HETEROCYCLES 46. SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF THIAZOLO[3,2-b][1,2,4]TRIAZOLES BEARING BENZENESULFONAMIDE MOIETY

被引:7
作者
Cristina, Anamaria [1 ,2 ]
Leonte, Denisa [1 ]
Vlase, Laurian [3 ]
Bencze, Laszlo Csaba [4 ]
Imre, Silvia [5 ]
Apan, Bogdan [6 ]
Mogosan, Cristina [2 ]
Zaharia, Valentin [1 ]
机构
[1] Iuliu Hatieganu Univ Med & Pharm, Dept Organ Chem, 41 Victor Babes St, Cluj Napoca 400012, Romania
[2] Iuliu Hatieganu Univ Med & Pharm, Dept Pharmacol Physiol & Pathophysiol, 6 Louis Pasteur St, Cluj Napoca 400349, Romania
[3] Iuliu Hatieganu Univ Med & Pharm, Dept Pharmaceut Technol & Biopharmaceut, 41 Victor Babes St, Cluj Napoca 400012, Romania
[4] Babes Bolyai Univ, Fac Chem & Chem Engn, Biocatalysis & Biotransformat Res Grp, 11 Arany Janos St, Cluj Napoca 400028, Romania
[5] Univ Med & Pharm Tirgu Mures, Dept Analyt Chem & Drug Anal, 38 Gheorghe Marinescu St, Targu Mures 540139, Romania
[6] Iuliu Hatieganu Univ Med & Pharm, Dept Pharmacol Toxicol & Clin Pharmacol, 23 Gheorghe Marinescu St, Cluj Napoca 400337, Romania
关键词
thiazolo[3,2-b][1,2,4]triazole; anti-inflammatory activity; antinociceptive activity; ulcerogenic activity; POLYHETEROCYCLIC COMPOUNDS; ANTIINFLAMMATORY AGENTS; SELECTIVE-INHIBITION; ANALGESIC ACTIVITY; CARRAGEENAN; INFLAMMATION; DERIVATIVES; RAT; DRUGS; EDEMA;
D O I
10.31925/farmacia.2018.5.20
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
In order to synthesize novel anti-inflammatory and analgesic compounds with reduced ulcerogenic risk, a series of thiazolo[3,2-b][1,2,4]triazoles (6a-6d) and their corresponding acyclic intermediates (5a-5d) bearing benzenesulfonamide moiety were obtained and characterized by spectral analysis (H-1 NMR, C-13 NMR, IR and MS). All synthesized compounds were evaluated in vivo for their anti-inflammatory and antinociceptive activities in a rat model of acute inflammation induced by lambda-carrageenan. The compounds 5b, 5c and 6d showed significant anti-inflammatory activity when compared to negative control group, but they did not show superior anti-inflammatory activity when compared to diclofenac, as reference drug. The compounds were also screened for antinociceptive activity in a model of inflammatory hyperalgesia and compounds 5a, 5b, 5c, 6a, 6d presented a significant increase of nociceptive threshold in the inflamed paw. Moreover, compounds 5c, 6a, 6b, 6c and 6d did not show any significant ulcerogenic activity.
引用
收藏
页码:883 / 893
页数:11
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