Pyridine-1,3,4-Thiadiazole-Schiff Base Derivatives, as Antioxidant and Antimitotic Agent: Synthesis and <i>in Silico</i> ADME Studies

Pund, Amit A.; Shaikh, Mubarak H.; Chandak, Badrinarayan G.; Bhosale, Vijay N.; Magare, Baban K.

doi:10.1080/10406638.2022.2026988

Cited by 7 publications

(4 citation statements)

References 25 publications

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“…A pyridine-based Schiff base (S)-N-benzylidene-2-(benzyloxy)-1-(5-(pyridine-2yl)-1,3,4-thiadiazol-2-yl) ethanamine was synthesized (Figure 41). Its antioxidant and antimitotic activities were correlated with standards Ascorbic acid and Methotrexate respectively and both of these activities were found in good agreements to standards [56].…”

Section: Role Of Schiff Bases As Bioactive Ligandmentioning

confidence: 80%

Chemistry with Schiff Bases of Pyridine Derivatives: Their Potential as Bioactive Ligands and Chemosensors

Joshi¹

2023

Exploring Chemistry With Pyridine Derivatives

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Pyridine is a valuable nitrogen based heterocyclic compound which is present not only in large number of naturally occurring bioactive compounds, but widely used in drug designing and development in pharmaceuticals as well as a precursor to agrochemicals and chemical-based industries. Pyridine derivatives bearing either formyl or amino group undergo Schiff base condensation reaction with appropriate substrate and under optimum conditions resulting in Schiff base as product which behave as a flexible and multidentate bioactive ligand. These Schiff bases are of great interest in medicinal chemistry as they can exhibit physiological effects similar to pyridoxal-amino acid systems which are considered to be very important in numerous metabolic reactions. They possess an interesting range of bioactivities including antibacterial, antiviral, antitubercular, antifungal, antioxidant, anticonvulsants, antidepressant, anti-inflammatory, antihypertensive, anticancer activity etc. and considered as a versatile pharmacophore group. Further, several pyridine-based Schiff bases show very strong binding abilities towards the various cations and anions with unique photophysical properties which can be used in ion recognition and they are extensively used in development of chemosensors for qualitative and quantitative detection of selective or specific ions in various kinds of environmental and biological media. These chapter insights the bioactivity and ion recognition ability of Schiff bases derived from pyridine derivatives.

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Section: Role Of Schiff Bases As Bioactive Ligandmentioning

confidence: 80%

Chemistry with Schiff Bases of Pyridine Derivatives: Their Potential as Bioactive Ligands and Chemosensors

Joshi¹

2023

Exploring Chemistry With Pyridine Derivatives

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“…Among these five-membered heterocyclic compounds, the presence of the À N=CÀ SÀ group in 2,5-disubstituted-1,3,4-thiadiazoles is likely to be the reason why these compounds are connected with a wide variety of biological functions. [12] The 1,3,4-thiadiazole ring system is widely distributed in a wide variety of important compounds with significant pharmacological properties such as antitubercular, [13] antimicrobial, [14] antifungal, [15] antiparasitic, [16] antiviral, [17] anti-inflammatory and analgesic, [18] COX and LOX inhibitory activities, [19] antiproliferative, [20] anticonvulsant, [21] antidepressant, [22] epilepsy. [23] These kinds of pharmaceutically important components are readily available in the industry (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

“…In recent years, there has been an explosion of interest in heterocyclic compounds that include a five‐membered heterocyclic ring due to the extensive range of beneficial pharmacological properties that these compounds possess. Among these five‐membered heterocyclic compounds, the presence of the −N=C−S− group in 2,5‐disubstituted‐1,3,4‐thiadiazoles is likely to be the reason why these compounds are connected with a wide variety of biological functions [12] . The 1,3,4‐thiadiazole ring system is widely distributed in a wide variety of important compounds with significant pharmacological properties such as antitubercular, [13] antimicrobial, [14] antifungal, [15] antiparasitic, [16] antiviral, [17] anti‐inflammatory and analgesic, [18] COX and LOX inhibitory activities, [19] antiproliferative, [20] anticonvulsant, [21] antidepressant, [22] epilepsy [23] .…”

Section: Introductionmentioning

confidence: 99%

Design and Synthesis of Imine Derivatives: DFT, Molecular Docking and Antimicrobial Analysis

Kumari

Ahmad

2023

ChemistrySelect

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Fifteen imine compounds were synthesized from the condensation of (Z)‐3‐(4‐bromophenyl)‐3‐(5‐methyl‐2‐thioxo‐1,3,4‐thiadiazol‐3(2H)‐yl) acrylaldehyde and various derivatives of primary amine, and their crystal structure was validated by single‐crystal XRD. Hirshfeld surface studies comprehensively explore intermolecular interactions in crystal packing. A state‐of‐the‐art dual computational strategy using quantum chemistry and molecular docking methodologies illuminates the molecular structure, electronic characteristics, and bioactivity of synthesized imines. Optimized and experimental molecule geometries were compared. By the agar well diffusion method, the synthesized imines were tested for antibacterial and antifungal activity against E. Coli, S. Aureus, A. Niger, and C. Albicans respectively. Based on their biofunctions synthesized imine derivatives were tested for their ability to inhibit E. Coli, C. Albicans, and ACE2. We observed that imine interaction energy values were excellent. We anticipate the current combination study using experiments and computational tools will attract the scientific community and inspire further in vitro and in vivo research.

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“…These compounds are of particular interest as biologically active compounds [2]. Among the derivatives of 1,3,4-thiadiazole are substances with antitumor [3][4][5][6][7][8][9][10][11], antiviral [11][12][13][14][15][16][17], antimicrobial [10,[18][19][20][21][22][23][24][25][26][27][28][29][30], antioxidant [29,30], neuroprotective [31], antiprotozoal [32], and anti-inflammatory [33,34] activity. In addition, these substances act as inhibitors of acetylcholinesterase [35,36], αglucosidase [37], and carbonic anhydrase [38].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Spectral Characteristics, and Molecular Docking Studies of 2,4-Dichloro-N-(2,2,2-trichloro-1-((5-(phenylamino)-1,3,4-thiadiazol-2-yl)amino)ethyl)benzamide

Pavlova

Zadorozhnii

Kiselev

et al. 2022

The 26th International Electronic Conference on Synthetic Organic Chemistry

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Pyridine-1,3,4-Thiadiazole-Schiff Base Derivatives, as Antioxidant and Antimitotic Agent: Synthesis and in Silico ADME Studies

Cited by 7 publications

References 25 publications

Chemistry with Schiff Bases of Pyridine Derivatives: Their Potential as Bioactive Ligands and Chemosensors

Chemistry with Schiff Bases of Pyridine Derivatives: Their Potential as Bioactive Ligands and Chemosensors

Design and Synthesis of Imine Derivatives: DFT, Molecular Docking and Antimicrobial Analysis

Synthesis, Spectral Characteristics, and Molecular Docking Studies of 2,4-Dichloro-N-(2,2,2-trichloro-1-((5-(phenylamino)-1,3,4-thiadiazol-2-yl)amino)ethyl)benzamide

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