含取代苯甲酰基硫脲的核苷类化合物的合成及杀菌活性研究

Synthesis and Fungicidal Activities of Nucleoside Compounds Containing Substituted Benzoyl Thiourea

为了发现具有杀菌活性的新型先导化合物,基于几丁质合成酶催化作用机制,通过活性亚结构拼接方法,保留多氧霉素和尼克霉素中的活性尿苷部分,将具有良好杀菌活性的硫脲基团引入,设计合成了一系列含硫脲结构的核苷类化合物.以尿苷为原料,经5步反应制得目标物,其结构经IR,1H NMR及元素分析确证.初步生测结果表明,部分化合物对芦笋茎枯病(Phomopsisasparagi bubak)表现出明显的抑制活性,其中6m的抑制率在50μg/mL浓度下为97.2%,与相同浓度的多氧霉素B活性(100%)接近.

To find new fungicidal lead compounds, based on the catalytic mechanism of chitin synthase, a series of novel nucleoside compounds containing thiourea were designed via the method of linking active sub-structures, in which the thio- urea with high fungicidal activity was combined to the uridine part ofpolyoxins and nikkomycins. The target compounds were synthesized from uridine in 5 steps. Their structures were confirmed by IR, 1H NMR spectra and elemental analysis. The pre- liminary bioassay results indicated that some compounds showed obvious inhibition effects against Phomopsisasparagi bubak, especially, and the fungicidal activity of 6m （97.2%） at 50 μg/mL is similar to that （100%） ofpolyoxin B.