An Investigation on 3-Acetyl-7-Methoxy-Coumarin Schiff Bases and Their Cyclometallated Ruthenium (II) Complexes: Synthesis, Characterization, and Cytotoxicity Studies

References

[1] Dharani, S., Kalaiarasi, G., Lynch, V. M., Shankar, R., & Prabhakaran, R. (2019). Unpredicted coordination of hydrogen chloride in organoruthenium (II) pyrazolone complex: Synthesis, spectral and structural characterization. Inorganic Chemistry Communications, 153, 110849.

[2] Du, L. Q., Yang, Y., Ruan, L., Sun, S., Mo, D. Y., Cai, J. Y., ... & Qin, Q. P. (2019). Insights into the antineoplastic activity and mechanisms of action of coumarin-coordinated 8-hydroxyquinoline ruthenium (II/III) compounds. Journal of Inorganic Biochemistry, 259, 112659.

[3] Ghosh, S., Samanta, S., & Ghosh, S. (2017). Synthesis, characterization, and biological evaluation of coumarin–thiosemicarbazone conjugates and their copper complexes. Inorganica Chimica Acta, 459, 1-10.

[4] Hartinger, C. G., & Dyson, P. J. (2009). Bioorganometallic chemistry—from teaching paradigms to medicinal applications. Chemical Society Reviews, 38(2), 391-401.

[5] Huang, H., Zhang, P., Yu, B., Chen, Y., & Wang, J. (2016). Ruthenium (II) complexes containing coumarin-derived Schiff-base ligands: Synthesis, characterization, and anticancer activity. Dalton Transactions, 45(32), 13135-13143.

[6] Kalaiarasi, G., Rajkumar, S. R. J., Dharani, S., Małecki, J. G., & Prabhakaran, R. (2018). An investigation on 3-acetyl-7-methoxy-coumarin Schiff bases and their Ru (II) metallates with potent antiproliferative activity and enhanced LDH and NO release. RSC Advances, 8(3), 1539-1561.

[7] Kelland, L. (2007). The resurgence of platinum-based cancer chemotherapy. Nature Reviews Cancer, 7(8), 573-584.

[8] Malik, M. A., Gull, P., Dar, O. A., Wani, M. Y., Talukdar, M. I. A., & Hashmi, A. A. (2019). Chemotherapeutic Potential of Ruthenium Metal Complexes Incorporating Schiff Bases. Advances in Metallodrugs: Preparation and Applications in Medicinal Chemistry, 41-69.

[9] Moreno-Rodríguez, R., et al. (2014). Synthesis, characterization, and cytotoxic activity of new thiosemicarbazone derivatives and their palladium (II) and platinum (II) complexes. European Journal of Medicinal Chemistry, 87, 23-33.

[10] Nandhini, S., Ranjani, M., Thiruppathi, G., Jaithanya, Y. M., Kalaiarasi, G., Ravi, M., ... & Prabhakaran, R. (2019). Organoruthenium metallocycle induced mutation in gld-1 tumor suppression gene in JK1466 strain and appreciable lifespan expansion. Journal of Inorganic Biochemistry, 257, 112593.

[11] Prabhakaran, R., et al. (2011). Synthesis, characterization, and biological evaluation of novel coumarin–thiosemicarbazone conjugates and their metal complexes. Metallomics, 3(1), 42-52.

[12] Ramachandran, E., et al. (2014). Synthesis, characterization, and biological evaluation of novel coumarin–thiosemicarbazone conjugates and their metal complexes. Dalton Transactions, 43(21), 7889-7900.

[13] Scovill, J. P., Kucera, L. S., & Peters, G. J. (1982). Antiviral and antitumor activity of metal chelates of ribavirin. Journal of Medicinal Chemistry, 25(11), 1261-1264.

[14] Shrestha, R. M., Mahiya, K., Shrestha, A., Mohanty, S. R., Yadav, S. K., & Yadav, P. N. (2019). Synthesis, characterization, anticancer, pharmacokinetics and molecular docking investigation of N (3)-alkyl incorporated-3-acetyl-4-hydroxycoumarin thiosemicarbazones and their copper (II) complexes. Journal of Molecular Structure, 1299, 136945.

@article{1701696,
      author = {Dr. N. Y. Badannavar},
      title = {An Investigation on 3-Acetyl-7-Methoxy-Coumarin Schiff Bases and Their Cyclometallated Ruthenium (II) Complexes: Synthesis, Characterization, and Cytotoxicity Studies},
      journal = {Iconic Research And Engineering Journals},
      year = {2019},
      volume = {3},
      number = {4},
      pages = {254-263},
      issn = {2456-8880},
      url = {https://www.irejournals.com/formatedpaper/1701696.pdf},
      abstract = {In this study, novel cyclometallated ruthenium (II) complexes were synthesized using 3-acetyl-7-methoxycoumarin-4N-substituted thiosemicarbazones as ligands, which were characterized through various analytical and spectral techniques, including X-ray crystallography, revealing that the ligands underwent C?H activation at the C (4) carbon of the pyrone ring and coordinated in a tridentate fashion via carbon, nitrogen, and sulfur atoms. The interaction of these complexes with calf thymus DNA (CT-DNA) was investigated using UV-Vis absorption and fluorescence spectroscopy, indicating a strong binding affinity through an intercalative mode, further supported by ethidium bromide displacement and viscosity measurements. Binding studies with bovine and human serum albumins (BSA/HSA) demonstrated a static quenching mechanism, with three-dimensional fluorescence measurements confirming microenvironmental changes in the serum albumins upon interaction. The antioxidant activity of the complexes was assessed using DPPH radical scavenging assays, showing significant free radical scavenging potential. Antimicrobial studies against various bacterial and fungal strains revealed a broad spectrum of activity, with the complexes exhibiting enhanced efficacy compared to the free ligands. Cytotoxicity evaluations against MCF-7 (human breast cancer) and A549 (human lung carcinoma) cell lines indicated that the ruthenium complexes possessed superior anticancer activity relative to both the ligands and the standard drug cisplatin, as evidenced by lower IC50 values. Lactate dehydrogenase (LDH) and nitric oxide (NO) release assays further corroborated the cytotoxic nature of these compounds. Importantly, tests conducted on HaCaT (human normal keratinocyte) cells confirmed the non-toxic nature of the complexes toward normal cells, highlighting their potential as selective anticancer agents. This comprehensive investigation underscores the promise of 3-acetyl-7-methoxycoumarin Schiff base-derived ruthenium (II) complexes in therapeutic applications, meriting further exploration into their mechanistic pathways and in vivo efficacy.},
      keywords = {3-Acetyl-7-Methoxycoumarin, Schiff Bases, Ruthenium (II) Complexes, DNA Binding, Cytotoxicity, Antioxidant Activity, Selective Anticancer Agents},
      month = {October},
  }