Practical and computational studies on novel Schiff base complexes derived from green synthesis approach: Conductometry as well as in-vitro screening supported by in-silico study

Shah, Reem; Katouah, Hanadi A.; Sedayo, Anas A.; Abualnaja, Matokah; Aljohani, Meshari M.; Saad, Fawaz A.; Zaky, Rania; El‐Metwaly, Nashwa M.

doi:10.1016/j.molliq.2020.114116

Cited by 30 publications

(8 citation statements)

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“…Ligand configuration represents suitable distribution for N(19)H 2 and N(18)H groups, which helps for their coordination towards the metal ions via neutral bidentate mode of bonding. [ 54 ] Also, the structural forms of complexes exhibited significant elongation for C(17)─N(18) and C(4)─N(19) bonds, due to coordination of nitrogen atoms, whereas the other bond lengths did not suffer any strain. Moreover, important quantum parameters were calculated to evaluate and rank stability of formed complexes according to different energy content kinds (Table S2).…”

Section: Resultsmentioning

confidence: 99%

Rapidly, highly yielded and green synthesis of dihydrotetrazolo[1,5‐a]pyrimidine derivatives in aqueous media using recoverable Pd (II) thiazole catalyst accelerated by ultrasonic: Computational studies

El‐Remaily

Soliman

Khalifa

et al. 2021

Applied Organom Chemis

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Here, we synthesized new thiazole complexes from Cu (II), Fe (III), and Pd (II) ions. Such complexes were characterized to present their chemical formulae, firstly. The octahedral geometry was suggested for the investigated complexes except Pd (II) complex (ARPTPd), which has a square‐planer arrangement. ARPTPd was planned to be used as a catalyst for synthesis of dihydrotetrazolo[1,5‐a]pyrimidine derivatives at mild conditions. The catalytic activity of ARPTPd complex in four‐components reaction approach was deliberately monitored till it reaches the most favorable conditions. The advantages of suggested catalyst were basically summarized by using green solvent (H2O), lower reaction time, and high products yields. Also, the superiority of ARPTPd complex and ultrasonic irradiation towards synthesis of dihydrotetrazolo[1,5‐a]pyrimidine derivatives was revealed compared with other Lewis acids, basic, and ionic liquid catalysts. Furthermore, the mildness of conversion and compatibility with different functional groups makes it attractive. In addition, in consecration, computational aspects were often taken according to their effect on the declaration or discrimination of variable functional characteristics. Crystal packing systems of complexes were configured to extract important surface properties. DFT study was also applied to explain the causes behind the superiorly of ARPTPd complex. Also, the optimization process for intermediates was executed to support the suggested mechanism. Finally, this simple, economical, and green catalytic procedure may be applied to the industry in future.

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Section: Resultsmentioning

confidence: 99%

Rapidly, highly yielded and green synthesis of dihydrotetrazolo[1,5‐a]pyrimidine derivatives in aqueous media using recoverable Pd (II) thiazole catalyst accelerated by ultrasonic: Computational studies

El‐Remaily

Soliman

Khalifa

et al. 2021

Applied Organom Chemis

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“…Significant computational parameters were extracted (Table ) to discriminate between them regarding their catalytic efficiency. An electrostatic potential map was drawn for all optimized structures to clarify the attacking behavior of the functional groups . The best geometry obtained for the MATY ligand points to the perfect positions of the coordinating sites (N20 and N19).…”

Section: Resultsmentioning

confidence: 99%

“…Electrophilicity ( ω ), absolute softness (σ), global softness ( S ), and electronegativity (χ) indexes were calculated to have a clear view about some properties (Table ). The softness property appeared to be distinguished for the MATYPd complex. This reflects the elasticity of such a complex, which is preferable for interaction with biological systems.…”

Section: Resultsmentioning

confidence: 99%

“…An electrostatic potential map was drawn for all optimized structures to clarify the attacking behavior of the functional groups. 40 The best geometry obtained for the MATY ligand points to the perfect positions of the coordinating sites (N20 and N19). Also, the geometry of the complexes showed normal bond lengths, and the bonds do not suffer any unfavorable strain (Figure 5).…”

Section: Effect Of Various Lewis Acid Catalysts Recently Pd(ii) Compl...mentioning

confidence: 97%

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Development of New Thiazole Complexes as Powerful Catalysts for Synthesis of Pyrazole-4-Carbonitrile Derivatives under Ultrasonic Irradiation Condition Supported by DFT Studies

et al. 2021

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In this study, we are interested in preparing Fe(III), Pd(II), and Cu(II) complexes from new thiazole derivatives. All syntheses were elaborately elucidated to estimate their molecular and structural formulae, which agreed with those of mononuclear complexes. The square-planer geometry of Pd(II) complex (MATYPd) was the starting point for its use as a heterocatalyst in preparing pyrazole-4-carbonitrile derivatives 4a–o using ultrasonic irradiation through a facile one-pot reaction. The simple operation, short-time reaction (20 min), and high efficiency (97%) were the special advantages of this protocol. Furthermore, this green synthesis strategy was advanced by examination of the reusability of the catalyst in four consecutive cycles without significant loss of catalytic activity. The new synthesis strategy presented remarkable advantages in terms of safety, simplicity, stability, mild conditions, short reaction time, excellent yields, and use of a H2O solvent. This catalytic protocol was confirmed by the density functional theory (DFT) study, which reflected the specific characteristics of such a complex. Logical mechanisms have been suggested for the successfully exerted essential physical parameters that confirmed the superiority of the Pd(II) complex in the catalytic role. Optical band gap, electrophilicity, and electronegativity features, which are essential parameters for the catalytic behavior of the Pd(II) complex, are based mainly on the unsaturated valence shell of Pd(II).

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“…The main objective of most of these efforts is to increase the synergistic properties of Schiff base ligands by combination of different bioactive moieties such as sulfonamide, acyl pyrazolones, and diazenyl linkages. [7][8][9] Besides, there is an increasing consideration for synthesis and development of novel nonplatinum metal complexes to overcome the unresolved clinical complications associated with using carboplatin or cisplatin in cancer treatment. [10,11] Recently, there is an increasing demand for designing potentially effective anti-pathogenic and anti-COVID-19 agents to overcome the developed resistance of many microbes and viruses attacking human.…”

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confidence: 99%

Synthesis, characterization, biological evaluation, and molecular docking approach of nickel (II) complexes containing O, N‐donor chelation pattern of sulfonamide‐based Schiff bases

Ramadan

Bayoumi

Elsamra

2021

Applied Organom Chemis

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A series of Schiff bases (L1–L4) that possess in their structure bioactive sulfonamide group and their nickel (II) complexes have been synthesized. Microanalytical analyses, various spectroscopic methods such as Fourier transform infrared spectroscopy (FT‐IR), 1H nuclear magnetic resonance (NMR), 13C NMR, UV–Vis, and MS, are used to explore the nature of bonding and to elucidate the chemical structures. The analytical and magnetic values suggest a range of stoichiometries 1:1, 1:2, and 2:1 (M:L) for the synthesized complexes of almost square planar geometry. The spectral comparative interpretation reveals that L1 and L2 coordinate to the central Ni (II) in tetradentate ONON donor sequence, whereas L3 and L4 in bidentate ON pattern through deprotonated phenolic‐O and the azomethine‐N. Density functional theory (DFT) and MOE‐docking approaches are used to evaluate the molecular parameters and the binding propensity of the synthesized ligands and their complexes with 3s7s protein and to signify their inhibition strength. Besides, the anticancer, antimicrobial and antifungal activities have been screened against number of tumor cells and human pathogen strains. These in vitro studies reveal that Schiff base L4 and its complex, [Ni(L4‐H)(OAc)(H2O)], have superior activities reflecting the importance of inserting bioactive pendant substituents such as thiazole ring and 3‐fluorophenylazo to the pharmacophoric sulfonamide moiety. Moreover, some of the synthesized Ni (II) complexes display promising therapeutic effects as novel non‐platinum antitumor agents after further preclinical investigations.

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Practical and computational studies on novel Schiff base complexes derived from green synthesis approach: Conductometry as well as in-vitro screening supported by in-silico study

Cited by 30 publications

References 54 publications

Rapidly, highly yielded and green synthesis of dihydrotetrazolo[1,5‐a]pyrimidine derivatives in aqueous media using recoverable Pd (II) thiazole catalyst accelerated by ultrasonic: Computational studies

Rapidly, highly yielded and green synthesis of dihydrotetrazolo[1,5‐a]pyrimidine derivatives in aqueous media using recoverable Pd (II) thiazole catalyst accelerated by ultrasonic: Computational studies

Development of New Thiazole Complexes as Powerful Catalysts for Synthesis of Pyrazole-4-Carbonitrile Derivatives under Ultrasonic Irradiation Condition Supported by DFT Studies

Synthesis, characterization, biological evaluation, and molecular docking approach of nickel (II) complexes containing O, N‐donor chelation pattern of sulfonamide‐based Schiff bases

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