{"title":"用于感应 Ca2+ 离子的苯并噻唑基希夫碱:合成、DFT 研究、斑马鱼胚胎毒性评估以及抑制 MMP-9 的硅学分析","authors":"","doi":"10.1016/j.jphotochem.2024.115985","DOIUrl":null,"url":null,"abstract":"<div><p>A new heterocyclic Schiff base, 2-(2-benzo(d)thiazol-2yl)hydrazono)methyl)phenol <strong>(BTAZ)</strong> synthesized from 2-hydrazinobenzothaizole and salicyclaldehyde was characterized by spectral, mass and single crystal XRD data and subjected to sense Ca<sup>2+</sup> ions in methanol–water mixture (1:1, v/v) using UV–visible absorption and fluorescence emission spectral studies. The probe <strong>BTAZ</strong> showed specific detection of Ca<sup>2+</sup> ions in a solution containing various metal ions with a detection limit as low as 5.1 × 10<sup>−6</sup> M via photo-induced electron transfer (PET) pathway. The binding stoichiometry between <strong>BTAZ</strong> and Ca<sup>2+</sup> was determined to be 2:1 by Job’s plot method. The stoichiometry and optical properties of both <strong>BTAZ</strong> and <strong>BTAZ-Ca<sup>2+</sup></strong> complex showed good correlation with theoretical results based on DFT and TD-DFT calculations. The pharmacological evaluation of the probe <strong>BTAZ</strong> against bacterial and fungal stains also demonstrated its notable efficacy to control their growth <em>in vitro</em> along with anti-oxidant capabilities. Further, toxicity assay of the probe <strong>BTAZ</strong> against zebrafish embryo did demonstrate that it is non-toxic to the test model <em>in vivo</em>. Ability of the probe <strong>BTAZ</strong> to inhibit matrix metalloproteinase-9 (MMP-9) enzyme was analyzed in detail using <em>in silico</em> experiments.</p></div>","PeriodicalId":16782,"journal":{"name":"Journal of Photochemistry and Photobiology A-chemistry","volume":null,"pages":null},"PeriodicalIF":4.1000,"publicationDate":"2024-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.sciencedirect.com/science/article/pii/S101060302400529X/pdfft?md5=5a50612f97c434669690a2f71c40daf1&pid=1-s2.0-S101060302400529X-main.pdf","citationCount":"0","resultStr":"{\"title\":\"Benzothiazole-based Schiff base for sensing Ca2+ ions: Synthesis, DFT studies, toxicity evaluation in zebrafish embryo and in silico analysis of MMP-9 inhibition\",\"authors\":\"\",\"doi\":\"10.1016/j.jphotochem.2024.115985\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>A new heterocyclic Schiff base, 2-(2-benzo(d)thiazol-2yl)hydrazono)methyl)phenol <strong>(BTAZ)</strong> synthesized from 2-hydrazinobenzothaizole and salicyclaldehyde was characterized by spectral, mass and single crystal XRD data and subjected to sense Ca<sup>2+</sup> ions in methanol–water mixture (1:1, v/v) using UV–visible absorption and fluorescence emission spectral studies. The probe <strong>BTAZ</strong> showed specific detection of Ca<sup>2+</sup> ions in a solution containing various metal ions with a detection limit as low as 5.1 × 10<sup>−6</sup> M via photo-induced electron transfer (PET) pathway. The binding stoichiometry between <strong>BTAZ</strong> and Ca<sup>2+</sup> was determined to be 2:1 by Job’s plot method. The stoichiometry and optical properties of both <strong>BTAZ</strong> and <strong>BTAZ-Ca<sup>2+</sup></strong> complex showed good correlation with theoretical results based on DFT and TD-DFT calculations. The pharmacological evaluation of the probe <strong>BTAZ</strong> against bacterial and fungal stains also demonstrated its notable efficacy to control their growth <em>in vitro</em> along with anti-oxidant capabilities. Further, toxicity assay of the probe <strong>BTAZ</strong> against zebrafish embryo did demonstrate that it is non-toxic to the test model <em>in vivo</em>. Ability of the probe <strong>BTAZ</strong> to inhibit matrix metalloproteinase-9 (MMP-9) enzyme was analyzed in detail using <em>in silico</em> experiments.</p></div>\",\"PeriodicalId\":16782,\"journal\":{\"name\":\"Journal of Photochemistry and Photobiology A-chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.1000,\"publicationDate\":\"2024-08-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.sciencedirect.com/science/article/pii/S101060302400529X/pdfft?md5=5a50612f97c434669690a2f71c40daf1&pid=1-s2.0-S101060302400529X-main.pdf\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Photochemistry and Photobiology A-chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S101060302400529X\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Photochemistry and Photobiology A-chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S101060302400529X","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
Benzothiazole-based Schiff base for sensing Ca2+ ions: Synthesis, DFT studies, toxicity evaluation in zebrafish embryo and in silico analysis of MMP-9 inhibition
A new heterocyclic Schiff base, 2-(2-benzo(d)thiazol-2yl)hydrazono)methyl)phenol (BTAZ) synthesized from 2-hydrazinobenzothaizole and salicyclaldehyde was characterized by spectral, mass and single crystal XRD data and subjected to sense Ca2+ ions in methanol–water mixture (1:1, v/v) using UV–visible absorption and fluorescence emission spectral studies. The probe BTAZ showed specific detection of Ca2+ ions in a solution containing various metal ions with a detection limit as low as 5.1 × 10−6 M via photo-induced electron transfer (PET) pathway. The binding stoichiometry between BTAZ and Ca2+ was determined to be 2:1 by Job’s plot method. The stoichiometry and optical properties of both BTAZ and BTAZ-Ca2+ complex showed good correlation with theoretical results based on DFT and TD-DFT calculations. The pharmacological evaluation of the probe BTAZ against bacterial and fungal stains also demonstrated its notable efficacy to control their growth in vitro along with anti-oxidant capabilities. Further, toxicity assay of the probe BTAZ against zebrafish embryo did demonstrate that it is non-toxic to the test model in vivo. Ability of the probe BTAZ to inhibit matrix metalloproteinase-9 (MMP-9) enzyme was analyzed in detail using in silico experiments.
期刊介绍:
JPPA publishes the results of fundamental studies on all aspects of chemical phenomena induced by interactions between light and molecules/matter of all kinds.
All systems capable of being described at the molecular or integrated multimolecular level are appropriate for the journal. This includes all molecular chemical species as well as biomolecular, supramolecular, polymer and other macromolecular systems, as well as solid state photochemistry. In addition, the journal publishes studies of semiconductor and other photoactive organic and inorganic materials, photocatalysis (organic, inorganic, supramolecular and superconductor).
The scope includes condensed and gas phase photochemistry, as well as synchrotron radiation chemistry. A broad range of processes and techniques in photochemistry are covered such as light induced energy, electron and proton transfer; nonlinear photochemical behavior; mechanistic investigation of photochemical reactions and identification of the products of photochemical reactions; quantum yield determinations and measurements of rate constants for primary and secondary photochemical processes; steady-state and time-resolved emission, ultrafast spectroscopic methods, single molecule spectroscopy, time resolved X-ray diffraction, luminescence microscopy, and scattering spectroscopy applied to photochemistry. Papers in emerging and applied areas such as luminescent sensors, electroluminescence, solar energy conversion, atmospheric photochemistry, environmental remediation, and related photocatalytic chemistry are also welcome.