An insight into antimycobacterial and antioxidant potentials of INH-Schiff base complexes and <i>in silico</i> targeting of MtKasB receptor of <i>M. tuberculosis</i>

I., Salim Meeran; S., William; V.N., Azger Dusthakeer; Mohamed, Mohamed Naseer Ali; S, Syed Tajudeen; T.K, Shabeer

doi:10.1039/d1nj04977a

Cited by 9 publications

(7 citation statements)

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“…Coumarin, isatin, chromene, oxadiazoles, substituted triazoles, and hydrazides such as isoniazid, pyrazinamide, benzhydrazide, and nicotinohydrazide are all essential Schiff bases in the discovery of effective antimycobacterial drugs. The Schiff bases of isatin derivatives, for example, were found to be 20 times more active than isoniazid, the first-line antitubercular drug [53]. Isatin is a biologically versatile structure, and the stability of its indole nucleus has prompted medicinal chemists to work with a variety of pharmacophore moieties in order to develop new anti-TB drugs.…”

Section: Antitubercular Activitymentioning

confidence: 99%

A Review on Isatin and Its Derivatives: Synthesis, Reactions and Applications

Gandhi¹,

Burande²,

Charde³

et al. 2021

JASR

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Isatin, also known as 1H-Indole-2, 3-Dione, is an eight-carbon containing endogenous compound found in nature. Erdmann and Laurent synthesized isatin in 1840, before it was discovered in nature. It is versatile and distributed in tissues and body fluids. Isatins have also been detected in mammalian tissue, and their function as a biochemical process modulator has been the focus of many debates. The isatin moiety also shows some important chemical reactions such as oxidation, N-Acylation, Friedel-Crafts reaction, N-Halogenation, etc. Antitumor, antimicrobial, anti-inflammatory, anticonvulsant, antiviral, anti-HIV, antioxidant, and CNS depressant functions are all possessed by simple isatin nucleus. Substituted derivatives of this compound also have these properties. The isatin derivatives are effective inhibitors of the urease and α-glucosidase enzymes. This review provides a brief overview on the some commonly used procedures to synthesize the isatin moiety and its derivatives, its physical properties, reactions and biological activities.

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Section: Antitubercular Activitymentioning

confidence: 99%

A Review on Isatin and Its Derivatives: Synthesis, Reactions and Applications

Gandhi¹,

Burande²,

Charde³

et al. 2021

JASR

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“…Schiff bases show biological activities like nematicidal [20], insecticidal [21], antibacterial [22], antifungal [23], antileukaemia [24], anti-inflammatory [25], anti-HIV activity [26], antimycobacterial activity [27], antioxidant [28], anticancer [29], and plant growth regulatory activity [30] among others. Besides biological applications, Schiff base and their metal complexes have enormous applications in analytical chemistry [31], dye industry [32], and corrosion inhibitors [33].…”

Section: Introductionmentioning

confidence: 99%

Schiff Bases and Their Metal Complexes: Synthesis, Structural Characteristics and Applications

Meena¹,

Meena²,

Kumari³

et al. 2023

Schiff Base in Organic, Inorganic and Physical Chemistry

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The development of Schiff base was a major step forward in the area of coordination chemistry. Schiff bases, a class of organic compounds, carry the imine or azomethine (>C=N–) functional group. Schiff bases played an influencing role in the development of coordination chemistry and were a key point in the development of inorganic, bioinorganic chemistry and optical materials. Schiff bases, widely used in inorganic, organic, and analytical chemistry, account for a significant portion of the more commonly employed classes of organic molecules. The ability of Schiff base ligands to form stable metal complexes with a wide range of transition and other metal ions makes them extremely useful. Condensation of a primary amine with an aldehyde or ketone yields a Schiff bases. In this chapter, we focused on introducing Schiff bases, classified them and their metal complexes, and discussed several synthesis methods, including conventional and green approaches. This chapter also elaborated on the industries’ applications, such as the food industry, agrochemical industry, dye industry, analytical chemistry, catalysis, energy storage, environmental, chemo-sensing, bio-sensing, and biomedical applications of novel Schiff bases and their metal complexes.

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“…Schiff bases or azomethine compounds are a class of well-known chemicals formulated as R 1 R 2 C=NR 3 or R 1 CH=NR 2 in which R is an aromatic/aliphatic substituent. [1][2][3] In recent decades, attention to Schiff bases and their metal compounds is increased due to their wide applications such as catalyst in ring-opening polymerization, 4 chemical, and electrochemical sensors, 5,6 antitumor 7 anticancer 8,9 anti-inflammatory, 10 anti-viral, 11 herbicidal, 12 anti-urease, 13 antituberculosis, 14 antioxidant, 9,15 antimicrobial, 16,17 and antifungal 18,19 activities. Schiff bases are widely used as ligands for the synthesis of stable transition metal coordination compounds in different oxidation states.…”

Section: Introductionmentioning

confidence: 99%

“…20,21 These compounds are coordinated to metal ions via imine nitrogen atoms. [9][10][11][12][13][14][15][16][17][18][19][20][21] Most of the Schiff bases have heteroatoms such as oxygen, nitrogen, and sulfur as coordinating donor atoms. 22 Depending on the donor atoms, Schiff bases can be pointed out as bidentate (NN and NO), tridentate (NNN, NNO, ONS, or NNS), and tetradentate (NNNN, N 2 O 2, and N 2 OS) ligands.…”

Section: Introductionmentioning

confidence: 99%

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Novel cadmium (II) N₂O₂‐Schiff base compounds: X‐ray crystal structure, Hirshfeld surface study, thermal behavior, antimicrobial, DNA cleavage power, antioxidant, and cytotoxicity activity

Malekhoseini

Montazerozohori

Naghiha

et al. 2023

Applied Organom Chemis

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A new N2O2‐tetradentate Schiff base ligand entitled as N,N′‐((ethane‐1,2‐diybis [oxy])bis (ethan‐2,1‐diyl))bis(3‐(4‐methoxyphenyl)prop‐2‐en‐1‐imine was prepared by direct reaction between 3‐(4‐methoxyphenyl)‐2‐propenal and 1,8‐diamino‐3,6‐dioxaoctane. After characterization of the ligand, some novel cadmium coordination compounds formulated as CdLX2 (X: Cl−, Br−, I−, N3−, SCN−and NO3−) were synthesized and characterized by physical and spectral techniques. Typically crystal structure of cadmium nitrate coordination compound was determined suggesting crystallization in monoclinic system (with space group of I2/a) and a coordination geometry of square anti‐prism around the Cd (II) ion. Moreover, CdLBr2 and CdLI2 compounds were prepared in nanostructured dimensions by sonochemical method confirmed by SEM, EDX, and XRD techniques. In continuation, thermal behavior investigation of the compounds including thermal stabilities, thermal decomposition steps, and thermo‐kinetic parameters was performed based on Coats‐Redfern equations from room temperature to 900 °C. Furthermore, all the compounds were subjected to bioassay against two Gram‐positive bacteria of Staphylococcus aureus and Bacillus subtilis, two Gram‐negative bacteria of Pseudomonas aeruginosa and Escherichia coli, and two fungal strains of Aspergillus oryzae and Candida albicans. The results showed that all the synthesized compounds act well as antimicrobial agents. DNA cleavage power of the materials was also evaluated using extracted DNA from E. coli bacterium. The cytotoxic activities of some compounds were investigated against the prostate cancer cell lines (PC3) and human umbilical vein endothelial cells (HUVEC) (as normal cells) by MTT assay and nitric oxide level evaluation method as compared with cis‐platin confirming anti‐cancer effects of them. Finally, the antioxidant properties of the N2O2‐ligand and its cadmium coordination compounds were examined by DPPH and FRAP methods suggesting all the compounds have good antioxidant activity as compared with standard samples.

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An insight into antimycobacterial and antioxidant potentials of INH-Schiff base complexes and in silico targeting of MtKasB receptor of M. tuberculosis

Abstract: A new series of Isoniazid-Schiff base (INH-SB) ligands (1-3) derived from β-diketonates and their Ni(II), Co(II) and Zn(II) complexes (4-12) were synthesized by cost effective one-pot in-situ procedure and were...

Cited by 9 publications

References 69 publications

A Review on Isatin and Its Derivatives: Synthesis, Reactions and Applications

A Review on Isatin and Its Derivatives: Synthesis, Reactions and Applications

Schiff Bases and Their Metal Complexes: Synthesis, Structural Characteristics and Applications

Novel cadmium (II) N₂O₂‐Schiff base compounds: X‐ray crystal structure, Hirshfeld surface study, thermal behavior, antimicrobial, DNA cleavage power, antioxidant, and cytotoxicity activity

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An insight into antimycobacterial and antioxidant potentials of INH-Schiff base complexes and in silico targeting of MtKasB receptor of M. tuberculosis

Abstract: A new series of Isoniazid-Schiff base (INH-SB) ligands (1-3) derived from β-diketonates and their Ni(II), Co(II) and Zn(II) complexes (4-12) were synthesized by cost effective one-pot in-situ procedure and were...

Cited by 9 publications

References 69 publications

A Review on Isatin and Its Derivatives: Synthesis, Reactions and Applications

A Review on Isatin and Its Derivatives: Synthesis, Reactions and Applications

Schiff Bases and Their Metal Complexes: Synthesis, Structural Characteristics and Applications

Novel cadmium (II) N2O2‐Schiff base compounds: X‐ray crystal structure, Hirshfeld surface study, thermal behavior, antimicrobial, DNA cleavage power, antioxidant, and cytotoxicity activity

Contact Info

Product

Resources

About

Novel cadmium (II) N₂O₂‐Schiff base compounds: X‐ray crystal structure, Hirshfeld surface study, thermal behavior, antimicrobial, DNA cleavage power, antioxidant, and cytotoxicity activity