Synthesis, X-ray Structure, and Hirshfeld Analysis of [Ag(3-amino-5,6-dimethyl-1,2,4-triazine)(NO<sub>3</sub>)]<sub>n</sub>: A Potent Anticancer and Antimicrobial Agent

The [Ag(3ADMT)(NO<sub>3</sub>)]<sub>n</sub> complex was synthesized by the self-assembly of 3-amino-5,6-dimethyl-1,2,4-triazine (3ADMT) and AgNO<sub>3</sub>. Its molecular structure was analyzed utilizing FTIR spectra, elemental analysis, and single crystal X-ray...

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Main Authors: Mostafa A. El-Naggar, Morsy A. M. Abu-Youssef, Matti Haukka, Assem Barakat, Mona M. Sharaf, Saied M. Soliman
Format: Article
Language:English
Published: MDPI AG 2023-08-01
Series:Inorganics
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Online Access:https://www.mdpi.com/2304-6740/11/9/350
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author Mostafa A. El-Naggar
Morsy A. M. Abu-Youssef
Matti Haukka
Assem Barakat
Mona M. Sharaf
Saied M. Soliman
author_facet Mostafa A. El-Naggar
Morsy A. M. Abu-Youssef
Matti Haukka
Assem Barakat
Mona M. Sharaf
Saied M. Soliman
author_sort Mostafa A. El-Naggar
collection DOAJ
description The [Ag(3ADMT)(NO<sub>3</sub>)]<sub>n</sub> complex was synthesized by the self-assembly of 3-amino-5,6-dimethyl-1,2,4-triazine (3ADMT) and AgNO<sub>3</sub>. Its molecular structure was analyzed utilizing FTIR spectra, elemental analysis, and single crystal X-ray diffraction (SC-XRD). There is one crystallographically independent Ag atom, which is tetra-coordinated by two nitrogen atoms from two 3ADMT and two oxygen atoms from two nitrate anions where all ligand groups are acting as connectors between the Ag1 sites. The geometry around the Ag(I) center is a distorted tetrahedron with a AgN<sub>2</sub>O<sub>2</sub> coordination sphere augmented by strong argentophilic interactions between Ag atoms, which assist the aggregation of the complex units in a wavy-like and coplanar pattern to form a one-dimensional polymeric chain. The O...H (37.2%) and N...H (18.8%) intermolecular interactions contributed significantly to the molecular packing based on Hirshfeld surface analysis. The [Ag(3ADMT)(NO<sub>3</sub>)]<sub>n</sub> complex demonstrates promising cytotoxicity against lung (IC<sub>50</sub> = 2.96 ± 0.31 μg/mL) and breast (IC<sub>50</sub> = 1.97 ± 0.18 μg/mL) carcinoma. This remarkable cytotoxicity exceeds those of 3ADMT, AgNO<sub>3</sub>, and the anticancer medication <i>cis</i>-platin towards the tested cancer cell lines. In addition, the complex has a wide-spectrum antimicrobial action where the high antibacterial potency of the [Ag(3ADMT)(NO<sub>3</sub>)]<sub>n</sub> complex against <i>P. vulgaris</i> (MIC = 6.1 µg/mL) and <i>B. subtilis</i> (MIC = 17.2 µg/mL) could be comparable to the commonly used drug Gentamycin (MIC = 4.8 µg/mL). These results confirm that the components of the [Ag(3ADMT)(NO<sub>3</sub>)]<sub>n</sub> complex work together synergistically, forming a powerful multifunctional agent that could be exploited as an effective antimicrobial and anticancer agent.
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spelling doaj.art-8e2c395b9e2f43c4a6e47d0b482bd7a42023-11-19T11:14:35ZengMDPI AGInorganics2304-67402023-08-0111935010.3390/inorganics11090350Synthesis, X-ray Structure, and Hirshfeld Analysis of [Ag(3-amino-5,6-dimethyl-1,2,4-triazine)(NO<sub>3</sub>)]<sub>n</sub>: A Potent Anticancer and Antimicrobial AgentMostafa A. El-Naggar0Morsy A. M. Abu-Youssef1Matti Haukka2Assem Barakat3Mona M. Sharaf4Saied M. Soliman5Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, EgyptDepartment of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, EgyptDepartment of Chemistry, University of Jyväskylä, P.O. Box 35, FI-40014 Jyväskylä, FinlandDepartment of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi ArabiaProtein Research Department, Genetic Engineering and Biotechnology Research Institute, City of Scientific Research and Technological Applications, Alexandria P.O. Box 21933, EgyptDepartment of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria 21321, EgyptThe [Ag(3ADMT)(NO<sub>3</sub>)]<sub>n</sub> complex was synthesized by the self-assembly of 3-amino-5,6-dimethyl-1,2,4-triazine (3ADMT) and AgNO<sub>3</sub>. Its molecular structure was analyzed utilizing FTIR spectra, elemental analysis, and single crystal X-ray diffraction (SC-XRD). There is one crystallographically independent Ag atom, which is tetra-coordinated by two nitrogen atoms from two 3ADMT and two oxygen atoms from two nitrate anions where all ligand groups are acting as connectors between the Ag1 sites. The geometry around the Ag(I) center is a distorted tetrahedron with a AgN<sub>2</sub>O<sub>2</sub> coordination sphere augmented by strong argentophilic interactions between Ag atoms, which assist the aggregation of the complex units in a wavy-like and coplanar pattern to form a one-dimensional polymeric chain. The O...H (37.2%) and N...H (18.8%) intermolecular interactions contributed significantly to the molecular packing based on Hirshfeld surface analysis. The [Ag(3ADMT)(NO<sub>3</sub>)]<sub>n</sub> complex demonstrates promising cytotoxicity against lung (IC<sub>50</sub> = 2.96 ± 0.31 μg/mL) and breast (IC<sub>50</sub> = 1.97 ± 0.18 μg/mL) carcinoma. This remarkable cytotoxicity exceeds those of 3ADMT, AgNO<sub>3</sub>, and the anticancer medication <i>cis</i>-platin towards the tested cancer cell lines. In addition, the complex has a wide-spectrum antimicrobial action where the high antibacterial potency of the [Ag(3ADMT)(NO<sub>3</sub>)]<sub>n</sub> complex against <i>P. vulgaris</i> (MIC = 6.1 µg/mL) and <i>B. subtilis</i> (MIC = 17.2 µg/mL) could be comparable to the commonly used drug Gentamycin (MIC = 4.8 µg/mL). These results confirm that the components of the [Ag(3ADMT)(NO<sub>3</sub>)]<sub>n</sub> complex work together synergistically, forming a powerful multifunctional agent that could be exploited as an effective antimicrobial and anticancer agent.https://www.mdpi.com/2304-6740/11/9/350Ag(I)1,2,4-triazinecoordination polymeranticancerantimicrobialargentophilic interaction
spellingShingle Mostafa A. El-Naggar
Morsy A. M. Abu-Youssef
Matti Haukka
Assem Barakat
Mona M. Sharaf
Saied M. Soliman
Synthesis, X-ray Structure, and Hirshfeld Analysis of [Ag(3-amino-5,6-dimethyl-1,2,4-triazine)(NO<sub>3</sub>)]<sub>n</sub>: A Potent Anticancer and Antimicrobial Agent
Inorganics
Ag(I)
1,2,4-triazine
coordination polymer
anticancer
antimicrobial
argentophilic interaction
title Synthesis, X-ray Structure, and Hirshfeld Analysis of [Ag(3-amino-5,6-dimethyl-1,2,4-triazine)(NO<sub>3</sub>)]<sub>n</sub>: A Potent Anticancer and Antimicrobial Agent
title_full Synthesis, X-ray Structure, and Hirshfeld Analysis of [Ag(3-amino-5,6-dimethyl-1,2,4-triazine)(NO<sub>3</sub>)]<sub>n</sub>: A Potent Anticancer and Antimicrobial Agent
title_fullStr Synthesis, X-ray Structure, and Hirshfeld Analysis of [Ag(3-amino-5,6-dimethyl-1,2,4-triazine)(NO<sub>3</sub>)]<sub>n</sub>: A Potent Anticancer and Antimicrobial Agent
title_full_unstemmed Synthesis, X-ray Structure, and Hirshfeld Analysis of [Ag(3-amino-5,6-dimethyl-1,2,4-triazine)(NO<sub>3</sub>)]<sub>n</sub>: A Potent Anticancer and Antimicrobial Agent
title_short Synthesis, X-ray Structure, and Hirshfeld Analysis of [Ag(3-amino-5,6-dimethyl-1,2,4-triazine)(NO<sub>3</sub>)]<sub>n</sub>: A Potent Anticancer and Antimicrobial Agent
title_sort synthesis x ray structure and hirshfeld analysis of ag 3 amino 5 6 dimethyl 1 2 4 triazine no sub 3 sub sub n sub a potent anticancer and antimicrobial agent
topic Ag(I)
1,2,4-triazine
coordination polymer
anticancer
antimicrobial
argentophilic interaction
url https://www.mdpi.com/2304-6740/11/9/350
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