyl-1H-indol-3-ylmethylene)ben-zohydrazide (12c), 4-fluoro-N'-((2-morpholino-1-propyl-1H-indol-3-yl)methylene)benzohydrazide (12f), N'-((2-morpholino-1-propyl-1H-indol-3-yl)methylene)-4-nitrobenzohydrazide (12k) and N'-((2-morpholino-1-propyl-1H-indol-3-yl)methylene) isonicotinohydrazide (12m) displayed good antibacterial activities. The concentration of 50% inhibition rate (EC50) of 12a, 12c, 12f, 12k and 12m against X. oryzae were 73.79, 61.94, 59.70, 36.72 and 82.79 μg/mL respectively, which was significantly superior to the control bismerthiazol and thiodiazole-copper (92.46 μg/mL and 120.22 μg/mL).
Key words: indole derivatives, acylhydrazone, acylhydrazine, antibacterial activity
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