State Key Laboratory of Elemento-organic Chemistry, Research Institute of Elemento-organic Chemistry, Nankai University, Tianjin, China.
J Agric Food Chem. 2010 Mar 24;58(6):3651-60. doi: 10.1021/jf904408c.
A series of novel 6-aminophenazine-1-, 7-aminophenazine-1- and 8-aminophenazine-1-carboxylate derivatives were synthesized by a facile method, and their structures were characterized by (1)H NMR, (13)C NMR and high-resolution mass spectrometry. Some unexpected byproducts V-7b-V-8d were noticed and isolated, and their structures were identified by 2D NMR spectra including heteronuclear multiple-quantum coherence (HMQC), heteronuclear multiple-bond correlation (Hmbc) and H-H correlation spectrometry (H-H COSY) approach. Their fungicidal activities against five fungi were evaluated, which indicated that most of the title compounds showed low fungicidal activities in vitro against Alternaria solani, Cercospora arachidicola, Fusarium omysporum, Gibberella zeae, and Physalospora piricola at a dosage of 50 microg mL(-1), while compounds IV-6a and IV-6b exhibited excellent activities against P. piricola at that dosage. Compound IV-6a could be considered as a leading structure for further design of fungicides.
一系列新型 6-氨基吩嗪-1-、7-氨基吩嗪-1-和 8-氨基吩嗪-1-羧酸衍生物通过简便的方法合成，其结构通过（1）H NMR、（13）C NMR 和高分辨率质谱进行了表征。注意到并分离出了一些意想不到的副产物 V-7b-V-8d，并通过包括异核多量子相干（HMQC）、异核多键相关（Hmbc）和 H-H 相关光谱（H-H COSY）的二维 NMR 光谱鉴定了它们的结构。评估了它们对五种真菌的杀菌活性，结果表明，大多数标题化合物在 50μg mL（-1）剂量下对番茄早疫病菌、花生褐斑病菌、禾谷镰刀菌、玉米赤霉病菌和梨孢叶斑病菌的体外杀菌活性较低，而化合物 IV-6a 和 IV-6b 在该剂量下对梨孢叶斑病菌表现出优异的活性。化合物 IV-6a 可被视为进一步设计杀菌剂的先导结构。
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