Synthesis, antimicrobial and antiproliferative activities of new self-assembly benzimidazole-bridged aren ruthenium rectangles in human breast cancer cells

被引:0
作者
Ersin Orhan
Görkem Dülger
Merve Alpay
Nilüfer Öksüz
Başaran Dülger
机构
[1] Düzce University,Department of Chemistry, Faculty of Arts and Sciences
[2] Düzce University,Department of Medical Biology, Faculty of Medicine
[3] Düzce University,Department of Medical Biochemistry, Faculty of Medicine
[4] Düzce University,Department of Biology, Faculty of Arts and Sciences
来源
Journal of Inclusion Phenomena and Macrocyclic Chemistry | 2022年 / 102卷
关键词
Arene ruthenium; Bisbenzimidazole; Bioorganometallic chemistry; Anticancer; Antiproliferative activity; Antimicrobial activity;
D O I
暂无
中图分类号
学科分类号
摘要
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.
引用
收藏
页码:45 / 54
页数:9
相关论文
共 200 条
  • [1] Al-Douh MH(2012)Anti-proliferation effects of benzimidazole derivatives on HCT-116 colon cancer and MCF-7 breast cancer cell lines Asian Pac. J. Cancer Prev. 13 4075-4079
  • [2] Sahib HB(2010)Synthesis and antimicrobial activities of some transition metal benzimidazole complexes Asian J. Chem. 22 7376-7382
  • [3] Osman H(2006)Synthesis and antitumor activity of 1-substituted-2-methyl-5-nitrobenzimidazoles Bioorgan. Med. Chem. 14 7324-7332
  • [4] Hamid SA(2008)Synthesis, characterization and evaluation of benzimidazole derivative and its precursors as inhibitors of MDA-MB-231 human breast cancer cell proliferation Bioorgan. Med. Chem. Lett. 18 432-435
  • [5] Salhimi SM(2009)Current applications and future potential for bioinorganic chemistry in the development of anticancer drugs Drug Discov. Today. 14 1089-1097
  • [6] Küçükbay H(2004)1-Ethyl-3-(2-phenylethyl)benzimidazole-2-selone Acta Crystallogr Sect E Struct. Reports Online. 60 1266-15
  • [7] Günal S(2005)6-Nitro-1-(2-phenylethyl)-1H-benzimidazole Acta Crystallogr Sect. E Struct. Rep. Online 61 13-2310
  • [8] Orhan E(2010)Solvent free synthesis, anti-inflammatory and anticancer activity evaluation of tricyclic and tetracyclic benzimidazole derivatives Bioorgan. Med. Chem. Lett. 20 2306-12
  • [9] Durmaz R(2005)1-Methoxyethyl-5-Nitrobenzimidazole Acta Crystallogr Sect. E Struct. Rep. Online. 61 10-415
  • [10] Ramla MM(2006)Anti-tumour activity in non-small cell lung cancer models and toxicity profiles for novel ruthenium(II) based organo-metallic compounds Biochem. Pharmacol. 71 408-1621