异恶唑酮类杂环化合物对小麦幼苗生长发育的影响

Anton K. Smirnov, N. Pchelintseva, V. V. Korobko, Y. G. Krylatova, E. G. Hachaturov
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引用次数: 0

摘要

芳基异恶唑酮自20世纪下半叶以来就已为人所知,并且仍然保持其作为生物活性化合物的相关性和进一步转化的基础。对不同性质、不同位置和不同取代基数目的芳基片段合成杂环化合物- 4-芳基-3-甲基异恶唑-5-酮进行了生物学测试:4-(4-甲氧基苄基)-3-甲基异恶唑-5-酮,4-(4-氯苄基)-3-甲基异恶唑-5-酮,4-(4-二甲氨基苄基)-3-甲基异恶唑-5-酮,4-(4-羟基-3-甲氧基苄基)-3-甲基异恶唑-5-酮,4-(3,4-二甲氧基苄基)-3-甲基异恶唑-5-酮。这些化合物是在以N.G.车尔尼雪夫斯基命名的萨拉托夫国立研究大学的有机和生物有机化学系获得的,目的是确定结构与生物作用之间的关系。本文介绍了所测化合物的性质和芳基二异恶唑酮类化合物的合成方法。春软小麦幼苗的研究。萨拉托夫斯卡娅36号作为测试对象。采用种子萌发指数、幼苗形态计量学数据分析、根冠比和根指数等指标对化合物的生理活性进行评价。一些化合物对种子萌发的抑制作用已被证实。在10-7M浓度的4-(4-羟基-3-甲氧基苄基)-3-甲基异恶唑-5- 1溶液中萌发效果最明显。异恶唑酮类衍生物对试验对象首叶生长无显著影响。4-芳基烯-3-甲基异恶唑- 5-酮对根长均有促进作用。测定了该效应与4-(4-氯苄基)-3-甲基异恶唑-5- 1和4-(3,4-二甲氧基苄基)-3-甲基异恶唑-5- 1溶液浓度的直接依赖性。除4-(4-二甲氨基苄酶)- 3-甲基异恶唑-5-酮外,所测化合物对幼苗根冠比均有正向影响。测定了幼苗的根指数,发现甲氧基的存在对该指标的值有抑制作用。结果表明,4-(4-二甲氨基苄基)-3-甲基异恶唑-5- 1和4-(4-氯苄基)-3-甲基异恶唑-5- 1是值得进一步研究的化合物。
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The effect of heterocyclic compounds of isoxazolone series on the growth and development of wheat seedlings (Triticum aestivum L.)
Arylidenisoxazolones have been known since the second half of the 20th century and still retain their relevance as biologically active compounds and the basis for further transformations. Biological testing of synthetic heterocyclic compounds – 4-arylidene-3-methylisoxazol-5-ones, which differ in nature, position and number of substituents in the aryl fragment, was carried out: 4-(4-methoxybenzylidene)-3-methylisoxazol-5-one, 4- (4-chlorobenzylidene)-3-methylisoxazol-5-one, 4-(4-dimethylaminobenzylidene)-3-methylisoxazol-5-one, 4-(4-hydroxy-3-methoxybenzylidene)- 3-methylisoxazol-5-one, 4-(3,4-dimethoxybenzylidene)-3-methylisoxazol-5-one. The compounds were obtained at the Department of Organic and Bioorganic Chemistry of the Saratov National Research State University named after N.G. Chernyshevsky in order to identify the relationship between structure and biological action. The paper presents the characteristics of the tested compounds and a modified method for the synthesis of arylidenisoxazolones. Seedlings of spring soft wheat Triticum aestivum L. cv. Saratovskaya 36 served as test objects. To assess the physiological activity of the tested compounds, we used the seed germination index, analysis of the morphometric data of the seedling, the root-to-shoot ratio and the root index. The inhibitory effect of some compounds on seed germination has been established. The most pronounced effect was manifested during seed germination in a solution of 4-(4-hydroxy-3-methoxybenzylidene)-3-methylisoxazol-5-one at a concentration of 10-7M. No significant effect of isoxazolone derivatives on the growth of the first leaf of the test object was found. All tested 4-arylidene-3-methylisoxazol- 5-ones had a stimulating effect on the growth of the root system in length. The direct nature of the dependence of this effect on the concentration of a solution of 4-(4-chlorobenzylidene)-3-methylisoxazol-5-one and 4-(3,4-dimethoxybenzylidene)-3-methylisoxazol-5-one was determined. A positive effect of the tested compounds on the root-to-shoot ratio of seedlings was revealed (with the exception of 4-(4-dimethylaminobenzylidene)- 3-methylisoxazol-5-one). The root index of seedlings was determined and it was found that the presence of methoxyl groups has an inhibitory effect on the value of this indicator. Based on the data obtained, it can be concluded that 4-(4-dimethylaminobenzylidene)-3-methylisoxazol-5-one and 4-(4-chlorobenzylidene)-3-methylisoxazol-5-one are promising compounds for further research.
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