Synthesis, Crystal Structures, Antimicrobial Activity, and Acute Toxicity Evaluation of Chiral Zn(II) Schiff Base Complexes

Four mononuclear bioefficient zinc coordination complexes [Zn(NN)<sub>3</sub>](ClO<sub>4</sub>)<sub>2</sub> (<b>A</b>–<b>D</b>) involving chiral bidentate Schiff base ligands have been synthesized and characterized by IR, <sup>1</s...

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Main Authors: Daniela Gutiérrez Arguelles, Claudia P. Villamizar, Eduardo Brambila-Colombres, Bertin Anzaldo, Angel Mendoza, Guadalupe Hernández Téllez, Pankaj Sharma
Format: Article
Language:English
Published: MDPI AG 2024-11-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/29/23/5555
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author Daniela Gutiérrez Arguelles
Claudia P. Villamizar
Eduardo Brambila-Colombres
Bertin Anzaldo
Angel Mendoza
Guadalupe Hernández Téllez
Pankaj Sharma
author_facet Daniela Gutiérrez Arguelles
Claudia P. Villamizar
Eduardo Brambila-Colombres
Bertin Anzaldo
Angel Mendoza
Guadalupe Hernández Téllez
Pankaj Sharma
author_sort Daniela Gutiérrez Arguelles
collection DOAJ
description Four mononuclear bioefficient zinc coordination complexes [Zn(NN)<sub>3</sub>](ClO<sub>4</sub>)<sub>2</sub> (<b>A</b>–<b>D</b>) involving chiral bidentate Schiff base ligands have been synthesized and characterized by IR, <sup>1</sup>H, and <sup>13</sup>C NMR spectroscopy and mass spectrometry. X-ray crystal structures of three of the zinc complexes revealed that the zinc metal ion is hexacoordinated, exhibiting a distorted octahedral geometry where both the nitrogen atoms (NN = pyridyl and imine) of imines are coordinated to the central zinc ion. The isolated zinc complexes were evaluated for their antimicrobial activity in vitro against <i>Escherichia coli</i>, <i>Pseudomonas aeruginosa</i>, and <i>Staphylococcus aureus</i>, displaying varying levels of growth inhibition. An acute toxicity test conducted using <i>Artemia salina</i> and Swiss albino mice showed that the zinc complexes <b>A</b>–<b>D</b> were non-toxic towards <i>A. salina</i> at concentrations below 414, 564, 350, and 385 µM, respectively, and did not affect liver biochemical parameters, although pyknosis was induced in hepatocytes of the treated mice.
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spelling doaj-art-fad81d5a2fc2477aa8da640f63c76d402024-12-13T16:28:16ZengMDPI AGMolecules1420-30492024-11-012923555510.3390/molecules29235555Synthesis, Crystal Structures, Antimicrobial Activity, and Acute Toxicity Evaluation of Chiral Zn(II) Schiff Base ComplexesDaniela Gutiérrez Arguelles0Claudia P. Villamizar1Eduardo Brambila-Colombres2Bertin Anzaldo3Angel Mendoza4Guadalupe Hernández Téllez5Pankaj Sharma6Laboratory Síntesis de Complejos, Faculty Ciencias Químicas, Universidad Autónoma de Puebla, Edif. FCQ-6, C.U. Av. San Claudio y Blvd. 14 Sur, Col. San Manuel, Puebla C.P. 72592, MexicoInstituto de Química-UNAM, Circuito Exterior, C.U. Coyoacán, Mexico City C.P. 04510, MexicoLaboratory Síntesis de Complejos, Faculty Ciencias Químicas, Universidad Autónoma de Puebla, Edif. FCQ-6, C.U. Av. San Claudio y Blvd. 14 Sur, Col. San Manuel, Puebla C.P. 72592, MexicoLaboratory Síntesis de Complejos, Faculty Ciencias Químicas, Universidad Autónoma de Puebla, Edif. FCQ-6, C.U. Av. San Claudio y Blvd. 14 Sur, Col. San Manuel, Puebla C.P. 72592, MexicoCentro de Química del Instituto de Ciencias, Benemérita Universidad Autónoma de Puebla, 18 Sur y Av. San Claudio, Col. San Manuel, Puebla C.P. 72570, MexicoLaboratory Síntesis de Complejos, Faculty Ciencias Químicas, Universidad Autónoma de Puebla, Edif. FCQ-6, C.U. Av. San Claudio y Blvd. 14 Sur, Col. San Manuel, Puebla C.P. 72592, MexicoInstituto de Química-UNAM, Circuito Exterior, C.U. Coyoacán, Mexico City C.P. 04510, MexicoFour mononuclear bioefficient zinc coordination complexes [Zn(NN)<sub>3</sub>](ClO<sub>4</sub>)<sub>2</sub> (<b>A</b>–<b>D</b>) involving chiral bidentate Schiff base ligands have been synthesized and characterized by IR, <sup>1</sup>H, and <sup>13</sup>C NMR spectroscopy and mass spectrometry. X-ray crystal structures of three of the zinc complexes revealed that the zinc metal ion is hexacoordinated, exhibiting a distorted octahedral geometry where both the nitrogen atoms (NN = pyridyl and imine) of imines are coordinated to the central zinc ion. The isolated zinc complexes were evaluated for their antimicrobial activity in vitro against <i>Escherichia coli</i>, <i>Pseudomonas aeruginosa</i>, and <i>Staphylococcus aureus</i>, displaying varying levels of growth inhibition. An acute toxicity test conducted using <i>Artemia salina</i> and Swiss albino mice showed that the zinc complexes <b>A</b>–<b>D</b> were non-toxic towards <i>A. salina</i> at concentrations below 414, 564, 350, and 385 µM, respectively, and did not affect liver biochemical parameters, although pyknosis was induced in hepatocytes of the treated mice.https://www.mdpi.com/1420-3049/29/23/5555chiral imines and zinc complexesIR and NMR spectroscopic techniquesX-ray crystal structuresantimicrobial activityacute toxicity
spellingShingle Daniela Gutiérrez Arguelles
Claudia P. Villamizar
Eduardo Brambila-Colombres
Bertin Anzaldo
Angel Mendoza
Guadalupe Hernández Téllez
Pankaj Sharma
Synthesis, Crystal Structures, Antimicrobial Activity, and Acute Toxicity Evaluation of Chiral Zn(II) Schiff Base Complexes
Molecules
chiral imines and zinc complexes
IR and NMR spectroscopic techniques
X-ray crystal structures
antimicrobial activity
acute toxicity
title Synthesis, Crystal Structures, Antimicrobial Activity, and Acute Toxicity Evaluation of Chiral Zn(II) Schiff Base Complexes
title_full Synthesis, Crystal Structures, Antimicrobial Activity, and Acute Toxicity Evaluation of Chiral Zn(II) Schiff Base Complexes
title_fullStr Synthesis, Crystal Structures, Antimicrobial Activity, and Acute Toxicity Evaluation of Chiral Zn(II) Schiff Base Complexes
title_full_unstemmed Synthesis, Crystal Structures, Antimicrobial Activity, and Acute Toxicity Evaluation of Chiral Zn(II) Schiff Base Complexes
title_short Synthesis, Crystal Structures, Antimicrobial Activity, and Acute Toxicity Evaluation of Chiral Zn(II) Schiff Base Complexes
title_sort synthesis crystal structures antimicrobial activity and acute toxicity evaluation of chiral zn ii schiff base complexes
topic chiral imines and zinc complexes
IR and NMR spectroscopic techniques
X-ray crystal structures
antimicrobial activity
acute toxicity
url https://www.mdpi.com/1420-3049/29/23/5555
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