获得查尔酮丁碱的工作标准样品及其在植物原料中的定量测定

E. O. Kulichenko, E. T. Oganesyan, S. V. Pechinskii, A. G. Kuregyan, M. Larsky, A. P. Pleten, A. A. Prokopov, T. Tatarenko-Kozmina
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Butein synthesis was carried out using the Claisen‒Schmidt reaction, the yield was 44,4%. Identification of the obtained butein was carried out using UV, IR and Mass spectroscopy. Quantitative determination of butein in the raw materials of Cosmos doubly persita was carried out by HPLC in combination with solid-phase extraction. \nResults. The results obtained confirm that the test sample is butein (2',4',3,4-tetrahydroxychalcone). To determine butein in plant raw materials, a standard sample of this compound should be available, and therefore the substance of this chalcone was synthesized and on its basis, according to the state pharmacopoeia, a working standard sample was obtained (butein content in it is 99,62%). Identification of butein by HPLC was carried out by the retention time, which in the chromatogram of the test solution is 160,70 min, in the chromatogram of the standard solution – 160,07 min  2%. The butein content in the flowers of the cosmos bipinnate we studied in terms of dry raw materials is 0,043%  2%. \nConclusions. The synthesis of chalcone ‒ butein was carried out by alkaline condensation of resacetophenone with protocatechuic aldehyde. The yield of butein is 5,95  0,0195 g (44,4%). A working standard sample was obtained based on the butein substance, the authenticity and purity of which was confirmed by melting point, as well as using HPLC, mass spectroscopy, UV and IR spectroscopy. The resulting standard working sample was further used to develop a method for the quantitative determination of butein in Cosmos bipinnate flowers using solid-phase extraction. 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引用次数: 0

摘要

简介。芸苔素--2',4',3,4-四羟基查尔酮存在于许多具有明显抗菌和抗真菌作用的植物中:芸苔素(Butea monosperma Lam.)、毛蕊花(Bidens pilosa L.)、三疣蕊花(Bidens tripartita L.)、水藻(Hydnophytum formicarum Jack.)、早百里香(Thymeus praecox)。黄丁香并不是植物中黄酮类化合物的主要代表,但它可以作为一种标记化合物,用于分析含有这种查尔酮的原材料。本研究的目的是合成和分析丁香苷的工作标准样品,并开发一种采用固相萃取法对双峰大波斯菊原料中丁香苷进行定量测定的方法。材料和方法丁素的合成采用克莱森-施密特反应,产率为 44.4%。使用紫外光谱、红外光谱和质谱对获得的丁香苷进行鉴定。采用高效液相色谱法和固相萃取法对双波斯菊原料中的丁香苷进行定量测定。检测结果所得结果证实,测试样品为丁素(2',4',3,4-四羟基查尔酮)。要测定植物原料中的丁素,必须有这种化合物的标准样品,因此合成了这种查尔酮的物质,并根据国家药典,在此基础上获得了工作标准样品(丁素含量为 99.62%)。丁香苷的高效液相色谱鉴定是通过保留时间进行的,在测试溶液的色谱图中,保留时间为 160,70 分钟,而在标准溶液的色谱图中,保留时间为 160,07 分钟  2%。按干原料计算,我们研究的双峰波斯菊花朵中的丁酸含量为 0.043%  2%。结论。查尔酮-丁素的合成是通过原儿茶醛与复苯乙酮的碱性缩合进行的。丁素的产量为 5,95  0,0195 克(44.4%)。根据丁香物质获得了工作标准样品,并通过熔点、高效液相色谱法、质谱法、紫外光谱法和红外光谱法确认了其真实性和纯度。由此得到的标准工作样品被进一步用于开发固相萃取定量测定双峰大波斯菊中丁香苷含量的方法。以干原料计,丁素含量为 0,043%3% 。
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OBTAINING A WORKING STANDARD SAMPLE OF CHALCONE BUTEINE AND ITS QUANTITATIVE DETERMINATION IN PLANT RAW MATERIALS
Introduction. Butein ‒ 2',4',3,4-tetrahydroxychalcone is found in a number of plants that have a pronounced antimicrobial and antifungal effect: Butea monosperma Lam., hairy string ‒ Bidens pilosa L., tripartite string ‒ Bidens tripartita L., hydrophytum ‒ Hydnophytum formicarum Jack., early thyme ‒ Thymus praecox. Butein is not the dominant representative of the flavonoid class in plants, but it can serve as a marker compound for the analysis of raw materials containing this chalcone. The purpose of the study is to synthesize and analyze a working standard sample of butein, as well as to develop a method for its quantitative determination in Cosmos bipinnate raw materials using solid-phase extraction. Material and methods. Butein synthesis was carried out using the Claisen‒Schmidt reaction, the yield was 44,4%. Identification of the obtained butein was carried out using UV, IR and Mass spectroscopy. Quantitative determination of butein in the raw materials of Cosmos doubly persita was carried out by HPLC in combination with solid-phase extraction. Results. The results obtained confirm that the test sample is butein (2',4',3,4-tetrahydroxychalcone). To determine butein in plant raw materials, a standard sample of this compound should be available, and therefore the substance of this chalcone was synthesized and on its basis, according to the state pharmacopoeia, a working standard sample was obtained (butein content in it is 99,62%). Identification of butein by HPLC was carried out by the retention time, which in the chromatogram of the test solution is 160,70 min, in the chromatogram of the standard solution – 160,07 min  2%. The butein content in the flowers of the cosmos bipinnate we studied in terms of dry raw materials is 0,043%  2%. Conclusions. The synthesis of chalcone ‒ butein was carried out by alkaline condensation of resacetophenone with protocatechuic aldehyde. The yield of butein is 5,95  0,0195 g (44,4%). A working standard sample was obtained based on the butein substance, the authenticity and purity of which was confirmed by melting point, as well as using HPLC, mass spectroscopy, UV and IR spectroscopy. The resulting standard working sample was further used to develop a method for the quantitative determination of butein in Cosmos bipinnate flowers using solid-phase extraction. The butein content in terms of dry raw materials is 0,043%3%.
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