Shamima Akther, Saiful Islam, Md. Shahidur Rahman, Hasina Akhter Simol, A. H. M. Shofiul Islam Molla Jamal, Dipa Islam, Pradip K. Bakshi
{"title":"Synthesis, Characterization and Biological Activities of Tolfenamic Acid Alkaline Earth Metal Complexes","authors":"Shamima Akther, Saiful Islam, Md. Shahidur Rahman, Hasina Akhter Simol, A. H. M. Shofiul Islam Molla Jamal, Dipa Islam, Pradip K. Bakshi","doi":"10.1002/aoc.7779","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>Solid complexes of tolfenamic acid (tolfH) with Mg(II), Ca(II), Sr(II), and Ba(II) have been synthesized and characterized by CHN, metal contents analysis, FTIR, UV, <sup>1</sup>H-NMR spectroscopy, thermal (TGA, DTG, DTA, and DSC) analysis, molar conductance, powder X-ray diffraction (XRD), and scanning electron microscopy (SEM–EDX). Based on these studies, the probable formulae for the complexes are [Mg(tolf)Cl(H<sub>2</sub>O)<sub>3</sub>].4H<sub>2</sub>O, [Ca(tolf)<sub>2</sub>(H<sub>2</sub>O)<sub>2</sub>], [Sr<sub>2</sub>(tolf)<sub>4</sub>(H<sub>2</sub>O)<sub>4</sub>], and [Ba<sub>2</sub>(tolf)<sub>4</sub>(H<sub>2</sub>O)<sub>4</sub>]. The ligand tolfenamate ion (tolf) exhibited different modes of coordination, including bidentate and chelating. The <sup>1</sup>H-NMR displayed the presence of tolfenamato ions in the coordination sphere, the purity and stability of the complexes in solution. The average crystallite sizes of the complexes were determined by XRD and ranged from 55 to 70 nm. SEM micrographs showed the rod- or plate-like morphology of the prepared complexes. The complexes showed promising antioxidant activity in the DPPH radical scavenging method, with an IC<sub>50</sub> value of 12–15 μg/mL. Against gram-positive and gram-negative bacteria, as well as fungi, the metal complexes also demonstrated significant antimicrobial activity. In the brine shrimp lethality bioassay, the metal complexes exhibited significantly highest cytotoxicity with the range of 15.25–24.57 μg/mL. All the complexes showed cytotoxicity against human cervical carcinoma HeLa cell lines, while the ligand itself did not show any cytotoxicity to these cancer cells. Furthermore, the metal complexes exhibited improved central and peripheral analgesic activity compared to tolfenamic acid.</p>\n </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 1","pages":""},"PeriodicalIF":3.7000,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Applied Organometallic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/aoc.7779","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
Solid complexes of tolfenamic acid (tolfH) with Mg(II), Ca(II), Sr(II), and Ba(II) have been synthesized and characterized by CHN, metal contents analysis, FTIR, UV, 1H-NMR spectroscopy, thermal (TGA, DTG, DTA, and DSC) analysis, molar conductance, powder X-ray diffraction (XRD), and scanning electron microscopy (SEM–EDX). Based on these studies, the probable formulae for the complexes are [Mg(tolf)Cl(H2O)3].4H2O, [Ca(tolf)2(H2O)2], [Sr2(tolf)4(H2O)4], and [Ba2(tolf)4(H2O)4]. The ligand tolfenamate ion (tolf) exhibited different modes of coordination, including bidentate and chelating. The 1H-NMR displayed the presence of tolfenamato ions in the coordination sphere, the purity and stability of the complexes in solution. The average crystallite sizes of the complexes were determined by XRD and ranged from 55 to 70 nm. SEM micrographs showed the rod- or plate-like morphology of the prepared complexes. The complexes showed promising antioxidant activity in the DPPH radical scavenging method, with an IC50 value of 12–15 μg/mL. Against gram-positive and gram-negative bacteria, as well as fungi, the metal complexes also demonstrated significant antimicrobial activity. In the brine shrimp lethality bioassay, the metal complexes exhibited significantly highest cytotoxicity with the range of 15.25–24.57 μg/mL. All the complexes showed cytotoxicity against human cervical carcinoma HeLa cell lines, while the ligand itself did not show any cytotoxicity to these cancer cells. Furthermore, the metal complexes exhibited improved central and peripheral analgesic activity compared to tolfenamic acid.
期刊介绍:
All new compounds should be satisfactorily identified and proof of their structure given according to generally accepted standards. Structural reports, such as papers exclusively dealing with synthesis and characterization, analytical techniques, or X-ray diffraction studies of metal-organic or organometallic compounds will not be considered. The editors reserve the right to refuse without peer review any manuscript that does not comply with the aims and scope of the journal. Applied Organometallic Chemistry publishes Full Papers, Reviews, Mini Reviews and Communications of scientific research in all areas of organometallic and metal-organic chemistry involving main group metals, transition metals, lanthanides and actinides. All contributions should contain an explicit application of novel compounds, for instance in materials science, nano science, catalysis, chemical vapour deposition, metal-mediated organic synthesis, polymers, bio-organometallics, metallo-therapy, metallo-diagnostics and medicine. Reviews of books covering aspects of the fields of focus are also published.