One pot synthesis of two potent Ag(I) complexes with quinoxaline ligand, X-ray structure, Hirshfeld analysis, antimicrobial, and antitumor investigations

Mostafa A. El-Naggar; Mona Mohammed Sharaf; Jörg H. Albering; Morsy A.M. Abu-Youssef; Taher S. Kassem; Saied M. Soliman; Ahmed M.A. Badr

doi:10.1038/s41598-022-24030-x

One pot synthesis of two potent Ag(I) complexes with quinoxaline ligand, X-ray structure, Hirshfeld analysis, antimicrobial, and antitumor investigations

Mostafa A. El-Naggar, Mona Mohammed Sharaf, Jörg H. Albering, Morsy A.M. Abu-Youssef^*, Taher S. Kassem, Saied M. Soliman, Ahmed M.A. Badr

^*Corresponding author for this work

Institute for Chemistry and Technology of Materials (6380)

Research output: Contribution to journal › Article › peer-review

Abstract

In one pot, the self-assembly of AgNO₃ and 2-chloroquinoxaline (2Cl-quinox) in water–ethanol mixture afforded two novel crystalline Ag(I) complexes. The major product is the polymeric complex [Ag(2Cl-quinox)(NO₃)]_n; (1), while the minor product (2) comprises two molecules which are the monomeric [Ag(2Cl-quinox)₂(NO₃)]; (2a) and polymeric [Ag(2Cl-quinox)(NO₃)]_n; (2b) complexes. The single crystal X-ray structure revealed that 1 and 2b are made up of two-dimensional infinite sheets. In contrast, 2a is a monomeric complex which has a highly distorted tetrahedral geometry around Ag(I) center. In all cases, the 2Cl-quinox molecule acts as a terminal monodentate ligand. Complexes 1 and 2b have similar molecular structures and also have almost similar crystal packing. Using Hirshfeld surface analysis, the O…H hydrogen bonds and π–π stacking interactions contributed significantly to the molecular packing. Both complexes have broad-spectrum action towards multi drug-resistance bacteria. The most effective function of 2 is against Proteus morganii, with a MIC value of 8 μg/mL. Complex 2 (IC₅₀ = 5.93 ± 0.52 μg/mL) has remarkably greater cytotoxic effect against lung carcinoma (A-549) than cis-platin (IC₅₀ = 7.5 ± 0.69 μg/mL) and AgNO₃ (IC₅₀ = 14.7 ± 0.53 μg/mL). The higher Ag-content in 2 could be the main reason for its higher cytotoxicity than 1.

Original language	English
Article number	20881
Journal	Scientific Reports
Volume	12
Issue number	1
DOIs	https://doi.org/10.1038/s41598-022-24030-x
Publication status	Published - Dec 2022

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@article{7cb0e23042ea49febaed0a0e9ff62ad6,

title = "One pot synthesis of two potent Ag(I) complexes with quinoxaline ligand, X-ray structure, Hirshfeld analysis, antimicrobial, and antitumor investigations",

abstract = "In one pot, the self-assembly of AgNO3 and 2-chloroquinoxaline (2Cl-quinox) in water–ethanol mixture afforded two novel crystalline Ag(I) complexes. The major product is the polymeric complex [Ag(2Cl-quinox)(NO3)]n; (1), while the minor product (2) comprises two molecules which are the monomeric [Ag(2Cl-quinox)2(NO3)]; (2a) and polymeric [Ag(2Cl-quinox)(NO3)]n; (2b) complexes. The single crystal X-ray structure revealed that 1 and 2b are made up of two-dimensional infinite sheets. In contrast, 2a is a monomeric complex which has a highly distorted tetrahedral geometry around Ag(I) center. In all cases, the 2Cl-quinox molecule acts as a terminal monodentate ligand. Complexes 1 and 2b have similar molecular structures and also have almost similar crystal packing. Using Hirshfeld surface analysis, the O…H hydrogen bonds and π–π stacking interactions contributed significantly to the molecular packing. Both complexes have broad-spectrum action towards multi drug-resistance bacteria. The most effective function of 2 is against Proteus morganii, with a MIC value of 8 μg/mL. Complex 2 (IC50 = 5.93 ± 0.52 μg/mL) has remarkably greater cytotoxic effect against lung carcinoma (A-549) than cis-platin (IC50 = 7.5 ± 0.69 μg/mL) and AgNO3 (IC50 = 14.7 ± 0.53 μg/mL). The higher Ag-content in 2 could be the main reason for its higher cytotoxicity than 1.",

author = "El-Naggar, {Mostafa A.} and Sharaf, {Mona Mohammed} and Albering, {J{\"o}rg H.} and Abu-Youssef, {Morsy A.M.} and Kassem, {Taher S.} and Soliman, {Saied M.} and Badr, {Ahmed M.A.}",

note = "Publisher Copyright: {\textcopyright} 2022, The Author(s).",

year = "2022",

month = dec,

doi = "10.1038/s41598-022-24030-x",

language = "English",

volume = "12",

journal = "Scientific Reports",

issn = "2045-2322",

publisher = "Nature Publishing Group",

number = "1",

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TY - JOUR

T1 - One pot synthesis of two potent Ag(I) complexes with quinoxaline ligand, X-ray structure, Hirshfeld analysis, antimicrobial, and antitumor investigations

AU - El-Naggar, Mostafa A.

AU - Sharaf, Mona Mohammed

AU - Albering, Jörg H.

AU - Abu-Youssef, Morsy A.M.

AU - Kassem, Taher S.

AU - Soliman, Saied M.

AU - Badr, Ahmed M.A.

PY - 2022/12

Y1 - 2022/12

N2 - In one pot, the self-assembly of AgNO3 and 2-chloroquinoxaline (2Cl-quinox) in water–ethanol mixture afforded two novel crystalline Ag(I) complexes. The major product is the polymeric complex [Ag(2Cl-quinox)(NO3)]n; (1), while the minor product (2) comprises two molecules which are the monomeric [Ag(2Cl-quinox)2(NO3)]; (2a) and polymeric [Ag(2Cl-quinox)(NO3)]n; (2b) complexes. The single crystal X-ray structure revealed that 1 and 2b are made up of two-dimensional infinite sheets. In contrast, 2a is a monomeric complex which has a highly distorted tetrahedral geometry around Ag(I) center. In all cases, the 2Cl-quinox molecule acts as a terminal monodentate ligand. Complexes 1 and 2b have similar molecular structures and also have almost similar crystal packing. Using Hirshfeld surface analysis, the O…H hydrogen bonds and π–π stacking interactions contributed significantly to the molecular packing. Both complexes have broad-spectrum action towards multi drug-resistance bacteria. The most effective function of 2 is against Proteus morganii, with a MIC value of 8 μg/mL. Complex 2 (IC50 = 5.93 ± 0.52 μg/mL) has remarkably greater cytotoxic effect against lung carcinoma (A-549) than cis-platin (IC50 = 7.5 ± 0.69 μg/mL) and AgNO3 (IC50 = 14.7 ± 0.53 μg/mL). The higher Ag-content in 2 could be the main reason for its higher cytotoxicity than 1.

AB - In one pot, the self-assembly of AgNO3 and 2-chloroquinoxaline (2Cl-quinox) in water–ethanol mixture afforded two novel crystalline Ag(I) complexes. The major product is the polymeric complex [Ag(2Cl-quinox)(NO3)]n; (1), while the minor product (2) comprises two molecules which are the monomeric [Ag(2Cl-quinox)2(NO3)]; (2a) and polymeric [Ag(2Cl-quinox)(NO3)]n; (2b) complexes. The single crystal X-ray structure revealed that 1 and 2b are made up of two-dimensional infinite sheets. In contrast, 2a is a monomeric complex which has a highly distorted tetrahedral geometry around Ag(I) center. In all cases, the 2Cl-quinox molecule acts as a terminal monodentate ligand. Complexes 1 and 2b have similar molecular structures and also have almost similar crystal packing. Using Hirshfeld surface analysis, the O…H hydrogen bonds and π–π stacking interactions contributed significantly to the molecular packing. Both complexes have broad-spectrum action towards multi drug-resistance bacteria. The most effective function of 2 is against Proteus morganii, with a MIC value of 8 μg/mL. Complex 2 (IC50 = 5.93 ± 0.52 μg/mL) has remarkably greater cytotoxic effect against lung carcinoma (A-549) than cis-platin (IC50 = 7.5 ± 0.69 μg/mL) and AgNO3 (IC50 = 14.7 ± 0.53 μg/mL). The higher Ag-content in 2 could be the main reason for its higher cytotoxicity than 1.

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U2 - 10.1038/s41598-022-24030-x

DO - 10.1038/s41598-022-24030-x

M3 - Article

C2 - 36463246

AN - SCOPUS:85143172120

SN - 2045-2322

VL - 12

JO - Scientific Reports

JF - Scientific Reports

IS - 1

M1 - 20881

ER -

One pot synthesis of two potent Ag(I) complexes with quinoxaline ligand, X-ray structure, Hirshfeld analysis, antimicrobial, and antitumor investigations

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