Novel DABCO based acidic ionic liquid as a green protocol for the synthesis of thiazolidin-4-one derivatives and cytotoxic activity evaluation on human breast cancer cell line

IF 2.1 3区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Journal of Sulfur Chemistry Pub Date : 2023-02-01 DOI:10.1080/17415993.2022.2099223

Priyanka Pinate , Sangita Makone

{"title":"Novel DABCO based acidic ionic liquid as a green protocol for the synthesis of thiazolidin-4-one derivatives and cytotoxic activity evaluation on human breast cancer cell line","authors":"Priyanka Pinate , Sangita Makone","doi":"10.1080/17415993.2022.2099223","DOIUrl":null,"url":null,"abstract":"<div>A novel [C4H10-DABCO][ClO4]2 DABCO based protic acid supported ionic liquid has been synthesized, characterized, and evaluated as an efficient, economic, and reusable catalyst for the one pot, three component synthesis of 1,3-thiazolidin-4-one in an aqueous medium with high to excellent yield. This study compares DABCO based ionic liquids [H2-DABCO][HSO4]2, [H2-DABCO][H2PO4]2, [H2-DABCO][ClO4]2, and [C4H10-DABCO][ClO4]2 to highlight the impact of cations and anions on the catalytic applicability and moisture-resistance properties. The DABCO based Bifunctional Acidic Ionic Liquid (DBAIL) catalyst was effectively recycled five times without losing significant catalytic activity. Five of the synthesized derivatives were evaluated for their cytotoxic activity against the MCF-7 cell line using MTT assay, and the compounds showed moderate to good activity.</div>","PeriodicalId":17081,"journal":{"name":"Journal of Sulfur Chemistry","volume":"44 1","pages":"Pages 20-36"},"PeriodicalIF":2.1000,"publicationDate":"2023-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"3","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Sulfur Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1741599323000454","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 3

Abstract

A novel [C₄H₁₀-DABCO][ClO₄]₂ DABCO based protic acid supported ionic liquid has been synthesized, characterized, and evaluated as an efficient, economic, and reusable catalyst for the one pot, three component synthesis of 1,3-thiazolidin-4-one in an aqueous medium with high to excellent yield. This study compares DABCO based ionic liquids [H₂-DABCO][HSO₄]₂, [H₂-DABCO][H₂PO₄]₂, [H₂-DABCO][ClO₄]₂, and [C₄H₁₀-DABCO][ClO₄]₂ to highlight the impact of cations and anions on the catalytic applicability and moisture-resistance properties. The DABCO based Bifunctional Acidic Ionic Liquid (DBAIL) catalyst was effectively recycled five times without losing significant catalytic activity. Five of the synthesized derivatives were evaluated for their cytotoxic activity against the MCF-7 cell line using MTT assay, and the compounds showed moderate to good activity.

查看原文本刊更多论文

新型DABCO酸性离子液体作为合成噻唑烷-4-酮衍生物的绿色方案及对人乳腺癌细胞系的细胞毒活性评价

合成了一种新型的[C4H10-DABCO][ClO4]2DABCO基质子酸负载离子液体，对其进行了表征，并评价其为一种高效、经济、可重复使用的催化剂，可在水介质中一锅三组分合成1,3-噻唑烷-4-酮，产率高至优。本研究比较了DABCO基离子液体[H2-DABCO][HSO4]2、[H2-DAABCO][H2PO4]2、[H2-DABCO][ClO4]2和[C4H10-DABCO][ClO4]2，以强调阳离子和阴离子对催化适用性和防潮性能的影响。基于DABCO的双功能酸性离子液体（DBAIL）催化剂被有效地回收了五次，而没有失去显著的催化活性。使用MTT法评估了五种合成的衍生物对MCF-7细胞系的细胞毒性活性，并且这些化合物显示出中等至良好的活性。图形摘要

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Journal of Sulfur Chemistry CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

4.10

自引率

9.10%

发文量

审稿时长

6-12 weeks

期刊介绍： The Journal of Sulfur Chemistry is an international journal for the dissemination of scientific results in the rapidly expanding realm of sulfur chemistry. The journal publishes high quality reviews, full papers and communications in the following areas: organic and inorganic chemistry, industrial chemistry, materials and polymer chemistry, biological chemistry and interdisciplinary studies directly related to sulfur science. Papers outlining theoretical, physical, mechanistic or synthetic studies pertaining to sulfur chemistry are welcome. Hence the target audience is made up of academic and industrial chemists with peripheral or focused interests in sulfur chemistry. Manuscripts that truly define the aims of the journal include, but are not limited to, those that offer: a) innovative use of sulfur reagents; b) new synthetic approaches to sulfur-containing biomolecules, materials or organic and organometallic compounds; c) theoretical and physical studies that facilitate the understanding of sulfur structure, bonding or reactivity; d) catalytic, selective, synthetically useful or noteworthy transformations of sulfur containing molecules; e) industrial applications of sulfur chemistry; f) unique sulfur atom or molecule involvement in interfacial phenomena; g) descriptions of solid phase or combinatorial methods involving sulfur containing substrates. Submissions pertaining to related atoms such as selenium and tellurium are also welcome. Articles offering routine heterocycle formation through established reactions of sulfur containing substrates are outside the scope of the journal.