Discovery of potent anti-convulsant carbonic anhydrase inhibitors: Design, synthesis, in vitro and in vivo appraisal (290 views)
Eur J Med Chem (ISSN: 0223-5234linking, 1768-3254electronic), 2018 Aug 5; 156: 430-443.
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Paper type: Journal Article,
Impact factor: 4.816, 5-year impact factor: 3.114
Url: Not available.
Keywords: Animals, Anticonvulsants Chemistry Pharmacology Therapeutic Use, Carbonic Anhydrase I Antagonists, Inhibitors Metabolism, Carbonic Anhydrase Ii Antagonists, Carbonic Anhydrase Ix Antagonists, Carbonic Anhydrase Inhibitors Chemistry Pharmacology Therapeutic Use, Carbonic Anhydrases Metabolism, Drug Design, Humans, Protein Isoforms Antagonists, Wistar, Seizures Drug Therapy Metabolism, Sulfonamides Chemistry Pharmacology Therapeutic Use, Toxicity, Sc-Ptz,
Affiliations:
*** IBB - CNR ***
Bio-Organic Chemistry Laboratory, Dr. B. R. Ambedkar Centre for Biomedical Research, University of Delhi, 110007, Delhi, India.
Dipartimento Neurofarba, Universita` degli Studi di Firenze, Sezione di Scienze Farmaceutiche e Nutraceutiche, 50019, Sesto Fiorentino, Florence, Italy.
Institute of Biostructures and Bioimaging, CNR, via Mezzocannone, 16, 80134, Naples, Italy.
References:
Not available.
Eur J Med Chem (ISSN: 0223-5234linking, 1768-3254electronic), 2018 Aug 5; 156: 430-443.
Export to BibTeX Export to EndNote
Paper type: Journal Article,
Impact factor: 4.816, 5-year impact factor: 3.114
Url: Not available.
Keywords: Animals, Anticonvulsants Chemistry Pharmacology Therapeutic Use, Carbonic Anhydrase I Antagonists, Inhibitors Metabolism, Carbonic Anhydrase Ii Antagonists, Carbonic Anhydrase Ix Antagonists, Carbonic Anhydrase Inhibitors Chemistry Pharmacology Therapeutic Use, Carbonic Anhydrases Metabolism, Drug Design, Humans, Protein Isoforms Antagonists, Wistar, Seizures Drug Therapy Metabolism, Sulfonamides Chemistry Pharmacology Therapeutic Use, Toxicity, Sc-Ptz,
Affiliations:
*** IBB - CNR ***
Bio-Organic Chemistry Laboratory, Dr. B. R. Ambedkar Centre for Biomedical Research, University of Delhi, 110007, Delhi, India.
Dipartimento Neurofarba, Universita` degli Studi di Firenze, Sezione di Scienze Farmaceutiche e Nutraceutiche, 50019, Sesto Fiorentino, Florence, Italy.
Institute of Biostructures and Bioimaging, CNR, via Mezzocannone, 16, 80134, Naples, Italy.
References:
Not available.
Discovery of potent anti-convulsant carbonic anhydrase inhibitors: Design, synthesis, in vitro and in vivo appraisal
We report the design, synthesis and pharmacological assessment of novel benzenesulfonamide derivatives acting as effective carbonic anhydrase (CA, EC 4.2.1.1) inhibitors. All the synthesized compounds were screened for their CA inhibitory action against four isoforms of human origin (h), i.e. hCA I, hCA II, hCA VII and hCA IX. In-vitro carbonic anhydrase inhibition studies have shown that first series, 4-(2-(4-(4-substitutedpiperazin-1-yl)benzylidene)hydrazinyl)benzenesulfonamides (4a- 4i) bestowed low nanomolar range to medium nanomolar range inhibitors against hCA II and hCA VII, effectively involved in epileptogenesis. Furthermore, compounds belonging to the second series, 4-(2-(4-(4-substitutedpiperazin-yl)benzylidene)hydrazinecarbonyl)benzenesulfonami des (8a-8k) showed effective inhibition against hCA VII, being less effective against other hCA isoforms. Inspiring with obtained CA inhibition results, we have chosen some of the potent hCA II and hCA VII inhibitors (4g, 4i and 8d) to test their anti-convulsant efficacy in MES and sc-PTZ seizure tests in Swiss Albino male mice. In result, these compounds significantly attenuated both electrical (MES) as well as chemical (sc-PTZ) induced seizures. Next, in advance anticonvulsant tests, compound 8d displayed long duration of action in time course study and successfully attenuated MES induced seizure in mice up to 6h after drug administration without showing neurotoxicity in rotarod test. Moreover, this compound was also found to be orally active and effectively abolished generalized tonic-clonic seizures in male Wistar rats upon oral administration, being non-toxic in sub acute toxicity studies.
We report the design, synthesis and pharmacological assessment of novel benzenesulfonamide derivatives acting as effective carbonic anhydrase (CA, EC 4.2.1.1) inhibitors. All the synthesized compounds were screened for their CA inhibitory action against four isoforms of human origin (h), i.e. hCA I, hCA II, hCA VII and hCA IX. In-vitro carbonic anhydrase inhibition studies have shown that first series, 4-(2-(4-(4-substitutedpiperazin-1-yl)benzylidene)hydrazinyl)benzenesulfonamides (4a- 4i) bestowed low nanomolar range to medium nanomolar range inhibitors against hCA II and hCA VII, effectively involved in epileptogenesis. Furthermore, compounds belonging to the second series, 4-(2-(4-(4-substitutedpiperazin-yl)benzylidene)hydrazinecarbonyl)benzenesulfonami des (8a-8k) showed effective inhibition against hCA VII, being less effective against other hCA isoforms. Inspiring with obtained CA inhibition results, we have chosen some of the potent hCA II and hCA VII inhibitors (4g, 4i and 8d) to test their anti-convulsant efficacy in MES and sc-PTZ seizure tests in Swiss Albino male mice. In result, these compounds significantly attenuated both electrical (MES) as well as chemical (sc-PTZ) induced seizures. Next, in advance anticonvulsant tests, compound 8d displayed long duration of action in time course study and successfully attenuated MES induced seizure in mice up to 6h after drug administration without showing neurotoxicity in rotarod test. Moreover, this compound was also found to be orally active and effectively abolished generalized tonic-clonic seizures in male Wistar rats upon oral administration, being non-toxic in sub acute toxicity studies.
Discovery of potent anti-convulsant carbonic anhydrase inhibitors: Design, synthesis, in vitro and in vivo appraisal
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Discovery of potent anti-convulsant carbonic anhydrase inhibitors: Design, synthesis, in vitro and in vivo appraisal
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* Oral Delivery of a Tetrameric Tripeptide Inhibitor of VEGFR1 Suppresses Pathological Choroid Neovascularization (277 views)
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View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
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View Export to BibTeX Export to EndNote
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Impact Factor: 4.351
View Export to BibTeX Export to EndNote
Calce E, Monfregola L, Saviano M, De Luca S
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Impact Factor: 3.455
View Export to BibTeX Export to EndNote
Musumeci D, Roviello GN, Montesarchio D
* An overview on HMGB1 inhibitors as potential therapeutic agents in HMGB1-related pathologies (611 views)
Pharmacol Ther (ISSN: 0163-7258, 0163-7258linking), 2014 Mar; 141(3): 347-357.
Impact Factor: 9.723
View Export to BibTeX Export to EndNote
Squeglia F, Romano M, Ruggiero A, Vitagliano L, De Simone A, Berisio R
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Biophysical Journal (ISSN: 0006-3495, 1542-0086), 2013 Jun 4; 104(11): 2530-2539.
Impact Factor: 3.832
View Export to BibTeX Export to EndNote
Attanasio F, Convertino M, Magno A, Caflisch A, Corazza A, Haridas H, Esposito G, Cataldo S, Pignataro B, Milardi D, Rizzarelli E
* Carnosine Inhibits Abeta(42) Aggregation By Perturbing The H-Bond Network In And Around The Central Hydrophobic Cluster (1013 views)
Chembiochem (ISSN: 1439-4227, 1439-7633, 1439-7633electronic), 2013 Mar 18; 14(5): 583-592.
Impact Factor: 3.06
View Export to BibTeX Export to EndNote
D'Andrea LD, Del Gatto A, Pedone C, Benedetti E
* Peptide-based molecules in angiogenesis (953 views)
Chem Biol Drug Des (ISSN: 1747-0277, 1747-0285, 1747-0277linking), 2006 Feb; 67(2): 115-126.
Impact Factor: 2.507
View Export to BibTeX Export to EndNote
18 Records (18 excluding Abstracts).
Total impact factor: 79.199 (79.199 excluding Abstracts).
Total 5 year impact factor: 75.064 (75.064 excluding Abstracts).
Total impact factor: 79.199 (79.199 excluding Abstracts).
Total 5 year impact factor: 75.064 (75.064 excluding Abstracts).
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