Structure−Activity Relationships of a Series of Novel (Piperazinylbutyl)thiazolidinone Antipsychotic Agents Related to 3-[4-[4-(6-Fluorobenzo[<i>b</i>]thien-3-yl)-1-piperazinyl]butyl]-2,5,5-trimethyl-4- thiazolidinone Maleate

Hrib, Nicholas J.; Jurcak, John G.; Bregna, Deborah E.; Burgher, Kendra L.; Hartman, Harold B.; Kafka, Sharon H.; Kerman, Lisa L.; Kongsamut, S.; Roehr, Joachim E.; Szewczak, Mark R.; Woods-Kettelberger, ‡ and Ann T.; Corbett, Rebecca

doi:10.1021/jm960268u

Cited by 34 publications

(11 citation statements)

References 38 publications

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“…4-Thiazolidinone analogues possess wide spectrum of biological activities, such as anti-inflammatory, 10 anticonvulsant, 11 antibacterial, 12,13 antifungal, 14,15 ischemic, 16 FSH receptor agonist, 17 anti-HIV 18 and anticancer 19 activities.…”

Section: 9mentioning

confidence: 99%

Synthesis and Antimicrobial Activity of N-[2-(aryl/substituted aryl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide

Thomas¹,

Nanda²,

Kothapalli³

et al. 2011

Journal of the Korean Chemical Society

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ABSTRACT. A series of isonicotinyl hydrazones and their 4-thiazolidinones have been synthesized by condensation of isonicotinic acid hydrazide with various aromatic aldehydes to yield Schiff's bases, followed by the cyclocondensation of Schiff's bases with 2-mercaptoacetic acid to yield their 4-thiazolidinones. The synthesized compounds have been characterized by their elemental, analytical and spectral studies. All these compounds were evaluated for their invitro antimicrobial activity against a spectrum of non-resistant and resistant microbial organisms. These studies proved that compounds 5e,i against B. subtilis; 5e,f,h against B. anthracis; 5g,i against S. aureus showed good activity at lower concentrations. Compounds 5d-5i displayed significant activity against resistant strain of K. pneumonia with minimum inhibitory potency in the concentration range of 2-16 ug/ml.

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Section: 9mentioning

confidence: 99%

Synthesis and Antimicrobial Activity of N-[2-(aryl/substituted aryl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide

Thomas¹,

Nanda²,

Kothapalli³

et al. 2011

Journal of the Korean Chemical Society

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“…A method for hydrolysis/decarboxylation followed by condensation with amines [170], has been applied to prepare the compounds 38 (Scheme 10) [171].…”

Section: Indolesmentioning

confidence: 99%

The Chemistry of Anthranilic Acid

Wiklund¹,

Bergman

2006

COS

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“…Many 4-Thiazolidinone analogues show anticonvulsant [7,8], antibacterial [9][10][11], antifungal [12,13], ischemic [14], anti-HIV [15] and anticancer activities [16]. In recent years, research has focused on the study of 4-thiazolidinones as anti-inflammatory and analgesic agents [17][18][19][20].…”

Section: Introductionmentioning

confidence: 99%

Quality Control Methods for Standardization of Herbal Products Using Phytomarkers

Tatke¹

2013

TOPROCJ

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Abstract:In the present research work new 4-thiazolidinones possessing dual cyclooxygenase/lipoxygenase inhibition were synthesized. Sixteen N- [2-(aryl/substitutedaryl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide derivatives(5a-q) differing by the phenyl group substitution were synthesized by sonication. pyridine-4-carboxamide (5d) and N- [2-(4-nitrophenyl)-4-oxo-1, 3-thiazolidin-3-yl] pyridine-4-carboxamide (5f) showed promising anti-inflammatory activity investigated by the carrageenan induced edema model in rats. Compound 5f, was the most active in the series with low ulcerogenic index and good safety profile with highest in vitro inhibition of COX-1/COX-2 (89.28; 52.80%, p<0.01) with 27.36% inhibition of 15-LOX. Compounds 5d and 5f, at the dose of 100mg/kg p.o. were also effective in lowering the elevated levels of AST, ALT and ALP in serum and also lowered the elevated levels of MPO in edematous tissue comparable to standard anti-inflammatory drug, Indomethacin. The Autodock investigation of the synthesized compounds within the COX and LOX enzymes predicted fairly good correlation between the anti-inflammatory activities (IC 50 ) and their binding affinities. The 3D-QSAR studies (V-Life Molecular Design Software) of the synthesized 4-thiazolidinones for their anti-inflammatory activity by the developed kNN, PLRS and MLR models suggested that presence of electron withdrawing functional groups like -NO 2, -Cl on the phenyl ring were favourable for activity. The results of the present study may help to identify the relative positions and ranges of important electrostatic and steric fields at various positions around the pharmacophore that could be useful in the design of new molecules with improved anti-inflammatory activity.

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Structure−Activity Relationships of a Series of Novel (Piperazinylbutyl)thiazolidinone Antipsychotic Agents Related to 3-[4-[4-(6-Fluorobenzo[b]thien-3-yl)-1-piperazinyl]butyl]-2,5,5-trimethyl-4- thiazolidinone Maleate

Cited by 34 publications

References 38 publications

Synthesis and Antimicrobial Activity of N-[2-(aryl/substituted aryl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide

Synthesis and Antimicrobial Activity of N-[2-(aryl/substituted aryl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide

The Chemistry of Anthranilic Acid

Quality Control Methods for Standardization of Herbal Products Using Phytomarkers

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