Synthesis, biological evaluation and molecular docking studies of thiazole-based pyrrolidinones and isoindolinediones as anticonvulsant agents

Ghabbour, Hazem A.; Kadi, Adnan A.; Eltahir, K; Angawi, Rihab F.; El‐Subbagh, Hussein I.

doi:10.1007/s00044-015-1371-3

Cited by 34 publications

(10 citation statements)

References 69 publications

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“…In particular, thiazole is a well-known heterocyclic aromatic compound that contains sulfur and nitrogen atoms at positions 1 and 3 of its five-member ring, respectively [ 20 ]. Τhiazole moiety can be found in numerous biologically active compounds of natural origin (e.g., thiamine [ 19 , 20 ], mycothiazole [ 21 ], cystothiazole C [ 22 ], as well as synthetic molecules possessing a wide range of pharmacological activities such as antimicrobial [ 23 , 24 , 25 , 26 , 27 , 28 ], antiviral [ 29 , 30 ], antitubercular [ 23 , 31 ], anti-inflammatory [ 32 , 33 , 34 ], anxiolytic [ 35 ], anaesthetic [ 36 ], anticonvulsant [ 37 , 38 , 39 , 40 ], etc.). There is a large number of known marketed drugs containing thiazole rings, such as the anthelmintic tiabendazole, the antibacterial sulfathiazole, the anticonvulsant riluzole, the anti-ulcer alizatidine, the antiparkinsonian talipexole, the antischistosomal niridazole, the antiviral ritonavir and the anti-inflammatory meloxicam.…”

Section: Introductionmentioning

confidence: 99%

Thiazoles and Thiazolidinones as COX/LOX Inhibitors

2018

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Inflammation is a natural process that is connected to various conditions and disorders such as arthritis, psoriasis, cancer, infections, asthma, etc. Based on the fact that cyclooxygenase isoenzymes (COX-1, COX-2) are responsible for the production of prostaglandins that play an important role in inflammation, traditional treatment approaches include administration of non-steroidal anti-inflammatory drugs (NSAIDs), which act as selective or non-selective COX inhibitors. Almost all of them present a number of unwanted, often serious, side effects as a consequence of interference with the arachidonic acid cascade. In search for new drugs to avoid side effects, while maintaining high potency over inflammation, scientists turned their interest to the synthesis of dual COX/LOX inhibitors, which could provide numerous therapeutic advantages in terms of anti-inflammatory activity, improved gastric protection and safer cardiovascular profile compared to conventional NSAIDs. Τhiazole and thiazolidinone moieties can be found in numerous biologically active compounds of natural origin, as well as synthetic molecules that possess a wide range of pharmacological activities. This review focuses on the biological activity of several thiazole and thiazolidinone derivatives as COX-1/COX-2 and LOX inhibitors.

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Section: Introductionmentioning

confidence: 99%

Thiazoles and Thiazolidinones as COX/LOX Inhibitors

2018

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“…Several reports on the application of 2-aminothiazoles in the treatment of a diverse range of di erent diseases like Alzheimer's disease [2], chronic pain [3], cancer [4] , Huntington's disease [5] and anticonvulsant [6] appeared in the scienti c literature over the last few years. In the title compound, C15H 12 N 2 S, the asymmetric unit contains one crystallographic independent molecule.…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 4,5-diphenylthiazol-2-amine, C₁₅H₁₂N₂S

Ghabbour¹,

Abdel‐Aziz

AlRabiah

et al. 2016

Zeitschrift Für Kristallographie - New Crystal Structures

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“…The combination between thiazoles and phthalimides was founded in many biologically active compounds, which may act anticonvulsant, anticancer, antimicrobial, antiin ammatory and antifungal [1][2][3][4][5][6]. In proceeds of our work, we report the crystal structure of the title compound (C17H 9 BrN 2 O 2 S).…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 2-(4-(4-bromophenyl)thiazol-2-yl)isoindoline-1,3-dione, C₁₇H₉BrN₂O₂S

Ghabbour¹,

Kadi

El‐Subbagh

2016

Zeitschrift Für Kristallographie - New Crystal Structures

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C17H 9 BrN 2 O 2 S, monoclinic, P21/c (no. 14), a = 11.2908(2) Å, CCDC no.: 945593Tables 1-3 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters. Source of material4-(4-Bromophenyl)thiazol-2-amine (0.01 mol) were triturated and mixed with phthalic anhydride (1.48 g, 0.01 mol). The mixture was heated with occasional stirring for 2 h. The crude product was dissolved in hot EtOAc and ltered to remove any undissolved particles, and the 2-(4-(4-bromophenyl)thiazol-2-yl)isoindoline-1,3-dione was precipitated by cooling. The

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Synthesis, biological evaluation and molecular docking studies of thiazole-based pyrrolidinones and isoindolinediones as anticonvulsant agents

Cited by 34 publications

References 69 publications

Thiazoles and Thiazolidinones as COX/LOX Inhibitors

Thiazoles and Thiazolidinones as COX/LOX Inhibitors

Crystal structure of 4,5-diphenylthiazol-2-amine, C₁₅H₁₂N₂S

Crystal structure of 2-(4-(4-bromophenyl)thiazol-2-yl)isoindoline-1,3-dione, C₁₇H₉BrN₂O₂S

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Synthesis, biological evaluation and molecular docking studies of thiazole-based pyrrolidinones and isoindolinediones as anticonvulsant agents

Cited by 34 publications

References 69 publications

Thiazoles and Thiazolidinones as COX/LOX Inhibitors

Thiazoles and Thiazolidinones as COX/LOX Inhibitors

Crystal structure of 4,5-diphenylthiazol-2-amine, C15H12N2S

Crystal structure of 2-(4-(4-bromophenyl)thiazol-2-yl)isoindoline-1,3-dione, C17H9BrN2O2S

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Crystal structure of 4,5-diphenylthiazol-2-amine, C₁₅H₁₂N₂S

Crystal structure of 2-(4-(4-bromophenyl)thiazol-2-yl)isoindoline-1,3-dione, C₁₇H₉BrN₂O₂S