Review article-Amalgamation, scrutinizing, and biological evaluation of the antimicrobial aptitude of thiosemicarbazide Schiff bases derivatives metal complexes

Pervaiz, Muhammad; Munir, Anfal; Riaz, Aqsa; Saeed, Zohaib; Younas, Umer; Imran, Muhammad; Ullah, Sami; Bashir, Rashida; Rashid, Ayoub; Adnan, Ahmad

doi:10.1016/j.inoche.2022.109459

Cited by 13 publications

(29 citation statements)

References 81 publications

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“…FT-IR, NMR, and MS spectroscopy. Some fundamental FT-IR bands of the free ligands (SB 1 -SB 5 ) and the synthesized Ni(II) complexes are compared in their position and shape as presented in Table S1 and illustrated in Figs. 1 and S1-S6.…”

Section: Resultsmentioning

confidence: 99%

“…Further, the position of halogen-bearing carbons [C(3) and C(5)] is clearly downfield shifted ongoing from SB 4 (Fig. S13) to SB 5 (Fig. S15) owing to the higher deshielding effect by Br atoms [C(3) 111.2; C(5) 112.…”

Section: Resultsmentioning

confidence: 99%

“…all synthesized ligands and Ni(II) complex of SB 5 including frontier eigenvalues, dipole moments, bond lengths, and angles were calculated using DFT with B3LYP function and Lanl2dz basis set (Table 3 and Figs www.nature.com/scientificreports/ S20-S25). The chemical reactivity of the synthesized Schiff bases was predicted from the energy difference between the low unoccupied (LUMO) and the high occupied molecular orbitals (HOMO) of the corresponding ligand, E (Fig.…”

Section: Molecular Modeling Study Structural Optimization and Reactiv...mentioning

confidence: 99%

“…The activity of these heterocyclic compounds against wide varieties of pathogens increases especially when introduced in the form of metal complexes 4,5 . Transition metal complexes of Schiff bases derived from sulfa drugs are among systems that have been reported extensively for their pronounced medicinal performance [5][6][7][8] . Most of the sulfa drugs exhibit a bacteriostatic effect by preventing cell division through the inhibition of the dihydropteroate synthase enzyme that is essential in the proteins and nucleic acids formation in bacterial cells 9,10 .…”

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confidence: 99%

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Designing metal chelates of halogenated sulfonamide Schiff bases as potent nonplatinum anticancer drugs using spectroscopic, molecular docking and biological studies

Elsamra

Masoud

Ramadan

2022

Sci Rep

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In this contribution, five Ni(II) complexes have been synthesized from sulfonamide-based Schiff bases (SB1–SB5) that comprise bromo or iodo substituents in the salicylidene moiety. The chemical structures of these compounds were extensively elucidated by different analytical and physicochemical studies. All ligands act as bidentate chelators with ON binding mode yielding octahedral, square planar, or tetrahedral geometries. The phenolic OH at δ 12.80 ppm in the free Schiff base SB2 vanishes in the 1H NMRspectrum of diamagnetic complex [Ni(SB2–H)2] favoring the OH deprotonation prior to the chelation with Ni(II) ion. The appearance of twin molecular ion peaks ([M − 1]+ and [M + 1]+) is due to the presence of bromine isotopes (79Br and 81Br) in the mass spectra of most cases. Also, the thermal decomposition stages of all complexes confirmed their high thermal stability and ended with the formation of NiO residue of mass 6.42% to 14.18%. Besides, antimicrobial activity and cytotoxicity of the ligands and some selected complexes were evaluated. Among the ligands, SB4 showed superior antimicrobial efficacy with MIC values of 0.46, 7.54, and 0.95 µM against B. subtilis, E. coli, and A. fumigatus strains, respectively. The consortium of different substituents as two bromine atoms either at positions 3 and/or 5 on the phenyl ring and a thiazole ring is one of the reasons behind the recorded optimal activity. Moreover, there is a good correlation between the cytotoxicity screening (IC50) and molecular docking simulation outcomes that predicted a strong binding of SB2 (16.0 μM), SB4 (18.8 μM), and SB5 (6.32 μM) to the breast cancer protein (3s7s). Additionally, [Ni(SB4–H)2] (4.33 µM) has nearly fourfold potency in comparison with cisplatin (19.0 μM) against breast carcinoma cells (MCF-7) and is highly recommended as a promising, potent, as well as low-cost non-platinum antiproliferative agent after further drug authorization processes.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Molecular Modeling Study Structural Optimization and Reactiv...mentioning

confidence: 99%

mentioning

confidence: 99%

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Designing metal chelates of halogenated sulfonamide Schiff bases as potent nonplatinum anticancer drugs using spectroscopic, molecular docking and biological studies

Elsamra

Masoud

Ramadan

2022

Sci Rep

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“…Schiff base metal complexes exhibit a wide range of biological activities and often such systems are used to mimic naturally occurring catalytic active centers [ 82 , 83 , 84 , 85 ]. Peterson et al described a light induced activation of a protein inhibitor by a hybrid material of Schiff-base complexes @ colloidal PbS QDs [ 86 ].…”

Section: Light Activated Prodrug Applicationsmentioning

confidence: 99%

Photofunctions in Hybrid Systems of Schiff Base Metal Complexes and Metal or Semiconductor (Nano)Materials

Akitsu

Mirosław

Sudarsan³

2022

IJMS

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Composite materials very often provide new catalytic, optical or other physicochemical properties not observed for each component separately. Photofunctions in hybrid systems are an interesting topic of great importance for industry. This review presents the recent advances, trends and possible applications of photofunctions of hybrid systems composed of Schiff base metal complexes and metal or semiconductor (nano)materials. We focus on photocatalysis, sensitization in solar cells (DSSC—dye sensitized solar cell), ligand-induced chirality and applications in environmental protection for Cr(VI) to Cr(III) reduction, in cosmetology as sunscreens, in real-time visualization of cellular processes, in bio-labeling, and in light activated prodrug applications.

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Theoretical, in Vitro Antiproliferative, and in Silico Molecular Docking and Pharmacokinetics Studies of Heteroleptic Nickel(II) and Copper(II) Complexes of Thiosemicarbazone‐Based Ligands and Pefloxacin

Ahmed,

Mahendiran,

Bhat

et al. 2023

Chemistry & Biodiversity

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Twelve new heteroleptic nickel(II) and copper(II) complexes of the type [M(L1–6)(Pfx)2] (1–12), where L1–6=2‐benzylidenehydrazinecarbothioamide (L1), 2‐benzylidene‐N‐methylhydrazinecarbothioamide (L2), 2‐benzylidene‐N‐phenylhydrazinecarbothioamide (L3), 2‐(4‐methylbenzylidene)hydrazinecarbothioamide (L4), 2‐(4‐methylbenzylidene)‐N‐methylhydrazinecarbothioamide (L5) and 2‐(4‐methylbenzylidene)‐N‐phenylhydrazinecarbothioamide (L6), Pfx=pefloxacin and M=Ni(II) or Cu(II) have been synthesised, and their structures were confirmed by different spectral techniques. The spectral data and density functional theory (DFT) calculations supported the bonding of pefloxacin drug molecule via one of the carboxylate oxygen atoms and the pyridone oxygen atom, and the thiosemicarbazone ligand via the imine nitrogen and the thione sulfur atoms with the metal(II) ion, forming distorted octahedral geometry. In vitro antiproliferative activity of the synthesized complexes was evaluated against three human breast cancer (T47D, estrogen negative (MDA‐MB‐231) and estrogen positive (MCF‐7)) as well as non‐tumorigenic human breast epithelial (MCF‐10a) cell lines, which showed the higher activity for the copper(II) complexes. The interaction of the synthesized complexes with an oncogenic protein H‐ras (121 p) was explored by in silico molecular docking studies. Further, in silico pharmacokinetics and ADMET parameters were also analysed to predict the drug‐likeness as well as non‐toxic and non‐carcinogenic behavior, and safe oral administration of the complexes.

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Review article-Amalgamation, scrutinizing, and biological evaluation of the antimicrobial aptitude of thiosemicarbazide Schiff bases derivatives metal complexes

Cited by 13 publications

References 81 publications

Designing metal chelates of halogenated sulfonamide Schiff bases as potent nonplatinum anticancer drugs using spectroscopic, molecular docking and biological studies

Designing metal chelates of halogenated sulfonamide Schiff bases as potent nonplatinum anticancer drugs using spectroscopic, molecular docking and biological studies

Photofunctions in Hybrid Systems of Schiff Base Metal Complexes and Metal or Semiconductor (Nano)Materials

Theoretical, in Vitro Antiproliferative, and in Silico Molecular Docking and Pharmacokinetics Studies of Heteroleptic Nickel(II) and Copper(II) Complexes of Thiosemicarbazone‐Based Ligands and Pefloxacin

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