Wang Ming-Zhong, Xu Han, Feng Qi, Wang Li-Zhong, Wang Su-Hua, Li Zheng-Ming
State Key Laboratory of Elemento-organic Chemistry, Research Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China.
J Agric Food Chem. 2009 Sep 9;57(17):7912-8. doi: 10.1021/jf902320e.
A series of novel analogues of pyrrolnitrin containing a thiophene moiety were designed and synthesized by a facile method, and their structures were characterized by (1)H nuclear magnetic resonance (NMR) and high-resolution mass spectrometry. The isomers IV-h and V-h were isolated, and their structures were identified by 2D NMR, including heteronuclear multiple-quantum coherence (HMQC), heteronuclear multiple-bond correlation (HMBC), and nuclear Overhauser effect spectrometry (NOESY) spectra. Their fungicidal activities against five fungi were evaluated, and the results indicated that some of the title compounds showed excellent fungicidal activities in vitro against Alternaria solani , Gibberella zeae , Physalospora piricola , Fusarium omysporum , and Cercospora arachidicola at the dosage of 50 microg mL(-1). Some compounds shown moderate activity at low dosage. Compound V-h could be considered as a leading structure for further design of agricultural fungicides.
通过一种简便的方法设计并合成了一系列含有噻吩部分的新型吡咯硝菌素类似物，其结构通过氢核磁共振（NMR）和高分辨率质谱进行了表征。分离出了异构体IV-h和V-h，并通过二维NMR对其结构进行了鉴定，包括异核多量子相干（HMQC）、异核多键相关（HMBC）和核Overhauser效应光谱（NOESY）谱。评估了它们对五种真菌的杀菌活性，结果表明，一些标题化合物在50 μg mL(-1)的剂量下对番茄早疫病菌、玉米赤霉、梨轮纹病菌、尖孢镰刀菌和花生尾孢菌表现出优异的体外杀菌活性。一些化合物在低剂量下表现出中等活性。化合物V-h可被视为进一步设计农用杀菌剂的先导结构。
