{"title":"新型自组装苯并咪唑桥接钌矩形的合成及其在人乳腺癌细胞中的抑菌和抗增殖活性","authors":"Ersin Orhan, Görkem Dülger, Merve Alpay, Nilüfer Öksüz, Başaran Dülger","doi":"10.1007/s10847-021-01099-x","DOIUrl":null,"url":null,"abstract":"<div><p>Some novel benzimidazole-bridged aren ruthenium rectangle compounds of the general structure [{Ru<sub>2</sub>(<i>p</i>-cymene)<sub>2</sub>(µ<sub>4</sub>-OO∩OO)}<sub>2</sub>(µ<sub>4</sub>-bbim)]<sup>4+</sup> (bbim = 1,1′-butyl-2-ene-di(benzimidazole) were obtained from the corresponding double-nuclear arene ruthenium compounds [Ru<sub>2</sub>(<i>p</i>-cymene)<sub>2</sub>(µ<sub>4</sub>-OO∩OO)Cl<sub>2</sub>] (OO∩OO = 2,5-dioxido-1,4-benzoquinonato (dobq), 2,5-dichloro-1,4-benzoquinonato (dClbq), 2,5-dibromo-1,4-benzoquinonato (dBrbq), oxalato (oxa), and 5,8-dioxido-1,4-naphtoquinonato (donq) via reaction with the bbim molecule and AgCF<sub>3</sub>SO<sub>3</sub>. The antiproliferative activity and anti-cancer properties of the tetranuclear arene ruthenium compounds were evaluated against the human breast cancer cell line (MDA-231-MB). Compound <b>2</b> showed the highest antiproliferative effect among the compounds during 24- and 48-h administration. In addition, all other compounds exhibited very good cancer cell selectivity and very low micromolar cytotoxicity. The antimicrobial activities of the synthesized compounds were also determined against various test microorganisms. Evaluations were carried out using the disk diffusion method and the dilution method. In particular, the compounds exhibited more potential antibacterial effects against Gram negative bacteria than against Gram positive bacteria and showed a superior antifungal effect against <i>Candida</i> species. The results revealed the benzimidazole-bridged aren ruthenium rectangle compounds to be very strong and potent inhibitors.</p></div>","PeriodicalId":54324,"journal":{"name":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","volume":"102 1-2","pages":"45 - 54"},"PeriodicalIF":1.7000,"publicationDate":"2021-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1007/s10847-021-01099-x","citationCount":"4","resultStr":"{\"title\":\"Synthesis, antimicrobial and antiproliferative activities of new self-assembly benzimidazole-bridged aren ruthenium rectangles in human breast cancer cells\",\"authors\":\"Ersin Orhan, Görkem Dülger, Merve Alpay, Nilüfer Öksüz, Başaran Dülger\",\"doi\":\"10.1007/s10847-021-01099-x\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Some novel benzimidazole-bridged aren ruthenium rectangle compounds of the general structure [{Ru<sub>2</sub>(<i>p</i>-cymene)<sub>2</sub>(µ<sub>4</sub>-OO∩OO)}<sub>2</sub>(µ<sub>4</sub>-bbim)]<sup>4+</sup> (bbim = 1,1′-butyl-2-ene-di(benzimidazole) were obtained from the corresponding double-nuclear arene ruthenium compounds [Ru<sub>2</sub>(<i>p</i>-cymene)<sub>2</sub>(µ<sub>4</sub>-OO∩OO)Cl<sub>2</sub>] (OO∩OO = 2,5-dioxido-1,4-benzoquinonato (dobq), 2,5-dichloro-1,4-benzoquinonato (dClbq), 2,5-dibromo-1,4-benzoquinonato (dBrbq), oxalato (oxa), and 5,8-dioxido-1,4-naphtoquinonato (donq) via reaction with the bbim molecule and AgCF<sub>3</sub>SO<sub>3</sub>. The antiproliferative activity and anti-cancer properties of the tetranuclear arene ruthenium compounds were evaluated against the human breast cancer cell line (MDA-231-MB). Compound <b>2</b> showed the highest antiproliferative effect among the compounds during 24- and 48-h administration. In addition, all other compounds exhibited very good cancer cell selectivity and very low micromolar cytotoxicity. The antimicrobial activities of the synthesized compounds were also determined against various test microorganisms. Evaluations were carried out using the disk diffusion method and the dilution method. In particular, the compounds exhibited more potential antibacterial effects against Gram negative bacteria than against Gram positive bacteria and showed a superior antifungal effect against <i>Candida</i> species. The results revealed the benzimidazole-bridged aren ruthenium rectangle compounds to be very strong and potent inhibitors.</p></div>\",\"PeriodicalId\":54324,\"journal\":{\"name\":\"Journal of Inclusion Phenomena and Macrocyclic Chemistry\",\"volume\":\"102 1-2\",\"pages\":\"45 - 54\"},\"PeriodicalIF\":1.7000,\"publicationDate\":\"2021-08-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1007/s10847-021-01099-x\",\"citationCount\":\"4\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Inclusion Phenomena and Macrocyclic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s10847-021-01099-x\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Inclusion Phenomena and Macrocyclic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s10847-021-01099-x","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Synthesis, antimicrobial and antiproliferative activities of new self-assembly benzimidazole-bridged aren ruthenium rectangles in human breast cancer cells
Some novel benzimidazole-bridged aren ruthenium rectangle compounds of the general structure [{Ru2(p-cymene)2(µ4-OO∩OO)}2(µ4-bbim)]4+ (bbim = 1,1′-butyl-2-ene-di(benzimidazole) were obtained from the corresponding double-nuclear arene ruthenium compounds [Ru2(p-cymene)2(µ4-OO∩OO)Cl2] (OO∩OO = 2,5-dioxido-1,4-benzoquinonato (dobq), 2,5-dichloro-1,4-benzoquinonato (dClbq), 2,5-dibromo-1,4-benzoquinonato (dBrbq), oxalato (oxa), and 5,8-dioxido-1,4-naphtoquinonato (donq) via reaction with the bbim molecule and AgCF3SO3. The antiproliferative activity and anti-cancer properties of the tetranuclear arene ruthenium compounds were evaluated against the human breast cancer cell line (MDA-231-MB). Compound 2 showed the highest antiproliferative effect among the compounds during 24- and 48-h administration. In addition, all other compounds exhibited very good cancer cell selectivity and very low micromolar cytotoxicity. The antimicrobial activities of the synthesized compounds were also determined against various test microorganisms. Evaluations were carried out using the disk diffusion method and the dilution method. In particular, the compounds exhibited more potential antibacterial effects against Gram negative bacteria than against Gram positive bacteria and showed a superior antifungal effect against Candida species. The results revealed the benzimidazole-bridged aren ruthenium rectangle compounds to be very strong and potent inhibitors.
期刊介绍:
The Journal of Inclusion Phenomena and Macrocyclic Chemistry is the premier interdisciplinary publication reporting on original research into all aspects of host-guest systems. Examples of specific areas of interest are: the preparation and characterization of new hosts and new host-guest systems, especially those involving macrocyclic ligands; crystallographic, spectroscopic, thermodynamic and theoretical studies; applications in chromatography and inclusion polymerization; enzyme modelling; molecular recognition and catalysis by inclusion compounds; intercalates in biological and non-biological systems, cyclodextrin complexes and their applications in the agriculture, flavoring, food and pharmaceutical industries; synthesis, characterization and applications of zeolites.
The journal publishes primarily reports of original research and preliminary communications, provided the latter represent a significant advance in the understanding of inclusion science. Critical reviews dealing with recent advances in the field are a periodic feature of the journal.