Mostafa A. El-Naggar, Morsy A. M. Abu-Youssef, Matti Haukka, Assem Barakat, M. Ali, Ayman El-Faham, Saied M. Soliman, Amal Yousri
{"title":"由桥接吡嗪配体构建的水溶性银配位聚合物:合成、x射线结构、抗癌和抗菌研究","authors":"Mostafa A. El-Naggar, Morsy A. M. Abu-Youssef, Matti Haukka, Assem Barakat, M. Ali, Ayman El-Faham, Saied M. Soliman, Amal Yousri","doi":"10.1002/aoc.70394","DOIUrl":null,"url":null,"abstract":"<div>\n \n <p>Two novel polymeric complexes were synthesized from the reaction of AgClO<sub>4</sub> with 3-amino-6-(chloromethyl)-2-pyrazinecarbonitrile 4-oxide (<b>L1-Cl</b>) or 3-aminopyrazine-2-carboxylic acid (<b>HL2</b>) to give <b>[Ag(L1-OCH</b><sub><b>3</b></sub><b>)(<i>μ</i>-OClO</b><sub><b>3</b></sub><b>)]</b><sub><b>n</b></sub>; (<b>1</b>) or <b>[Ag (HL2)(OClO</b><sub><b>3</b></sub><b>)]</b><sub><b>n</b></sub><b>.nH</b><sub><b>2</b></sub><b>O</b>; (<b>2</b>), respectively. 3-Amino-6-(methoxymethyl)-2-pyrazinecarbonitrile 4-oxide (<b>L1-OCH</b><sub><b>3</b></sub>) is formed by the etherification process that occurred during the synthesis of complex <b>1</b>. The complexes architectures were investigated by single-crystal XRD (SC-XRD). Both complexes have novel and different polymeric forms based on the pyrazine moiety that adopt a bridging mode between the Ag(I) sites with the difference of donor atoms in each complex. The silver(I) centers in the polymeric chain of complex <b>1</b> are connected to one another through the bridging pyrazine ligand and perchlorate anions in an alternative manner. In complex <b>2</b>, <b>HL2</b> does not only act as a linker between the silver centers but also as a bidentate ligand. Hirshfeld surface analysis demonstrated the importance of H···O contacts in the supramolecular structures of <b>1</b> (41.7%) and <b>2</b> (30.2%). Biological investigations indicated promising antimicrobial and anticancer properties of these water-soluble complexes. Particularly, complex <b>1</b> displays interesting activity against A-549 (IC<sub>50</sub> = 10.53 ± 0.44 <i>𝜇</i>M) and MCF-7 (IC<sub>50</sub> = 8.41 ± 0.31 <i>𝜇</i>M) cell lines when contrasted to <i>cis</i>-platin. Regarding antibacterial action, the most promising MIC value and inhibition zone diameter are 8 <i>μ</i>g/mL and 20 mm, respectively, for <b>1</b> against <i>B. subtilis</i>.</p>\n </div>","PeriodicalId":8344,"journal":{"name":"Applied Organometallic Chemistry","volume":"39 10","pages":""},"PeriodicalIF":3.7000,"publicationDate":"2025-09-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Water-Soluble Silver Coordination Polymers Constructed From Bridging Pyrazine Ligands: Syntheses, X-Ray Structures, Anticancer, and Antimicrobial Investigations\",\"authors\":\"Mostafa A. El-Naggar, Morsy A. M. Abu-Youssef, Matti Haukka, Assem Barakat, M. Ali, Ayman El-Faham, Saied M. Soliman, Amal Yousri\",\"doi\":\"10.1002/aoc.70394\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div>\\n \\n <p>Two novel polymeric complexes were synthesized from the reaction of AgClO<sub>4</sub> with 3-amino-6-(chloromethyl)-2-pyrazinecarbonitrile 4-oxide (<b>L1-Cl</b>) or 3-aminopyrazine-2-carboxylic acid (<b>HL2</b>) to give <b>[Ag(L1-OCH</b><sub><b>3</b></sub><b>)(<i>μ</i>-OClO</b><sub><b>3</b></sub><b>)]</b><sub><b>n</b></sub>; (<b>1</b>) or <b>[Ag (HL2)(OClO</b><sub><b>3</b></sub><b>)]</b><sub><b>n</b></sub><b>.nH</b><sub><b>2</b></sub><b>O</b>; (<b>2</b>), respectively. 3-Amino-6-(methoxymethyl)-2-pyrazinecarbonitrile 4-oxide (<b>L1-OCH</b><sub><b>3</b></sub>) is formed by the etherification process that occurred during the synthesis of complex <b>1</b>. The complexes architectures were investigated by single-crystal XRD (SC-XRD). Both complexes have novel and different polymeric forms based on the pyrazine moiety that adopt a bridging mode between the Ag(I) sites with the difference of donor atoms in each complex. The silver(I) centers in the polymeric chain of complex <b>1</b> are connected to one another through the bridging pyrazine ligand and perchlorate anions in an alternative manner. In complex <b>2</b>, <b>HL2</b> does not only act as a linker between the silver centers but also as a bidentate ligand. Hirshfeld surface analysis demonstrated the importance of H···O contacts in the supramolecular structures of <b>1</b> (41.7%) and <b>2</b> (30.2%). Biological investigations indicated promising antimicrobial and anticancer properties of these water-soluble complexes. Particularly, complex <b>1</b> displays interesting activity against A-549 (IC<sub>50</sub> = 10.53 ± 0.44 <i>𝜇</i>M) and MCF-7 (IC<sub>50</sub> = 8.41 ± 0.31 <i>𝜇</i>M) cell lines when contrasted to <i>cis</i>-platin. Regarding antibacterial action, the most promising MIC value and inhibition zone diameter are 8 <i>μ</i>g/mL and 20 mm, respectively, for <b>1</b> against <i>B. subtilis</i>.</p>\\n </div>\",\"PeriodicalId\":8344,\"journal\":{\"name\":\"Applied Organometallic Chemistry\",\"volume\":\"39 10\",\"pages\":\"\"},\"PeriodicalIF\":3.7000,\"publicationDate\":\"2025-09-10\",\"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.70394\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Applied Organometallic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/aoc.70394","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
Water-Soluble Silver Coordination Polymers Constructed From Bridging Pyrazine Ligands: Syntheses, X-Ray Structures, Anticancer, and Antimicrobial Investigations
Two novel polymeric complexes were synthesized from the reaction of AgClO4 with 3-amino-6-(chloromethyl)-2-pyrazinecarbonitrile 4-oxide (L1-Cl) or 3-aminopyrazine-2-carboxylic acid (HL2) to give [Ag(L1-OCH3)(μ-OClO3)]n; (1) or [Ag (HL2)(OClO3)]n.nH2O; (2), respectively. 3-Amino-6-(methoxymethyl)-2-pyrazinecarbonitrile 4-oxide (L1-OCH3) is formed by the etherification process that occurred during the synthesis of complex 1. The complexes architectures were investigated by single-crystal XRD (SC-XRD). Both complexes have novel and different polymeric forms based on the pyrazine moiety that adopt a bridging mode between the Ag(I) sites with the difference of donor atoms in each complex. The silver(I) centers in the polymeric chain of complex 1 are connected to one another through the bridging pyrazine ligand and perchlorate anions in an alternative manner. In complex 2, HL2 does not only act as a linker between the silver centers but also as a bidentate ligand. Hirshfeld surface analysis demonstrated the importance of H···O contacts in the supramolecular structures of 1 (41.7%) and 2 (30.2%). Biological investigations indicated promising antimicrobial and anticancer properties of these water-soluble complexes. Particularly, complex 1 displays interesting activity against A-549 (IC50 = 10.53 ± 0.44 𝜇M) and MCF-7 (IC50 = 8.41 ± 0.31 𝜇M) cell lines when contrasted to cis-platin. Regarding antibacterial action, the most promising MIC value and inhibition zone diameter are 8 μg/mL and 20 mm, respectively, for 1 against B. subtilis.
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.