Synthesis, anticonvulsant, and anti-inflammatory evaluation of some new benzotriazole and benzofuran-based heterocycles

Dawood, Kamal M.; Abdel‐Gawad, Hassan; Rageb, Eman A.; Ellithey, Mohey; Mohamed, Hanan A.

doi:10.1016/j.bmc.2006.01.033

Cited by 251 publications

(112 citation statements)

References 39 publications

Supporting

Mentioning

109

Contrasting

Order By: Relevance

“…The unsubstituted derivative showed activity in both the seizure models and almost similar results were discussed in the previous data (Dawood et al, 2006). Substitutions with electron releasing groups (-CH 3 ,-OCH 3 ) further increased the activity and the result was found in agreement with the previously published results (Siddiqui et al, 2009b).…”

Section: Structure Activity Relationshipsupporting

confidence: 91%

Anticonvulsant and Neurotoxicity Evaluation of Some Newly Synthesized Thiazolyl Coumarin Derivatives

Arshad¹,

Siddiqui²,

Elkerdasy³

et al. 2014

American Journal of Pharmacology and Toxicology

View full text Add to dashboard Cite

The present series of compounds were synthesized with the aim to develop newer anticonvulsant agents that are comparatively more efficacious and safer than the currently used anticonvulsant agents. Various thiazolyl coumarins were synthesized by the reaction of 3-(bromoacetyl)-2H-chromen-2-one with different substituted aryl thiourea. The structures of the synthesized compounds were confirmed by spectral data and elemental analyses. Compounds were tested for anticonvulsant activity utilizing Pen Tylenetetra Zoleinduced seizure (PTZ) and Maximal Electroshock Seizure (MES) tests at 30, 100 and 300 mg kg −1 dose level. Neurotoxicity and ethanol potentiation test of the compounds were also assessed at the same dose level. Two compounds of the series 3g and 3j exhibited significant anticonvulsant activity at 30 mg kg −1 dose level with lesser neurotoxicity than the standard drug phenytoin.

show abstract

Section: Structure Activity Relationshipsupporting

confidence: 91%

Anticonvulsant and Neurotoxicity Evaluation of Some Newly Synthesized Thiazolyl Coumarin Derivatives

Arshad¹,

Siddiqui²,

Elkerdasy³

et al. 2014

American Journal of Pharmacology and Toxicology

View full text Add to dashboard Cite

show abstract

“…These mediators bring about oedema formation as results of extravasations of fl uid and proteins from the local microvasculature and accumulation of polymorphonuclear leukocytes at the infl ammatory site (Dawood et al, 2006). Winter et al (1962) presented an infl ammatory reaction induced in the hind paw by subplantar injection of carrageenan.…”

Section: Biological Resultsmentioning

confidence: 99%

Evaluation of Antinociceptive and Anti-Inflammatory Activities of a New Triterpene Saponin from Bauhinia variegata Leaves

Mohamed

Mammoud

Hayen

2009

Zeitschrift Für Naturforschung C

View full text Add to dashboard Cite

A new triterpene saponin, named as 23-hydroxy-3α (9), was isolated from the leaves of Bauhinia variegata Linn. In addition, six fl avonoid compounds along with two cinnamic acid derivatives were isolated and identifi ed based on their chromatographic properties, and chemical and spectral data (ESI-high resolution-MS n , 1 H NMR, 13C NMR, 1 H-1 H COSY, HSQC, and HMBC). Compound 9 was found to be nontoxic (LD 50 ) and to have signifi cant anti-infl ammatory and antinociceptive activities. It also showed a slight antischistosomal activity.

show abstract

“…Structures of compounds were confirmed by IR, 1 H NMR, mass spectrometry and elemental analysis. 13 C NMR spectra of a few selected compounds were recorded. Spectral data are in agreement with the proposed structures.…”

Section: Chemistrymentioning

confidence: 99%

“…These essential features are present in most popular anticonvulsant drugs such as phenytoin, carbamazepine, phenobarbital and ralitoline. Benzofuran derivatives have diverse pharmacological activities, like anticonvulsant (12)(13)(14)(15), antiinflammatory (13), analgesic (16), antioxidant and antimicrobial (17,18), neuroprotective (19), anticancer, cytotoxic, inhibiting of NF-κB and protein kinase (20)(21)(22). Benzofuran, a versatile heterocyclic molecule possessing a preliminary anticonvulsant property, has been selected to explore as a hydrophobic functional group for the binding site.…”

mentioning

confidence: 99%

Design, synthesis and evaluation of benzofuran-acetamide scaffold as potential anticonvulsant agent

et al. 2016

View full text Add to dashboard Cite

A series of N-(2-(benzoyl/4-chlorobenzoyl)-benzofuran- 3-yl)-2-(substituted)-acetamide derivatives (4a-l, 5a-l) was synthesized in good yield. All synthesized compounds were in agreement with elemental and spectral data. The anticonvulsant activity of all synthesized compounds was assessed against the maximal electroshock induced seizures (MES) model in mice. Neurotoxicity was evaluated using the rotarod method. The majority of compounds exhibited anticonvulsant activity at a dose of 30 mg kg-1 body mass during 0.5-4 h, indicating their ability to prevent seizure spread at low doses. Relative to phenytoin, [N-(2-(4-chlorobenzoyl)benzofuran-3-yl)-2-(cyclohexyl( methyl) amino)-acetamide] (5i) and [N-(2-(4-chlorobenzoyl)benzofuran-3-yl)-2-(4-methylpiperidin-1- yl)-acetamide] (5c) demonstrated comparable relative anticonvulsant potency of 0.74 and 0.72, respectively, whereas [(N-(2-(4-chlorobenzoyl)benzofuran-3-yl)-2-(4-(furan-2-carbonyl)-piperazin-1-yl)-acetamide] (5f) exhibited the lowest relative potency of 0.16. The ALD50 of tested compounds ranged from 1.604 to 1.675 mmol kg-1 body mass. The ED50 of synthesized compounds ranged from 0.055 to 0.259 mmol kg-1 (~23.4 to 127.6 mg kg-1) body mass. The pharmacophore mapping of the examined compounds on standard drugs (phenobarbital, phenytoin, ralitolin and carbamazepine) strongly suggests that these compounds may exert their anticonvulsant activity via the same established mechanism as that of known drugs.

show abstract

Synthesis, anticonvulsant, and anti-inflammatory evaluation of some new benzotriazole and benzofuran-based heterocycles

Cited by 251 publications

References 39 publications

Anticonvulsant and Neurotoxicity Evaluation of Some Newly Synthesized Thiazolyl Coumarin Derivatives

Anticonvulsant and Neurotoxicity Evaluation of Some Newly Synthesized Thiazolyl Coumarin Derivatives

Evaluation of Antinociceptive and Anti-Inflammatory Activities of a New Triterpene Saponin from Bauhinia variegata Leaves

Design, synthesis and evaluation of benzofuran-acetamide scaffold as potential anticonvulsant agent

Contact Info

Product

Resources

About