Synthesis of biologically active xanthene, chromene, thiazole, thiophene, pyrazole, and isoxazole derivatives from camphor

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Accounts of Chemical Research Pub Date : 2023-09-19 DOI:10.4314/bcse.v37i6.18

Ensaf Sultan Alwan, Rafat Milad Mohareb

{"title":"Synthesis of biologically active xanthene, chromene, thiazole, thiophene, pyrazole, and isoxazole derivatives from camphor","authors":"Ensaf Sultan Alwan, Rafat Milad Mohareb","doi":"10.4314/bcse.v37i6.18","DOIUrl":null,"url":null,"abstract":"ABSTRACT. Xanthene, chromene, thiazole, thiophene, pyrazole, and isoxazole derivatives were synthesized from camphor-D monoterpene using multi-component reactions. Camphor has anti-bacterial, anti-fungal and anti-inflammatory properties. It is also used to mitigate pain, treat skin diseases, and improve respiratory functions. In this research, we focus on the effectiveness of the produced compounds from the biologically active camphor. The produced compounds were formed according to various reactions such as a Knoevenagel condensation, Michael adduct, Gewald reaction, a nucleophilic attack, substitution, addition, elimination and cyclization reactions. Furthermore, the novel produced compounds have been tested towards the six cancer cell lines namely A549, MKN-45, U87MG, HT-29, H460 and SMMC-772. Compounds 5, 11, 15b, 16, 25b and 27b displayed the highest inhibitions compounds toward the mentioned cancer cell lines. In addition, compounds 3, 13, 15a, 22a, 27a and 28 showed moderate inhibitory effects against the cancer cell lines. KEY WORDS: Camphor, Xanthenes, Pyrimidine, Heterocyclic, Anti-cancer Bull. Chem. Soc. Ethiop. 2023, 37(6), 1539-1552. DOI: https://dx.doi.org/10.4314/bcse.v37i6.18","PeriodicalId":1,"journal":{"name":"Accounts of Chemical Research","volume":null,"pages":null},"PeriodicalIF":16.4000,"publicationDate":"2023-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Accounts of Chemical Research","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.4314/bcse.v37i6.18","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

Abstract

ABSTRACT. Xanthene, chromene, thiazole, thiophene, pyrazole, and isoxazole derivatives were synthesized from camphor-D monoterpene using multi-component reactions. Camphor has anti-bacterial, anti-fungal and anti-inflammatory properties. It is also used to mitigate pain, treat skin diseases, and improve respiratory functions. In this research, we focus on the effectiveness of the produced compounds from the biologically active camphor. The produced compounds were formed according to various reactions such as a Knoevenagel condensation, Michael adduct, Gewald reaction, a nucleophilic attack, substitution, addition, elimination and cyclization reactions. Furthermore, the novel produced compounds have been tested towards the six cancer cell lines namely A549, MKN-45, U87MG, HT-29, H460 and SMMC-772. Compounds 5, 11, 15b, 16, 25b and 27b displayed the highest inhibitions compounds toward the mentioned cancer cell lines. In addition, compounds 3, 13, 15a, 22a, 27a and 28 showed moderate inhibitory effects against the cancer cell lines. KEY WORDS: Camphor, Xanthenes, Pyrimidine, Heterocyclic, Anti-cancer Bull. Chem. Soc. Ethiop. 2023, 37(6), 1539-1552. DOI: https://dx.doi.org/10.4314/bcse.v37i6.18

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

以樟脑为原料合成具有生物活性的杂蒽、铬烯、噻唑、噻吩、吡唑和异恶唑衍生物

摘要以樟脑- d单萜为原料，采用多组分反应合成了杂蒽、铬烯、噻唑、噻吩、吡唑和异恶唑衍生物。樟脑具有抗菌、抗真菌和抗炎的特性。它也被用来减轻疼痛，治疗皮肤病，改善呼吸功能。在本研究中，我们重点研究了从生物活性樟脑中提取的化合物的有效性。所生成的化合物是根据各种反应形成的，如Knoevenagel缩合、Michael加合、Gewald反应、亲核攻击、取代、加成、消除和环化反应。此外，新合成的化合物已对A549、MKN-45、U87MG、HT-29、H460和SMMC-772 6种癌细胞系进行了测试。化合物5、11、15b、16、25b和27b对上述肿瘤细胞系的抑制作用最强。此外，化合物3、13、15a、22a、27a和28对癌细胞具有中等抑制作用。关键词:樟脑，杂蒽，嘧啶，杂环，抗癌;公牛。化学。Soc。中国生物医学工程学报，2016,37(6):1539-1552。DOI: https://dx.doi.org/10.4314/bcse.v37i6.18

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分钟内获得全文去求助

来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.