Strategies for the Synthesis and Biological Screening of Thiazolidinone Derivatives

Baboo, Pankaj; Gautam, Girendra; Gupta, Sharoni

doi:10.5958/0974-4150.2017.00039.6

Cited by 4 publications

(3 citation statements)

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“…[10] The 3-hydroxy-2-naphthoic acid hydrazide derivatives and thiazolidinones are included in a variety of therapeutically intriguing compounds having a wide range of biological activities. [11][12][13] They act as antibacterial, [12][13][14][15][16][17][18][19][20][21][22] antifungal, [15][16][17][18][19][20][21][22] anti-inflammatory, [22][23][24] antidiabetic agents, [23,36] antioxidant, [13,14,22,[26][27][28] genotoxicity, [12,32] cytotoxicity, [30,32] anticancer, [25,31,32] anticonvulsant, [24,27,31] antiviral activity, [34] antitubercular, [35] analgesic, [22,23] and antidiabetic agents.…”

Section: Introductionmentioning

confidence: 99%

“…Chain Breakers or Free Radical Interceptors, Single Electron Transfer Mechanism, and Metal Chelation are the three mechanisms through which antioxidants work [10] . The 3‐hydroxy‐2‐naphthoic acid hydrazide derivatives and thiazolidinones are included in a variety of therapeutically intriguing compounds having a wide range of biological activities [11–13] . They act as antibacterial, [12–22] antifungal, [15–22] anti‐inflammatory, [22–24] antidiabetic agents, [23,36] anti‐oxidant, [13,14,22,26–28] genotoxicity, [12,32] cytotoxicity, [30,32] anticancer, [25,31,32] anticonvulsant, [24,27,31] antiviral activity, [34] antitubercular, [35] analgesic, [22,23] and antidiabetic agents [23,36] .…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, Biological Evaluation andin SilicoStudies of 3‐Hydroxy‐N‐(2‐(substituted phenyl)‐4‐oxothiazolidin‐3‐yl)‐2‐napthamide Derivatives

Kamboj

Thakral

Kumar

et al. 2023

Chemistry & Biodiversity

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In the present study, a series of 3‐hydroxy‐N‐(2‐(substituted phenyl)‐4‐oxothiazolidin‐3‐yl)‐2‐napthamide derivatives were synthesized, characterized and evaluated for theirin vitroactivity, i. e., antimicrobial, antioxidant and anti‐inflammatory. The target compounds were synthesized by condensation reaction of 3‐hydroxy‐2‐naphthoic acid hydrazide with substituted benzaldehydes which were subjected to cyclization reaction with thioglycolic acid and ZnCl2 to get target compounds. The synthesized 3‐hydroxy‐N‐(2‐(substituted phenyl)‐4‐oxothiazolidin‐3‐yl)‐2‐napthamide derivatives were examined for their antimicrobial activity and 3‐hydroxy‐N‐(4‐oxo‐2‐(3,4,5‐trimethoxyphenyl)thiazolidin‐3‐yl)‐2‐naphthamide (S20) exhibited the highest antimicrobial potential. The N′‐(2,3‐dichlorobenzylidene)‐3‐hydroxy‐2‐naphthohydrazide (S5) displayed good antifungal potential against Rhizopus oryzae, whereas N′‐(2,3‐dichlorobenzylidene)‐3‐hydroxy‐2‐naphthohydrazide (S20) showed the highest antioxidant potential and N‐(2‐(2,6‐dichlorophenyl)‐4‐oxothiazolidin‐3‐yl)‐3‐hydroxy‐2‐naphthamide (S16) displayed the highest anti‐inflammatory activity. The results of molecular docking studies revealed that existence of hydrogen bonding and hydrophobic interactions with their respective proteins. In silico ADMET studies were carried out by Molinspiration, Pre‐ADMET and OSIRIS property explorer to predict the pharmacokinetic behaviour of synthesized 3‐hydroxy‐N‐(2‐(substituted phenyl)‐4‐oxothiazolidin‐3‐yl)‐2‐napthamide derivatives.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis, Biological Evaluation andin SilicoStudies of 3‐Hydroxy‐N‐(2‐(substituted phenyl)‐4‐oxothiazolidin‐3‐yl)‐2‐napthamide Derivatives

Kamboj

Thakral

Kumar

et al. 2023

Chemistry & Biodiversity

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“…On the other hand, pyrimidine and thiazolidinone heterocycles attracted chemists’ attention due to their biological potential as well as their agrochemical effects. Both heterocycles exhibited potential as anticancer, − anti-inflammatory, − hypoglycemic, , antifungal, antioxidant, − antibacterial, ,, and insecticidal agents − and nicotinic acetylcholine inhibitors. − …”

Section: Introductionmentioning

confidence: 99%

Green Design, Synthesis, and Molecular Docking Study of Novel Quinoxaline Derivatives with Insecticidal Potential against Aphis craccivora

et al. 2022

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An efficient and environmentally friendly method was established for designing novel 3-amino-1,4-dihydroquinoxaline-2-carbonitrile ( 1 ) via the reaction of bromomalononitrile and benzene-1,2-diamine under microwave irradiation in an excellent yield (93%). This targeted amino derivative was utilized for the construction of a series of Schiff bases ( 8 – 13 ). A new series of thiazolidinone derivatives ( 15 – 20 ) were synthesized in high yields (89–96%) via treatment of thioglycolic acid with Schiff bases ( 8 – 13 ) under microwave irradiation in high yields (89–96%). Moreover, new pyrimidine derivatives ( 26 – 30 and 35 – 38 ) were prepared by treatment of compound 1 with arylidenes ( 21 – 25 ) and/or alkylidenemalononitriles ( 31 – 34 ) using piperidine as a basic catalyst under microwave conditions. Based on elemental analyses and spectral data, the structures of the new assembled compounds were determined. The newly synthesized quinoxaline derivatives were screened and studied as an insecticidal agent against Aphis craccivora . The obtained results indicate that compound 16 is the most toxicological agent against nymphs of cowpea aphids ( Aphis craccivora ) compared to the other synthesized pyrimidine and thiazolidinone derivatives. The molecular docking study of the new quinoxaline derivatives registered that compound 16 had the highest binding score (−10.54 kcal/mol) and the thiazolidinone moiety formed hydrogen bonds with Trp143.

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Synthesis and preliminary antimicrobial evaluation of new 7-amino-4-methyl-coumarin thiazolidinone conjugates

Farhan,

Abd-Elhussain,

Jasim

2024

PHAR

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As a part of our ongoing project on the design and synthesis of new 4-thiazolidinone derivatives with antimicrobial activity, four new 4-thiazolidinone derivatives carrying bromo, nitro, methyl, and chloro groups on the benzene ring were synthesized by starting with the 7-amino-4-methylcoumarin moiety, linking coumarin with various phenyl isothiocynate to form the thiourea group, and then cyclizing the derivatives, characterized by IR and 1HNMR, and assayed in vitro for their antimicrobial activity against Gram positive and Gram negative bacteria and fungi. Overall, 2-(4-methyl-2-oxo-2H-chromen-3-yl)-3-(4-nitrophenyl) thiazolidin-4-one to be the most powerful individuals in the series. Based on the observed data, it can be stated that the synthesized compounds demonstrate a variable range of antibacterial activity.

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Strategies for the Synthesis and Biological Screening of Thiazolidinone Derivatives

Cited by 4 publications

References 0 publications

Synthesis, Biological Evaluation andin SilicoStudies of 3‐Hydroxy‐N‐(2‐(substituted phenyl)‐4‐oxothiazolidin‐3‐yl)‐2‐napthamide Derivatives

Synthesis, Biological Evaluation andin SilicoStudies of 3‐Hydroxy‐N‐(2‐(substituted phenyl)‐4‐oxothiazolidin‐3‐yl)‐2‐napthamide Derivatives

Green Design, Synthesis, and Molecular Docking Study of Novel Quinoxaline Derivatives with Insecticidal Potential against Aphis craccivora

Synthesis and preliminary antimicrobial evaluation of new 7-amino-4-methyl-coumarin thiazolidinone conjugates

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