Synthesis, crystal structure, DFT calculations, Hirshfeld surfaces, and antibacterial activities of schiff base based on imidazole

Slassi, Siham; Aarjane, Mohammed; Yamni, Khalid; Amine, Amina

doi:10.1016/j.molstruc.2019.07.071

Cited by 18 publications

(14 citation statements)

References 23 publications

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“…The Schiff bases are also used as intermediates for the synthesis of important drugs, pesticides, and other natural products because of the conversion possibility of CN group to the desirable functional groups through reduction, addition, cyclization, and aziridination reactions 6–11 . Furthermore, anti‐bacterial, anti‐fungal, anti‐oxidant, anti‐tumor, anti‐viral, anti‐HIV, anti‐inflammatory, and anti‐proliferative properties of Schiff bases have been reported in the literature 12–25 . Besides the biological importance, the transition metal complexes, which can be obtained from σ‐donor and π‐acceptor Schiff bases as ligands, have wide catalytic applications in many reactions 26–30 .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of new Schiff bases; Investigation of their in situ catalytic activity for Suzuki CC coupling reactions and antioxidant activities

Yılmaz

2021

J Chinese Chemical Soc

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New series of Schiff bases have been synthesized from the reaction between cyclohepta-2,4,6-trien-1-ylmethanamine and different aldehydes, and characterized via using 1 H NMR, 13 C NMR, FTIR spectroscopy, and GC-MS. After the successful synthesis, the in situ catalytic activity of all Schiff bases have been examined for the Suzuki C C cross-coupling reactions using phenylboronic acid, aryl bromides, and PdCl 2 as a catalyst. Before starting these investigations, reaction conditions were optimized using different bases and solvents. At the end of these reactions, the best efficiency was obtained in Et 3 N and EtOH. In addition to catalytic investigations, antioxidant activities of all synthesized Schiff bases were examined using DPPH and Iron (Fe 2+ ) chelation methods, and IC 50 values were calculated. While many molecules show various amounts of antioxidant activity, especially molecules 8e and 8g showed the best activity compared to butylated hydroxytoluene (BHT) and butylated hydroxyanisole (BHA), which were used as positive controls, in DPPH and Iron chelating methods, respectively.

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Section: Introductionmentioning

confidence: 99%

Synthesis of new Schiff bases; Investigation of their in situ catalytic activity for Suzuki CC coupling reactions and antioxidant activities

Yılmaz

2021

J Chinese Chemical Soc

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“…Compounds 7 and 8 were also scored higher ranks in their biological activities. [101] A single crystal of Schiff base compound 9 in Figure 12 was obtained from the reaction between 2-hydroxy-5-(p-tolyldiazenyl)benzaldehyde and N(-3-aminopropyl)imidazole was established by Slassi et al (2019). Other physicochemical characterizations supported the formation of crystals.…”

Section: Biological Properties Of Imidazole-based Schiff Bases and Its Derivativesmentioning

confidence: 95%

An Insight into the Biological Properties of Imidazole‐Based Schiff Bases: A Review

2021

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Imidazole is an azole heterocycle containing two non-adjacent nitrogen atoms added greatly to natural products and synthetic compounds. The planar ring system associated with electronrich nitrogen donors are essential for the greater affinity of imidazole derivatives to bind with various bio receptors and enzymes via weak interactions. It improves the pharmacokinetic properties of the pilot molecules consequently utilized as a solution for aqueous solubility, bioavailability, and toxicity parameters since it is a polar compound. An organic molecule with imidazole derivatives has acquired a sustainable place in medical and clinical fields. The consolidation of the imidazole unit is a significant synthetic technique in drug development.The imidazole-based Schiff bases with enormous therapeutic properties has encouraged the scientists to focus on recently initiated novel chemotherapeutic agents such as anticancer, antimicrobial, antioxidant, antiviral, antileishmanial, etc. Imidazole drugs have expanded the degree of curing different dispositions in clinical medications. Herein, we have reported the structural feature of imidazole, design, synthesis of imidazole derivatives, and its significance. This review aims to describe the reported materials of imidazole-based Schiff bases and their derivatives which offer fruitful scope in the field of medicinal chemistry.

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“…From the Arrhenius plots (Figure 27), the electronic parameters, i.e., activation energy of electrical conduction (E a ) and the energy gap for directly allowed transitions of metal complexes (2) and (8)(9)(10)(11), are calculated, and the results obtained are summarized in Table 3.…”

Section: Electrical Conductivitymentioning

confidence: 99%

“…The synthesis and characterization of metal complexes of Schiff bases have been started since 1865. But the importance of Schiff base ligands in several fields compelled us to consider it as a "privileged ligand" even in recent days [1,2]. Currently, there has been considerable interest in the chemistry of Schiff base metal complexes, primarily because of their tremendous biochemical activity, viz., antibacterial [3,4], antimalarial [5,6], antiviral [7,8], and antitumor activities [9][10][11].…”

Section: Introductionmentioning

confidence: 99%

Crystal Structure and Solid-State Properties of Metal Complexes of the Schiff Base Ligands Derived from Diacetylmonoxime: A Brief Review

Mandal¹,

Das²,

Dey³

et al. 2020

Stability and Applications of Coordination Compounds

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The fabulous advancement of a large section of modern coordination chemistry depends upon different kinds of strategically designed and functionally tuned ligand systems; Schiff base ligands play a pivotal role among them. Such Schiff bases become more motivating when they are designed to be synthesized using very simple organic molecules. This paper reviews our work on a family of three functionally different types of Schiff base ligands, derived from diacetylmonoxime, which have been employed to synthesize mononuclear metal complexes with various binding modes of ligands and topologies around the metal centers. Such Schiff base ligands have been synthesized by reacting diacetylmonoxime with diethylenetriamine, 1,3-diaminopropane-2-ol, and morpholine N-thiohydrazide. The synthesized Schiff bases and the metal complexes of such "privileged ligands" show many interesting supramolecular coordination architectures involving different weak forces, e.g., H-bonding, C-HÁÁÁπ interactions, etc.

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Synthesis, crystal structure, DFT calculations, Hirshfeld surfaces, and antibacterial activities of schiff base based on imidazole

Cited by 18 publications

References 23 publications

Synthesis of new Schiff bases; Investigation of their in situ catalytic activity for Suzuki CC coupling reactions and antioxidant activities

Synthesis of new Schiff bases; Investigation of their in situ catalytic activity for Suzuki CC coupling reactions and antioxidant activities

An Insight into the Biological Properties of Imidazole‐Based Schiff Bases: A Review

Crystal Structure and Solid-State Properties of Metal Complexes of the Schiff Base Ligands Derived from Diacetylmonoxime: A Brief Review

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