Investigation of antioxidant properties of some 6-(α-aminobenzyl) thiazolo[3,2-b]-1,2,4-triazole-5-ol compounds

被引:18
作者
Aktay, Goknur [1 ]
Tozkoparan, Birsen [2 ]
Ertan, Mevlut [2 ]
机构
[1] Inonu Univ, Fac Pharm, Dept Pharmacol, TR-44280 Malatya, Turkey
[2] Hacettepe Univ, Fac Pharm, Dept Pharmaceut Chem, TR-06100 Ankara, Turkey
关键词
Antiinflammatory; antioxidant; condansed thiazolo-triazole compounds; ethanol; cyclooxygenase; COX-1/2; MICHAEL ADDITION-PRODUCTS; ANTIINFLAMMATORY DRUGS; OXYGEN RADICALS; DERIVATIVES; INHIBITORS;
D O I
10.1080/14756360802519798
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Promising antiinflammatory activity together with low ulcerogenic properties of some Michael addition products of thiazolo[3,2-b]-1,2,4-triazole-5(6H)-ones which have been synthesized in our previous study, prompted us to investigate their antioxidant properties. Since compound Ib has both antioxidant and antiinflammatory activities beside the lowest ulcerogenic incidence, it was selected for investigation of its inhibitory effect on various cyclooxygenase ezymes. It was found that while it did not inhibit cyclooxygenase-1 (COX-1) enzyme, there was a small inhibitory effect (17%) on COX-2 enzyme. We concluded that the diminished harmful effects on the stomach of this novel antiinflammatory compound were related to its antioxidant properties since it is ineffective on COX-1 enzyme. In conclusion, the compounds having both antioxidant and antiinflammatory activities with a lack of COX-1 enzyme inhibitory effect may improve the gastrointestinal safety profile of such compounds.
引用
收藏
页码:898 / 902
页数:5
相关论文
共 19 条
[1]   Protective effects of thiazolo[3,2-b]-1,2,4-triazoles on ethanol-induced oxidative stress in mouse brain and liver [J].
Aktay, G ;
Tozkoparan, B ;
Ertan, M .
ARCHIVES OF PHARMACAL RESEARCH, 2005, 28 (04) :438-442
[2]   NOVEL 1,4-SUBSTITUTED PIPERIDINE-DERIVATIVES - SYNTHESIS AND CORRELATION OF ANTIOXIDANT ACTIVITY WITH STRUCTURE AND LIPOPHILICITY [J].
ALEXIDIS, AN ;
REKKA, EA ;
DEMOPOULOS, VJ ;
KOUROUNAKIS, PN .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 1995, 47 (02) :131-137
[3]   OXYGEN RADICALS IN ULCERATIVE-COLITIS [J].
BABBS, CF .
FREE RADICAL BIOLOGY AND MEDICINE, 1992, 13 (02) :169-181
[4]   Effect of reactive oxygen species scavengers, antiinflammatory drugs, and calcium-channel blockers on carbon dioxide pneumo-peritoneum-enhanced adhesions in a laparoscopic mouse model [J].
Binda, M. M. ;
Molinas, C. R. ;
Bastidas, A. ;
Koninckx, P. R. .
SURGICAL ENDOSCOPY AND OTHER INTERVENTIONAL TECHNIQUES, 2007, 21 (10) :1826-1834
[5]   Synthesis of novel derivatives of aroylaminoalcohols and 3-amino-substituted 1-phenylpropanols with potential anti-inflammatory and immunomodulating activities [J].
Gavalas, AM ;
Hadjipetrou, L ;
Kourounakis, PN .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 1998, 50 (06) :583-591
[6]   Drug Insight: cyclo-oxygenase-2 inhibitors - a critical appraisal [J].
Hinz, Burkhard ;
Renner, Bertold ;
Brune, Kay .
NATURE CLINICAL PRACTICE RHEUMATOLOGY, 2007, 3 (10) :552-560
[7]   EFFECTS OF CADMIUM ON GLUTATHIONE-PEROXIDASE, SUPEROXIDE-DISMUTASE, AND LIPID-PEROXIDATION IN THE RAT-HEART - A POSSIBLE MECHANISM OF CADMIUM CARDIOTOXICITY [J].
JAMALL, IS ;
SMITH, JC .
TOXICOLOGY AND APPLIED PHARMACOLOGY, 1985, 80 (01) :33-42
[8]   Reduction of gastrointestinal toxicity of NSAIDs via molecular modifications leading to antioxidant anti-inflammatory drugs [J].
Kourounakis, PN ;
Tsiakitzis, K ;
Kourounakis, AP ;
Galanakis, D .
TOXICOLOGY, 2000, 144 (1-3) :205-210
[9]   Selective induction of cyclo-oxygenase-2 activity in the permanent human endothelial cell line HUV-EC-C: Biochemical and pharmacological characterization [J].
Miralpeix, M ;
Camacho, M ;
LopezBelmonte, J ;
Canalias, F ;
Beleta, J ;
Palacios, JM ;
Vila, L .
BRITISH JOURNAL OF PHARMACOLOGY, 1997, 121 (02) :171-180
[10]   ROLE OF OXYGEN RADICALS IN OCULAR INFLAMMATION AND CELLULAR-DAMAGE [J].
MITTAG, T .
EXPERIMENTAL EYE RESEARCH, 1984, 39 (06) :759-769