Solange de Oliveira Pinheiro, Jordana Lima Braga, Wildson Max Barbosa da Silva, Guida Hellen Mota Do Nascimento, Renato Almeida Montes, Daniela Ribeiro Alves, Daniel Sampaio Rodrigues, Amanda Cavalcante Leitão, Vitória Pessoa de Farias Cabral, Lara Elloyse Almeida Moreira, Lívia Gurgel Do Amaral Valente Sá, Cecília Rocha da Silva, João Batista de Andrade Neto, Kirley Marques Canuto, Selene Maia de Morais, Hélio Vitoriano Nobre Júnior
{"title":"Zn (II) complex with vanillin derived Schiff base: antifungal, antibacterial, antioxidant and anticholinesterase activities.","authors":"Solange de Oliveira Pinheiro, Jordana Lima Braga, Wildson Max Barbosa da Silva, Guida Hellen Mota Do Nascimento, Renato Almeida Montes, Daniela Ribeiro Alves, Daniel Sampaio Rodrigues, Amanda Cavalcante Leitão, Vitória Pessoa de Farias Cabral, Lara Elloyse Almeida Moreira, Lívia Gurgel Do Amaral Valente Sá, Cecília Rocha da Silva, João Batista de Andrade Neto, Kirley Marques Canuto, Selene Maia de Morais, Hélio Vitoriano Nobre Júnior","doi":"10.1080/17568919.2025.2479421","DOIUrl":null,"url":null,"abstract":"<p><strong>Aim: </strong>To synthesize and characterize a Schiff base derived from vanillin and tris(hydroxymethyl)aminomethane (VTRIS) and the Zinc (II) complex [Zn(VTRIS)<sub>2</sub>](CH<sub>3</sub>COO)<sub>2</sub>.</p><p><strong>Materials and methods: </strong>VTRIS and the Zn (II) complex were synthesized through condensation and complexation reactions, respectively. Structures were confirmed by electron spectroscopy in the UV-Vis, FT-IR and NMR regions. Toxicity was evaluated in Artemia salina, antimicrobial activity was evaluated by microdilution assay, ABTS and DPPH methods were used for antioxidant effect and the anticholinesterase potential was investigated.</p><p><strong>Results: </strong>VTRIS and the complex showed low toxicity in <i>Artemia salina</i> (LC<sub>50</sub> = 698.56 and 543.88, respectively). VTRIS did not show antifungal or antibacterial activity, but the complex showed MICs ranging from 32 to 128 μg/mL against <i>Cryptococcus neoformans</i> and <i>Candida</i> spp. and 512 μg/mL against <i>Staphylococcus aureus</i>, demonstrating an antimicrobial effect improvement after coordination to the metal center. VTRIS and the complex showed excellent results as antioxidant molecules, and the complex presented lower values than the standard quercetin in the ABTS method (IC<sub>50</sub> = 1.08 and 1.63 μg/mL, respectively). VTRIS and the complex showed anticholinesterase potential of 1.93 and 1.83 μg/mL.</p><p><strong>Conclusion: </strong>Zn complexation potentiates VTRIS, and this compound exhibits promising antimicrobial, antioxidant, and anticholinesterase activities at nontoxic concentrations.</p>","PeriodicalId":12475,"journal":{"name":"Future medicinal chemistry","volume":" ","pages":"1-12"},"PeriodicalIF":3.2000,"publicationDate":"2025-03-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Future medicinal chemistry","FirstCategoryId":"3","ListUrlMain":"https://doi.org/10.1080/17568919.2025.2479421","RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0
Abstract
Aim: To synthesize and characterize a Schiff base derived from vanillin and tris(hydroxymethyl)aminomethane (VTRIS) and the Zinc (II) complex [Zn(VTRIS)2](CH3COO)2.
Materials and methods: VTRIS and the Zn (II) complex were synthesized through condensation and complexation reactions, respectively. Structures were confirmed by electron spectroscopy in the UV-Vis, FT-IR and NMR regions. Toxicity was evaluated in Artemia salina, antimicrobial activity was evaluated by microdilution assay, ABTS and DPPH methods were used for antioxidant effect and the anticholinesterase potential was investigated.
Results: VTRIS and the complex showed low toxicity in Artemia salina (LC50 = 698.56 and 543.88, respectively). VTRIS did not show antifungal or antibacterial activity, but the complex showed MICs ranging from 32 to 128 μg/mL against Cryptococcus neoformans and Candida spp. and 512 μg/mL against Staphylococcus aureus, demonstrating an antimicrobial effect improvement after coordination to the metal center. VTRIS and the complex showed excellent results as antioxidant molecules, and the complex presented lower values than the standard quercetin in the ABTS method (IC50 = 1.08 and 1.63 μg/mL, respectively). VTRIS and the complex showed anticholinesterase potential of 1.93 and 1.83 μg/mL.
Conclusion: Zn complexation potentiates VTRIS, and this compound exhibits promising antimicrobial, antioxidant, and anticholinesterase activities at nontoxic concentrations.
期刊介绍:
Future Medicinal Chemistry offers a forum for the rapid publication of original research and critical reviews of the latest milestones in the field. Strong emphasis is placed on ensuring that the journal stimulates awareness of issues that are anticipated to play an increasingly central role in influencing the future direction of pharmaceutical chemistry. Where relevant, contributions are also actively encouraged on areas as diverse as biotechnology, enzymology, green chemistry, genomics, immunology, materials science, neglected diseases and orphan drugs, pharmacogenomics, proteomics and toxicology.