Investigating the Synthesis Methods of 3,5-Dione Pyrazolidine and 3,5-Dione 1-Phenylpyrazolidine in the Presence and Absence Of Ultrasound Bath and their Anticancer Effects on MCF-7 Breast Cancer Cells

Q2 Pharmacology, Toxicology and Pharmaceutics Current Bioactive Compounds Pub Date : 2023-08-25 DOI:10.2174/1573407219666230825141438
Sabah Salahvarzi, F. Nadipour, Zeynab Dadgar
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Abstract

Pyrazolidine 5,3-dione derivatives have a wide range of biological and pharmacological activities and play an important role in the sub-structures of various drugs. They also have inhibitory and antimicrobial properties, anti-tumor, anti-inflammatory, analgesic, anti-tuberculosis, anti-hypertensive, anti-cancer, and anti-Alzheimer. The purpose of the current study was to investigate a number of synthesis methods of pyrazolidine-3,5-dione and 1 phenylpyrazolidine-3,5-dione in the presence and absence of ultrasound bath and their anti-cancer effects on mcf-7 breast cancer cells. In this study, pyrazolidine-3,5-dione and 1-phenylpyrazolidine-3,5-dione were synthesized using hydrazine, phenylhydrazine, and diethyl malonate by different methods. The advantage of this research compared to other studies is the use of different methods (3 methods and each method were performed in two different conditions, toalling 6 methods) for the synthesis of these two derivatives. The effect of two synthesized derivatives on MCF-7 cell line breast cancer cells was also investigated using MTT (methylthiazole tetrazolium) test. IR, 13CNMR, and HNMR spectroscopy methods have also been used to determine the structure of products. The results of FT-IR and NMR spectrum analysis confirm the synthesized pyrazolidine-3,5-dione and 1-phenylpyrazolidine-3,5-dione. Based on the results in zero doses (control group) and 10 μM of all Samples after 24 hours, no significant difference in the number of cells was observed. However, the number of cells significantly decreased after treatment with 20 μM dose of both pyrazolidine-3,5-dione and 1-phenylpyrazolidine-3,5-dione. Also, there was no significant difference in reducing cancer cell proliferation between pyrazolidine-3,5-dione and 1-phenylpyrazolidine-3,5-dione samples. In addition, treatment of cancer cells with 40 μM of both hydrazine and phenylhydrazine samples after 24 hours caused approximately 50% cell death and reduced the number of cancer cells by approximately half compared to the control group. According to the results of this study, treatment of cancer cells with a dose of 40 μM in both samples of pyrazolidine-3,5-dione and 1-phenylpyrazolidine-3,5-dione after 24 hours caused cell death in approximately 50% of cells and the number of cancer cells is almost half that of the control group.
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3,5-二酮吡唑烷和3,5-二酮-1-苯基吡唑烷的超声合成方法及其对MCF-7乳腺癌症细胞的抗癌作用
吡唑烷5,3-二酮衍生物具有广泛的生物学和药理学活性,在各种药物的亚结构中发挥着重要作用。它们还具有抑制和抗菌特性,抗肿瘤、抗炎、镇痛、抗结核病、抗高血压、抗癌和抗阿尔茨海默病。本研究的目的是研究吡唑烷-3,5-二酮和1-苯基吡唑烷-3,5-二酮在超声浴存在和不存在下的多种合成方法及其对mcf-7乳腺癌症细胞的抗癌作用。本研究以肼、苯肼和丙二酸二乙酯为原料,采用不同的方法合成了吡唑啉-3,5-二酮和1-苯基吡唑啉-3,5-二酮。与其他研究相比,本研究的优势在于使用不同的方法(3种方法,每种方法在两种不同的条件下进行,总共6种方法)合成这两种衍生物。用MTT(甲基噻唑四唑)法研究了两种合成的衍生物对MCF-7细胞系癌症细胞的作用。IR、13CNMR和HNMR光谱方法也已用于测定产物的结构。FT-IR和NMR光谱分析结果证实了合成的吡唑啉-3,5-二酮和1-苯基吡唑啉-3,5-二酮。根据零剂量(对照组)和24小时后所有样品的10μM结果,未观察到细胞数量的显著差异。然而,用20μM剂量的吡唑啉-3,5-二酮和1-苯基吡唑啉-3,5-二酮处理后,细胞数量显著减少。此外,吡唑烷-3,5-二酮和1-苯基吡唑烷-3,5-二酮样品在减少癌症细胞增殖方面没有显著差异。此外,与对照组相比,24小时后用40μM肼和苯肼样品治疗癌症细胞导致约50%的细胞死亡,并使癌症细胞数量减少约一半。根据这项研究的结果,在吡唑烷-3,5-二酮和1-苯基吡唑烷-3,5-二酮样品中,用40μM剂量治疗癌症细胞24小时后,导致约50%的细胞死亡,癌症细胞的数量几乎是对照组的一半。
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来源期刊
Current Bioactive Compounds
Current Bioactive Compounds Pharmacology, Toxicology and Pharmaceutics-Pharmacology, Toxicology and Pharmaceutics (all)
CiteScore
1.90
自引率
0.00%
发文量
112
期刊介绍: The journal aims to provide comprehensive review articles on new bioactive compounds with proven activities in various biological screenings and pharmacological models with a special emphasis on stereoeselective synthesis. The aim is to provide a valuable information source of bioactive compounds synthesized or isolated, which can be used for further development of pharmaceuticals by industry and academia. The journal should prove to be essential reading for pharmacologists, natural product chemists and medicinal chemists who wish to be kept informed and up-to-date with the most important developments on new bioactive compounds of natural or synthetic origin, including their stereoeselective synthesis.
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