Cargando…

Study of novel bidentate heterocyclic amine-based metal complexes and their biological activities: cytotoxicity and antimicrobial activity evaluation

Metallic antitumor drugs with heterocyclic ligands, such as novel AMI (amino methyl imidazole) complexes [Pd(AMI)Cl(2)](1), [Cu(AMI)L(1)](2), and [Cu(AMI)L(2)·2H(2)O](3) where L(1) = oxalate and L(2) = malonate, were synthesized and characterized. Assessments included elemental analyses, mass spectr...

Descripción completa

Detalles Bibliográficos
Autores principales: Fahmy, Heba M., Abdel-Rahman, Fatma M., El-Sayed, Anwar A., El-Sherif, Ahmed A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10349454/
https://www.ncbi.nlm.nih.gov/pubmed/37454081
http://dx.doi.org/10.1186/s13065-023-00996-1
_version_ 1785073909493661696
author Fahmy, Heba M.
Abdel-Rahman, Fatma M.
El-Sayed, Anwar A.
El-Sherif, Ahmed A.
author_facet Fahmy, Heba M.
Abdel-Rahman, Fatma M.
El-Sayed, Anwar A.
El-Sherif, Ahmed A.
author_sort Fahmy, Heba M.
collection PubMed
description Metallic antitumor drugs with heterocyclic ligands, such as novel AMI (amino methyl imidazole) complexes [Pd(AMI)Cl(2)](1), [Cu(AMI)L(1)](2), and [Cu(AMI)L(2)·2H(2)O](3) where L(1) = oxalate and L(2) = malonate, were synthesized and characterized. Assessments included elemental analyses, mass spectrometry, Fourier transform-infrared spectroscopy, ultraviolet–visible spectroscopy, and thermal analysis. The cytotoxicity of AMI complexes compared to cisplatin was assessed using MTT (3-[4,5-dimethylthiazol-2-yl] 2,5diphenyl tetrazolium bromide) assay with breast (MCF-7) and cervical (HeLa) cancer cell lines. After treating these cells with the AMI complexes' IC(50) values for 48 h, malondialdehyde levels and catalase activity were used to assess oxidative stress, antioxidant activity was evaluated with DPPH radical scavenging method, comet assays assessed DNA damage, and DNA fragmentation was evaluated using the gel electrophoresis. In vitro, antimicrobial activity was assessed using a disc diffusion method. The anticancer activity results showed that IC(50) (half-maximal inhibitory concentration) values of complex one, two, and three against MCF-7 and HeLa cancer cells are 0.156 ± 0.0006, 0.125 ± 0.001, 0.277 ± 0.002 μM respectively for MCF-7 cells and 0.222 ± 0.0005, 0.126 ± 0.0009, 0.152 ± 0.001 μM respectively for HeLa cells. Complex two demonstrated strong anticancer activity against MCF-7 and Hela cells. The study of oxidative stress parameters revealed that Malondialdehyde levels increased in cancer cell lines treated with complexes compared to untreated cells. Catalase activity decreased in cells treated with palladium chelate. The DPPH radical scavenging assay results identified that complex one was a more potent antioxidant in MCF-7 and Hela cells than other complexes with SC(50) values of 227.5 ± 0.28 and 361 ± 1.2 μL/mL, respectively. The comet assay results showed that complex two caused significant DNA damage in MCF-7 and HeLa cancer cells treated. Antimicrobial assays identified complex three as the most effective. Copper complexes give better antifungal activity against A. flavus than the palladium complex. We conclude that complex two is the most active in both cell types and might be assessed as a clinically useful drug for breast cancer treatment. The significance of the current study is the synthesis of antitumor drugs containing heterocyclic ligands, such as novel AMI complexes, and the study of their biological activities. SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1186/s13065-023-00996-1.
format Online
Article
Text
id pubmed-10349454
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher Springer International Publishing
record_format MEDLINE/PubMed
spelling pubmed-103494542023-07-16 Study of novel bidentate heterocyclic amine-based metal complexes and their biological activities: cytotoxicity and antimicrobial activity evaluation Fahmy, Heba M. Abdel-Rahman, Fatma M. El-Sayed, Anwar A. El-Sherif, Ahmed A. BMC Chem Research Metallic antitumor drugs with heterocyclic ligands, such as novel AMI (amino methyl imidazole) complexes [Pd(AMI)Cl(2)](1), [Cu(AMI)L(1)](2), and [Cu(AMI)L(2)·2H(2)O](3) where L(1) = oxalate and L(2) = malonate, were synthesized and characterized. Assessments included elemental analyses, mass spectrometry, Fourier transform-infrared spectroscopy, ultraviolet–visible spectroscopy, and thermal analysis. The cytotoxicity of AMI complexes compared to cisplatin was assessed using MTT (3-[4,5-dimethylthiazol-2-yl] 2,5diphenyl tetrazolium bromide) assay with breast (MCF-7) and cervical (HeLa) cancer cell lines. After treating these cells with the AMI complexes' IC(50) values for 48 h, malondialdehyde levels and catalase activity were used to assess oxidative stress, antioxidant activity was evaluated with DPPH radical scavenging method, comet assays assessed DNA damage, and DNA fragmentation was evaluated using the gel electrophoresis. In vitro, antimicrobial activity was assessed using a disc diffusion method. The anticancer activity results showed that IC(50) (half-maximal inhibitory concentration) values of complex one, two, and three against MCF-7 and HeLa cancer cells are 0.156 ± 0.0006, 0.125 ± 0.001, 0.277 ± 0.002 μM respectively for MCF-7 cells and 0.222 ± 0.0005, 0.126 ± 0.0009, 0.152 ± 0.001 μM respectively for HeLa cells. Complex two demonstrated strong anticancer activity against MCF-7 and Hela cells. The study of oxidative stress parameters revealed that Malondialdehyde levels increased in cancer cell lines treated with complexes compared to untreated cells. Catalase activity decreased in cells treated with palladium chelate. The DPPH radical scavenging assay results identified that complex one was a more potent antioxidant in MCF-7 and Hela cells than other complexes with SC(50) values of 227.5 ± 0.28 and 361 ± 1.2 μL/mL, respectively. The comet assay results showed that complex two caused significant DNA damage in MCF-7 and HeLa cancer cells treated. Antimicrobial assays identified complex three as the most effective. Copper complexes give better antifungal activity against A. flavus than the palladium complex. We conclude that complex two is the most active in both cell types and might be assessed as a clinically useful drug for breast cancer treatment. The significance of the current study is the synthesis of antitumor drugs containing heterocyclic ligands, such as novel AMI complexes, and the study of their biological activities. SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1186/s13065-023-00996-1. Springer International Publishing 2023-07-15 /pmc/articles/PMC10349454/ /pubmed/37454081 http://dx.doi.org/10.1186/s13065-023-00996-1 Text en © The Author(s) 2023 https://creativecommons.org/licenses/by/4.0/Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) . The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/ (https://creativecommons.org/publicdomain/zero/1.0/) ) applies to the data made available in this article, unless otherwise stated in a credit line to the data.
spellingShingle Research
Fahmy, Heba M.
Abdel-Rahman, Fatma M.
El-Sayed, Anwar A.
El-Sherif, Ahmed A.
Study of novel bidentate heterocyclic amine-based metal complexes and their biological activities: cytotoxicity and antimicrobial activity evaluation
title Study of novel bidentate heterocyclic amine-based metal complexes and their biological activities: cytotoxicity and antimicrobial activity evaluation
title_full Study of novel bidentate heterocyclic amine-based metal complexes and their biological activities: cytotoxicity and antimicrobial activity evaluation
title_fullStr Study of novel bidentate heterocyclic amine-based metal complexes and their biological activities: cytotoxicity and antimicrobial activity evaluation
title_full_unstemmed Study of novel bidentate heterocyclic amine-based metal complexes and their biological activities: cytotoxicity and antimicrobial activity evaluation
title_short Study of novel bidentate heterocyclic amine-based metal complexes and their biological activities: cytotoxicity and antimicrobial activity evaluation
title_sort study of novel bidentate heterocyclic amine-based metal complexes and their biological activities: cytotoxicity and antimicrobial activity evaluation
topic Research
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10349454/
https://www.ncbi.nlm.nih.gov/pubmed/37454081
http://dx.doi.org/10.1186/s13065-023-00996-1
work_keys_str_mv AT fahmyhebam studyofnovelbidentateheterocyclicaminebasedmetalcomplexesandtheirbiologicalactivitiescytotoxicityandantimicrobialactivityevaluation
AT abdelrahmanfatmam studyofnovelbidentateheterocyclicaminebasedmetalcomplexesandtheirbiologicalactivitiescytotoxicityandantimicrobialactivityevaluation
AT elsayedanwara studyofnovelbidentateheterocyclicaminebasedmetalcomplexesandtheirbiologicalactivitiescytotoxicityandantimicrobialactivityevaluation
AT elsherifahmeda studyofnovelbidentateheterocyclicaminebasedmetalcomplexesandtheirbiologicalactivitiescytotoxicityandantimicrobialactivityevaluation