Hano Yamang , Abdul K. Choudhury , Debashis Bora , Bondana Kalita , Jagannath Bhuyan
{"title":"Zinc isoporphyrin from [Zn(4-Cl)TPP]: Synthesis, characterization, density functional theory and molecular docking studies","authors":"Hano Yamang , Abdul K. Choudhury , Debashis Bora , Bondana Kalita , Jagannath Bhuyan","doi":"10.1016/j.ica.2024.122333","DOIUrl":null,"url":null,"abstract":"<div><p>This study concerns the synthesis of zinc isoporphyrin (2), from zinc porphyrin [Zn(4-Cl)TPP], (1), where TPP- tetraphenylporphyrin ligand. Because of the prospective applications such as an infrared dye and catalyst in photomedicine, isoporphyrin has been in high demand. However, there is limited documentation of metalloisoporphyrins. Here, we have discussed the synthesis, characterization, coordination chemistry and theoretical studies of zinc isoporphyrin, 2. Compound 2 was characterized using UV–visible, <sup>1</sup>H NMR, <sup>13</sup>C NMR and ESI Mass analysis. Electrochemical studies were carried out using cyclic voltammetry. Theoretical studies including structure optimization, analysis of electronic transition, and natural bond analysis (NBO) were performed for both 1 and 2. Besides that, the global reactivity indices of 1 were compared with 2. The lower HOMO-LUMO energy gap in 2 (1.95 eV) supports the shifting of Q bands to a lower energy region. The molecular docking studies of 1 and 2 were performed for the first time and found that isoporphyrins can act as a potential inhibitor of G-quartet DNA associated with cancer disease. These results may be useful in designing effective therapeutics for the treatment of cancer.</p></div>","PeriodicalId":13599,"journal":{"name":"Inorganica Chimica Acta","volume":"573 ","pages":"Article 122333"},"PeriodicalIF":2.7000,"publicationDate":"2024-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Inorganica Chimica Acta","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0020169324004249","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 0
Abstract
This study concerns the synthesis of zinc isoporphyrin (2), from zinc porphyrin [Zn(4-Cl)TPP], (1), where TPP- tetraphenylporphyrin ligand. Because of the prospective applications such as an infrared dye and catalyst in photomedicine, isoporphyrin has been in high demand. However, there is limited documentation of metalloisoporphyrins. Here, we have discussed the synthesis, characterization, coordination chemistry and theoretical studies of zinc isoporphyrin, 2. Compound 2 was characterized using UV–visible, 1H NMR, 13C NMR and ESI Mass analysis. Electrochemical studies were carried out using cyclic voltammetry. Theoretical studies including structure optimization, analysis of electronic transition, and natural bond analysis (NBO) were performed for both 1 and 2. Besides that, the global reactivity indices of 1 were compared with 2. The lower HOMO-LUMO energy gap in 2 (1.95 eV) supports the shifting of Q bands to a lower energy region. The molecular docking studies of 1 and 2 were performed for the first time and found that isoporphyrins can act as a potential inhibitor of G-quartet DNA associated with cancer disease. These results may be useful in designing effective therapeutics for the treatment of cancer.
期刊介绍:
Inorganica Chimica Acta is an established international forum for all aspects of advanced Inorganic Chemistry. Original papers of high scientific level and interest are published in the form of Articles and Reviews.
Topics covered include:
• chemistry of the main group elements and the d- and f-block metals, including the synthesis, characterization and reactivity of coordination, organometallic, biomimetic, supramolecular coordination compounds, including associated computational studies;
• synthesis, physico-chemical properties, applications of molecule-based nano-scaled clusters and nanomaterials designed using the principles of coordination chemistry, as well as coordination polymers (CPs), metal-organic frameworks (MOFs), metal-organic polyhedra (MPOs);
• reaction mechanisms and physico-chemical investigations computational studies of metalloenzymes and their models;
• applications of inorganic compounds, metallodrugs and molecule-based materials.
Papers composed primarily of structural reports will typically not be considered for publication.