SYNTHESIS, CHEMICAL MODIFICATION AND GROWTH-STIMULATING ACTIVITY OF N-BENZYLMETHYLAMINE AND INDOLINE DERIVATIVES

I. Anuarbekova, D. Markina, E. S. Sycheva, M. Mukanova, G. Sarsenbaeva, O. Seilkhanov
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Abstract

One of the main tasks of organic chemistry is development of purposeful synthesis ways of biologically active substances. The chemistry of dithiocarbamic compounds opens up wide possibilities for solving this problem. There is a strong interest in dithiocarbamic acids due to a wide range oftheir biological activity (anticancer, antibacterial, antifungal, anti-neurodegenerative, anti-tuberculosis, growthstimulating, root forming, etc.). The purpose of this studyis the synthesis of biologically active substances inthe series of element(N-,O-,S-,F-,Cl-)organic compounds based on N-benzylmethylamine and indoline, their structure determination and biological activity investigation. Results and discussion. The initial sodium dithiocarbamates were synthesized by the reaction of N-benzylmethylamine and indoline with carbon disulfide in the yields 92 and 52%. Acylation of synthesized dithiocarbamates with acid chlorides was carried out and the corresponding derivatives of dithiocarbamic aromatic and heterocyclic thioanhydrides were obtained in the yields 58-85%. The structure of the synthesized compounds was identified by using elemental analysis, IR spectra, 1Н and 13С NMR spectroscopy. Laboratory study of growth-stimulating activity of new biologically active compounds onlaboratory germination and germination energy of wheat and soybean seeds was carried out.Conclusion.The best results were achieved when wheat seeds were treated with sodium indoline-1-carbodithioate and benzyl(methyl)carbamothio-4-fluorobenzoic thioanhydride at 0.001% concentration.Germination energy and laboratory seed germination were 100% and 100%, and for the standard -80% and 90%, respectively. It was found that seed treatment with new synthesized preparations intensively stimulates the growing and germination of wheat shoots in comparison with the control and the standard.
n -苄基甲胺及吲哚衍生物的合成、化学改性及促生长活性研究
有机化学的主要任务之一是开发有目的的生物活性物质的合成方法。二硫代氨基化合物的化学性质为解决这一问题开辟了广阔的可能性。二硫代氨基甲酸由于其广泛的生物活性(抗癌、抗菌、抗真菌、抗神经退行性、抗结核、刺激生长、根形成等)而引起了人们的浓厚兴趣。本研究的目的是合成以N-苄基甲胺和吲哚为基础的元素(N-、O-、S-、F-、Cl-)系列有机化合物中的生物活性物质,并对其结构进行测定和生物活性研究。结果和讨论。以n -苄基甲胺和吲哚为原料,与二硫化碳反应合成二硫代氨基甲酸钠,产率分别为92%和52%。合成的二硫代氨基甲酸酯与酸性氯化物进行酰化反应,得到了相应的二硫代氨基芳香族和杂环硫酸酐衍生物,收率为58 ~ 85%。通过元素分析、红外光谱、1Н和13С核磁共振波谱对合成化合物的结构进行了鉴定。研究了新型生物活性化合物对小麦和大豆种子实验室萌发和萌发能的促生长活性。结论:以0.001%浓度的吲哚-1-碳二硫酸钠和4-氟苯代氨基硫代苄基(甲基)硫代硫化物处理小麦种子效果最好。萌发能为100%,实验室种子萌发率为100%,标准种子萌发率为-80%,实验室种子萌发率为90%。与对照和对照相比,新合成制剂对小麦幼苗的生长和萌发有较强的促进作用。
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