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Volumn 21, Issue 13, 2011, Pages 3951-3956

A diazen-1-ium-1,2-diolated nitric oxide donor ester prodrug of 3-(4-hydroxymethylphenyl)-4-(4-methanesulfonylphenyl)-5H-furan-2-one: Synthesis, biological evaluation and nitric oxide release studies

Author keywords

Anti inflammatory activity; Cyclooxygenase inhibition; Diazen 1 ium 1 2 diolate; Ester prodrug; Nitric oxide donor; Rofecoxib; Vascular effects

Indexed keywords

3 (4 HYDROXYMETHYLPHENYL) 4 (4 METHYLSULFONYLPHENYL) 5H FURAN 2 ONE; ANTIINFLAMMATORY AGENT; CELECOXIB; FURANONE DERIVATIVE; IBUPROFEN; NITRIC OXIDE; NITRIC OXIDE DONOR; O 2 ACETOXYMETHYL 1 [2 [4 [4 (4 METHANESULFONYLPHENYL) 5H FURAN 2 ON 3 YL]PHENYLMETHOXY CARBONYL]PYRROLIDIN 1 YL]DIAZEN 1 IUM 1,2 DIOLATE; PHENYLEPHRINE; PHOSPHATE BUFFERED SALINE; PRODRUG; ROFECOXIB; UNCLASSIFIED DRUG;

EID: 79958768095     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.05.017     Document Type: Article
Times cited : (12)

References (33)
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    • note
    • 4), the solvent was removed in vacuo, and the residue was purified by elution from a silica gel column using EtOAc-hexane (2:1, v/v) as eluant to furnish 10 (0.41 g, 63%) as a yellow powder: mp 174-176°C; IR (film) 3030 (C-H aromatic), 2929
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    • 50 value, μM) was determined using an enzyme immuno assay (EIA) kit (catalog no. 560131, Cayman Chemical, Ann Arbor, MI, USA) according to our previously reported method
    • 50 value, μM) was determined using an enzyme immuno assay (EIA) kit (catalog no. 560131, Cayman Chemical, Ann Arbor, MI, USA) according to our previously reported method (Rao, P. N. P.; Amini, M.; Li, H.; Habeeb, A.; Knaus, E. E. J. Med. Chem. 2003, 46, 4872).
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    • -2 mM solution in phosphate buffer at pH 7.4 to which 90 μL rat serum had been added, was determined by quantification of nitrite produced by the reaction of nitric oxide with oxygen and water using the Griess reaction. Nitric oxide release data were acquired for test compounds (14-15) using the reported procedures
    • -2 mM solution in phosphate buffer at pH 7.4 to which 90 μL rat serum had been added, was determined by quantification of nitrite produced by the reaction of nitric oxide with oxygen and water using the Griess reaction. Nitric oxide release data were acquired for test compounds (14-15) using the reported procedures (Velázquez, C.; Vo, D.; Knaus, E. E. Drug Dev. Res. 2003, 60, 204).
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    • Velázquez, C.1    Vo, D.2    Knaus, E.E.3
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    • -4 M) were obtained to evaluate endothelium-dependent relaxation Statistical analysis: Between groups variation was assessed using one-way ANOVA, followed by post hoc analysis with the Student-Newman-Keuls test
    • -4 M) were obtained to evaluate endothelium-dependent relaxation (Tawfik, H. E.; Cena, J.; Schulz, R.; Kaufman, S. Am. J. Physiol. Heart Circ. Physiol. 2008, 295, H1736). Statistical analysis: Between groups variation was assessed using one-way ANOVA, followed by post hoc analysis with the Student-Newman-Keuls test..
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    • In vivo anti-inflammatory assay: The test compounds 12, 14, and the reference drugs celecoxib and ibuprofen were evaluated using the in vivo carrageenan-induced rat foot paw edema model reported previously
    • In vivo anti-inflammatory assay: The test compounds 12, 14, and the reference drugs celecoxib and ibuprofen were evaluated using the in vivo carrageenan-induced rat foot paw edema model reported previously (Winter, C. A.; Risley, E. A.; Nuss, G. W. Proc. Soc. Exp. Biol. Med. 1962, 111, 544).
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    • Winter, C.A.1    Risley, E.A.2    Nuss, G.W.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.