Green Route for Efficient Synthesis of Biologically Active Schiff Base Ligand Derived From 2 – Hydroxy Acetophenone: Structural, Spectroscopic, Anti Microbial and Molecular Modeling Studies

Sravanthi, M; Kavitha, B.; Reddy, P. Saritha

doi:10.7897/2230-8407.1003107

Cited by 8 publications

(8 citation statements)

References 8 publications

(8 reference statements)

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“…In Figure -1 1 H NMR spectra of the Schiff base shows that the OH signal appeared in the spectrum of 2,4-dichloro-6-(ptolylimino-methyl)-phenol (DICST) at 14.46 ppm is completely disappeared in the spectrum of Zn(II) complex indicating that the OH proton is removed by complexation with the metal ion 12 . The singlet peak at 8.56 ppm characteristic to the azomethine [13][14][15] is down fielded to 8.64 ppm in Zn (II) complex supporting well binding of the azomethine groups of Schiff base to metal ions. As multiples at 7.20-7.40 ppm are down fielded to 7.10-7.30 ppm in the spectra of metal complexes, the signals for aromatic protons of Schiff base were obtained.…”

Section: Fig-1 Nmr Spectrum Of Schiff Base and Its Transition Metal C...mentioning

confidence: 78%

In Vitro Anti-Cancer Activity of Schiff Base 2,4-Dichloro-6-(P-Tolylimino-Methyl)-Phenol and Its Transition metal complexes.

Paulraj

Johnpeter³

et al. 2022

Int J Life Sci Pharm Res

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Cancer is the world's second-biggest cause of mortality, accounting for 9.6 million deaths in 2018, and the burden continues to rise. As a result, better newer medications with greater efficacy for the treatment of various tumours are clearly and urgently needed. Anticancer drugs have been grouped as chemotherapy, hormonal remedy and immunotherapy. Chemotherapy protected various categories of drugs, each defined by its chemical structure and mode of action, such as alkylating agents, antibiotics, antimetabolites, mitotic inhibitors, and others. Although this issue has been widely explored, Schiff bases, which are formed from the condensation reaction of aromatic/aliphatic aldehydes and amines and form stable complexes with various transition metal ions, are still of significant interest in inorganic chemistry. Schiff bases and their metal complexes are promising leads for both synthetic and structural research due to their relatively simple synthesis and structural diversity and have been widely investigated, due to their incredible chemical properties and applications in various areas. The chelating ability and biological applications of metal complexes have attracted remarkable attention and they can work as models for biologically important species. Schiff bases and their complexes are flexible compounds synthesized from the condensation of an amino compound with carbonyl compounds and extensively used for industrial purposes and also show a broad range of biological activities including antibacterial, antifungal, antiviral, antimalarial, antiproliferative, anti-inflammatory, anticancer, anti-HIV, anthelmintic and antipyretic properties. The purpose of this research work was to assess the in vitro anticancer activity of the synthesized Schiff base molecule and its transition metal complexes against Human breast carcinoma Cancer cells at various doses (1000, 300, 100, 30, 10, and 3 g/ml). The anticancer activity of the free ligand and its metal complexes showed good to high activity against human breast cancer cells. Schiff base and its transition metal complexes against human breast cancer cell lines fascinate the researchers to develop new anticancer drugs without side effects.

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Section: Fig-1 Nmr Spectrum Of Schiff Base and Its Transition Metal C...mentioning

confidence: 78%

In Vitro Anti-Cancer Activity of Schiff Base 2,4-Dichloro-6-(P-Tolylimino-Methyl)-Phenol and Its Transition metal complexes.

Paulraj

Johnpeter³

et al. 2022

Int J Life Sci Pharm Res

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“…A 0.5 ml of the culture medium was inoculated onto agar petri plates and discs(6‐mm diameter) were placed on cultured agar petri plates along with the standards (streptomycin for bacterial tests and Bavistin for fungal tests) followed by incubation of the cultures for 12–24 h. The zone of inhibition (mm) was recorded and the data compared against the standard. [ 16 ]…”

Section: Methodsmentioning

confidence: 99%

“…Microbial cultures with colonies were enriched with nutrient agar media and left overnight at 37 C. A 0.5 ml of the culture medium was inoculated onto agar petri plates and discs (6-mm diameter) were placed on cultured agar petri plates along with the standards (streptomycin for bacterial tests and Bavistin for fungal tests) followed by incubation of the cultures for 12-24 h. The zone of inhibition (mm) was recorded and the data compared against the standard. [16] 2.6 | Docking strategy Docking poses of the title compounds into active binding site of the DNA topoisomerase protein (PDBID: 1T8i) was carried out using Accelry's Discovery Studio 2.1 CDOCKER, module. The focus on the studies is to relate the performance and precision of grid-based calculations to explain atom force field estimations.…”

Section: In Vitro Antimicrobial Activitymentioning

confidence: 99%

DNA interaction, molecular dynamics simulation, molecular docking, biological, in vivo anti‐inflammatory and thermal studies of o‐hydroxyacetophenone and 2‐fluoroaniline Schiff base complexes

Maddikayala

Bengi

Reddy

2022

Applied Organom Chemis

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Series of transition metal complexes [Fe (HL) 2 Cl(H 2 O)](1), [Co (HL) 2 ](2), [Ni (HL) 2 ](3) and [Cu (HL) 2 ](4) were derived on condensation of Schiff base ligand o-hydroxyacetophenone with 2-fluoroaniline in 1:1 ratio (HL) and characterized by spectral and analytical techniques. Based on the studies, complex 1 was found to be octahedral and complexes (2), ( 3) and ( 4) square planar. Coats-Redfern calculations suggest that all the complexes are nonspontaneous and thermally stable. DNA binding studies revealed intercalation binding mode, while intrinsic binding constant (K b ) and Stern-Volmer quenching constant (K sq ) support high binding abilities. The nuclease activity using CT-DNA was studied by gel electrophoresis. Docking studies were deduced using Accelry's Discovery Studio 2.1 program to understand binding affinities.The MD simulation, carried in order to analyse the stability of ligand and human topoisomerase I (PDB ID: 1T8I) complex for 100 ns using the Desmond 2020.1 from Schrödinger, LLC, revealed stable conformation of the ligand. In vivo, carrageenan induced inflammation studies in paw volume were carried out in rats, and results showed a higher rate of oedema inhibition for complex 4. Cytotoxicity and antimicrobial assay reveal that complex 4 exhibited higher cytotoxic and antimicrobial activity over other complexes and the ligand.

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“…3,4 Green chemists use many methods that are different from traditional ones, such as reactions without solvents, easier workup steps, shorter reaction time, better selectivity, and simpler purification steps. 5 Studies sought to characterize the optimal method is one that delivers higher yields in a shorter time frame while being friendly for environment by focusing on the green synthetic approaches utilized for the synthesis of Schiff bases. 6 Green synthesis methods used in production of Schiff bases have resulted in high yields.…”

Section: Introductionmentioning

confidence: 99%

Recent advances on the DNA interaction properties of Schiff bases and their metal complexes

Yadav,

Poonia

2024

Applied Organom Chemis

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Cancer has become the second leading reason for death in the world. Cell biology states that the bulk of anti‐cancer medications focuses on DNA. A study of how complexes of metals interact with DNA is crucial in creation of the effective chemotherapy drugs. The interactions of DNA with Schiff base and their metal complexes are a thrust area for many researchers, and many papers have reported on them. An amino molecule reacts with carbonyl group to form a variety of chemicals called Schiff bases. Many studies have shown that Schiff bases have compounds that affect biological processes. Due to their potential use as novel reagents for biotechnology and medicine, the research of interactions between transition metal complexes and nucleic acids has grown significantly during the past few decades. It was shown that several metal Schiff base complexes may intercalate DNA. Small molecules can attach themselves to DNA through different ways, such as intercalation and groove binding. The main method to measure nuclease activity was gel electrophoresis, and the ligand alone had much lower activity than the complex. To set the stage for this analysis, a brief overview of Schiff bases and their complexes is provided. Further, this review provides an overview of the DNA interactions brought forth by Schiff base metal complexes. It also draws attention to new developments in the study of Schiff bases and their metal complexes and their prospective use as a bioactive core for DNA cleavage and binding.

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Green Route for Efficient Synthesis of Biologically Active Schiff Base Ligand Derived From 2 – Hydroxy Acetophenone: Structural, Spectroscopic, Anti Microbial and Molecular Modeling Studies

Cited by 8 publications

References 8 publications

In Vitro Anti-Cancer Activity of Schiff Base 2,4-Dichloro-6-(P-Tolylimino-Methyl)-Phenol and Its Transition metal complexes.

In Vitro Anti-Cancer Activity of Schiff Base 2,4-Dichloro-6-(P-Tolylimino-Methyl)-Phenol and Its Transition metal complexes.

DNA interaction, molecular dynamics simulation, molecular docking, biological, in vivo anti‐inflammatory and thermal studies of o‐hydroxyacetophenone and 2‐fluoroaniline Schiff base complexes

Recent advances on the DNA interaction properties of Schiff bases and their metal complexes

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