Synthesis of 1-propargyl-1-(2-methyl-3-oxo-3-(p-tolyl)propyl)-piperidin-1-ium bromide and its plant growth-stimulating activity assessment

IF 0.3 Q4 CHEMISTRY, MULTIDISCIPLINARY Chemical Bulletin of Kazakh National University Pub Date : 2022-06-20 DOI:10.15328/cb1259
Y. Belyankova, A. Dauletbakov, B. Anapiyayev, A. Ten, M. Aydemir, A. Zazybin
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Abstract

The aim of this study was to synthesize novel ionic compound – 1-propargyl-1-(2-methyl-3-oxo-3-(p-tolyl)propyl)-piperidin-1-ium bromide – via the N-alkylation (in conventional conditions and using ultrasound activation), and investigate its influence on the plant growth-stimulating activity using of sweet sorghum seeds. The synthesized compound was fully characterized by infrared (IR) and nuclear magnetic resonance (NMR) spectroscopy. Regardless of the type of synthesis’ methods, the isolated yield of the produced ionic compound is showed 79-81%, however, the reaction rate was significantly increased by using ultrasonic activation. For the assessment of the growth-stimulating activity of the synthesized ionic compound, parameters such as root length, shoot length, seed energy germination rate, and germination capacity were determined on 10 genotypes of sweet sorghum seeds. The results of samples with low concentration (0.001% vol. solution) were demonstrated the higher intensity for tested genotypes than control samples, especially for process of gemmogenesis and intensity of rhizogenesis. The results of this study can be used as basis for the further development of plant growth stimulants based on ionic compounds.
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1-丙炔-1-(2-甲基-3-氧-3-(对甲基)丙基)-胡椒碱-1-溴化ium的合成及其植物促生长活性评价
本研究以甜高粱种子为原料,在常规条件和超声活化下,通过n-烷基化反应合成了新型离子化合物-1-丙炔-1-(2-甲基-3-氧-3-(对甲基)丙基)-胡椒碱-1-溴化ium -,并研究了其对植物促生长活性的影响。通过红外光谱和核磁共振光谱对合成的化合物进行了表征。无论何种合成方法,所制备的离子化合物的分离率均为79-81%,而采用超声活化的反应速率明显提高。为了评价所合成的离子化合物的促生长活性,对10个基因型甜高粱种子进行了根长、茎长、种子能量发芽率和发芽量等参数的测定。结果表明,低浓度(0.001%溶液体积)样品的基因型强度高于对照样品,特别是在胚发生过程和根发生强度方面。本研究结果可为进一步开发基于离子化合物的植物生长刺激剂提供依据。
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