Aurintricarboxylic acid and its metal ion complexes in comparative virtual screening versus Lopinavir and Hydroxychloroquine in fighting COVID-19 pandemic: Synthesis and characterization

Refat, Moamen S.; Sedayo, Anas A.; Sayqal, Ali; Alharbi, Arwa; Katouah, Hanadi A.; Abumelha, Hana M.; Alzahrani, Seraj Omar; Alkhatib, Fatmah; Althagafi, Ismail; El‐Metwaly, Nashwa M.

doi:10.1016/j.inoche.2021.108472

Cited by 17 publications

(12 citation statements)

References 26 publications

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“…[13] On the other side, several metal complexes have been applied as potential chemotherapeutic, anti-inflammatory, neurological, antibacterial, and anticancer drugs in pharmaceutical chemistry as well as highly significant economic applications. [14][15][16] Furthermore, nanosized metal chelates have received rising attention as a result of their fantastic magnetic, optical, electrical, and catalytic characteristics, [17,18] and hence, such compounds are essentially applied in bioinorganic chemistry because of their high biological efficiency. [19][20][21] Sulfafurazole, an FDA-approved oral antibiotic, has been identified as an excellent inhibitor of small extracellular vesicle secretion from breast cancer cells, which provide cancer sufferers with therapeutic benefits.…”

Section: Introductionmentioning

confidence: 99%

Nano‐synthesis, solid‐state structural characterization, and antimicrobial and anticancer assessment of new sulfafurazole azo dye‐based metal complexes for further pharmacological applications

Khedr

El‐Ghamry

El-Sayed

2021

Applied Organom Chemis

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A new azo dye ligand (abbreviated as H 3 L) derived from coupling of sulfafurazole diazonium salt with 2,4-dihydroxybenzaldehyde was prepared and characterized applying different spectroscopic and analytical techniques.The novel nanosized trivalent Cr and Fe alongside with divalent Mn, Co, Ni, and Cd complexes with H 3 L have been synthesized for further promising pharmaceutical uses. All complexes were totally characterized by investigating various analytical and spectral tools such as microanalysis, FT-IR, 1 H NMR, UV-Vis, powder XRD, and TEM spectra as well as magnetic moment and molar conductance measurements. Microanalysis, TGA, and conductance studies confirmed the formation of all metal complexes in 1:1 (L: M) molar ratio with covalent mode. The FT-IR and 1 H NMR investigation asserted the chelation of H 3 L to different metal ions through azo nitrogen and phenolic deprotonated hydroxy oxygen in the o-position. UV-Vis, ESR, and magnetic moment studies revealed octahedral geometry around Cr and Fe ions, whereas Mn, Co, Ni, and Cd complexes displayed tetrahedral configurations. XRD patterns and TEM images proved homogeneous distribution over the chelates surfaces and nanometric size of complexes particles. Molecular modeling was used to optimize the complexes' geometric structure showing good harmonity with the experimental results. The antifungal and antibacterial efficiencies were strongly enhanced upon complex formation. Cr(III) and Ni(II) complexes showed the strongest and promising anticancer activities (IC 50 = 7.64 and 6.99 μg/ml) among the tested compounds, whereas Cd(II) complex showed moderate anticancer efficiency (IC 50 = 12.10 μg/ml), compared with the 5-fluorouracil (applied standard drug) with IC 50 = 6.44 μg/ ml.

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Section: Introductionmentioning

confidence: 99%

Nano‐synthesis, solid‐state structural characterization, and antimicrobial and anticancer assessment of new sulfafurazole azo dye‐based metal complexes for further pharmacological applications

Khedr

El‐Ghamry

El-Sayed

2021

Applied Organom Chemis

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“…According to this idea, the metal charge is minimized due to coordination until it reaches a limit that allows the complex to be lipophilic which is could miscible with cell lipid and then interface with cell systems. On the other side, the inclusion of the complex molecule on the cell wall could impair the cell's capacity to produce protein, which is necessary for respiration, and so the cell's development was slowed [50]. Also, the quantum data that reported in the previous sections supported the activity of such structures based on the estimated global reactivity indices.…”

Section: Cytotoxicitymentioning

confidence: 68%

“…IR (KBr): νmax/cm -1 : 3341, 3337 (NH2), 1693 (C=O), 1650 (C=N). 1 H NMR (DMSO-d6): δppm 1.32 (t, J = 7.0 Hz, 3H, CH3), 4.31 (q, J = 7.…”

Section: Novel Series Of Thiazole-based Complxes: Characterization An...mentioning

confidence: 99%

“…Corona virus is receiving attention from the whole world, and many researchers are placing special importance in their research to help overcome the risk of infection. In recent years, promising medicines for the corona family have been discovered and are presently being examined for COVID-19, even though the studies have not been finished, and all drugs are already being examined [1]. Because of the exceptionally high ratio of viral enzyme mistakes that are accountable for their genetic reproduction, RNA viruses are exceptionally adaptable to changes [2].…”

Section: Introductionmentioning

confidence: 99%

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Novel series of thiazole-based complxes; characterization, structural optimization, in-vitro and in-silico assessments against Covid-19 virus compared to Palxlovid drug

Alnefaie¹,

Abou‐Melha²,

El‐Metwaly³

2022

Bull. Chem. Soc. Eth.

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ABSTRACT. New thiazole-based complexes were prepared and suggested to be 1:1 metal to ligand ratio. This formula was built depending on different analyses. Various spectroscopic tools were used to confirm the mode of bonding for the ligand towards the metal ions. The ligand behaved as a neutral bidentate mode towards Cu(II), Co(II) and Ni(II) ions. The DFT method was applied to confirm the nucleophilicity of O(13) and N(2) atoms which qualified for excellent coordination. The new compounds were in-silico tested against 6lu7 and 6lzg as the main protease complex of COVID-19 and the receptor of coronavirus spike, respectively. This is according to the recent use of a thiazole-based compound (ritonavir) in treatment of COVID-19. This study was extended to handle the paxlovid antiviral (nirmatrelvir and ritonavir) in comparing to new compounds. The ritonavir drug as well as the Co(II) complex appeared as promising inhibitors. To deepen the study, we tested the cytotoxicity of the complexes and interestingly, the Co(II) complex showed a vital inhibition for liver and prostate cancers which exceeds 5-fluorouracil drug. KEY WORDS: New complexes, Spectral studies, Molecular modelling, In-silico methods towards COVID-19 Bull. Chem. Soc. Ethiop. 2023, 37(2), 427-447. DOI: https://dx.doi.org/10.4314/bcse.v37i2.13

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“…The amino acid residues that interacted with the Mn(II) complex were GLU 880(A) and ARG 849(A) from 3nzs, while the residues from 3hy3 were SER 7(A), ARG 14(A), GLY 147(A), and LYS 10(A). On the other hand, the residues from 3nzs protein were SER 236(A) and ASP 239(A) The ligand exposure surface in docking complexes is significantly lower regarding the docking of the Mn(II) complex, while this surface is significantly broad regarding the docking of the Cr(III) complex.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterization of New Mixed-Ligand Complexes; Density Functional Theory, Hirshfeld, and In Silico Assays Strengthen the Bioactivity Performed In Vitro

et al. 2023

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N′-Acetyl-2-cyanoacetohydrazide (H2L1) and 2-cyano-N-(6-ethoxybenzo thiazol-2-yl) acetamide (HL2) ligands were used to synthesize [Cr(OAc)(H2L1)(HL2)]·2(OAc) and [Mn(H2L1)(HL2)]·Cl2·2H2O as mixed ligand complexes. All new compounds were analyzed by analytical, spectral, and computational techniques to elucidate their chemical formulae. The bidentate nature was suggested for each coordinating ligand via ON donors. The electronic transitions recorded are attributing to 4A2g(F) → 4T2g(F)(υ2) and 4A2g(F) → 4T1g(F)(υ3) types in the octahedral Cr(III) complex, while 6A1 → 4T2(G) and 6A1 → 4T1(G) transitions are attributing to the tetrahedral Mn(II) complex. These complexes were optimized by the density functional theory method to verify the bonding mode which was suggested via N(3), O(8), N(9), and N(10) donors from the mixed-ligands. Hirshfeld crystal models were demonstrated for the two ligands to indicate the distance between the functional groups within the two ligands and supporting the exclusion of self-interaction in between. Finally, the biological activity of the two mixed ligand complexes was tested by in silico ways as well as in vitro ways for confirmation. Three advanced programs were applied to measure the magnitude of biological efficiency of the two complexes toward kinase enzyme (3nzs) and breast cancer proliferation (3hy3). All in silico data suggest the superiority of the Mn(II) complex. Moreover, the in vitro assays for the two complexes that measure their antioxidant and cytotoxic activity support the distinguished activity of the Mn(II) complex.

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Aurintricarboxylic acid and its metal ion complexes in comparative virtual screening versus Lopinavir and Hydroxychloroquine in fighting COVID-19 pandemic: Synthesis and characterization

Cited by 17 publications

References 26 publications

Nano‐synthesis, solid‐state structural characterization, and antimicrobial and anticancer assessment of new sulfafurazole azo dye‐based metal complexes for further pharmacological applications

Nano‐synthesis, solid‐state structural characterization, and antimicrobial and anticancer assessment of new sulfafurazole azo dye‐based metal complexes for further pharmacological applications

Novel series of thiazole-based complxes; characterization, structural optimization, in-vitro and in-silico assessments against Covid-19 virus compared to Palxlovid drug

Synthesis and Characterization of New Mixed-Ligand Complexes; Density Functional Theory, Hirshfeld, and In Silico Assays Strengthen the Bioactivity Performed In Vitro

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