1,2,4-Triazole/oxime hybrids as new strategy for nitric oxide donors: Synthesis, anti-inflammatory, ulceroginicity and antiproliferative activities

被引：69
作者：
Abuo-Rahma, Gamal El-Din A. A. [1 ]
Abdel-Aziz, Mohamed [1 ]
Beshr, Eman A. M. [1 ]
Ali, Taha F. S. [1 ]
机构：
[1] Minia Univ, Dept Med Chem, Fac Pharm, Al Minya 61519, Egypt
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2014年 / 71卷
关键词：
1,2,4-Triazole; Nitric oxide donors; Anti-inflammatory; Ulcerogenicity; Antiproliferative; IN-VITRO; BIOLOGICAL EVALUATION; ANTITUMOR-ACTIVITY; MUCOSAL DAMAGE; DERIVATIVES; DESIGN; CYTOTOXICITY; ULCEROGENICITY; PATHOGENESIS; INJURY;
D O I：
10.1016/j.ejmech.2013.11.006
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of novel nitric oxide (NO) donating triazole/oxime hybrids was prepared and evaluated for their anti-inflammatory activity and antiproliferative activity. Most of the tested compounds showed significant anti-inflammatory activity using carrageenan-induced rat paw edema method compared to indomethacin. Calculation of the ulcer indices and histopathological investigation indicated that the prepared NO-donating oximes exhibited less ulcerogenicity compared to their ketone intermediates and indomethacin. The NO-donating oximes 7i and 7k achieved remarkable cell growth inhibition activity against most of the tested cell lines. Compound 7k was found to be with high selectivity against CNS subpanel with selectivity ratio of 11.99 at GI(50) level. (C) 2013 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：185 / 198
页数：14
相关论文
共 53 条
  • [1] New nitric oxide donating 1,2,4-triazole/oxime hybrids: Synthesis, investigation of anti-inflammatory, ulceroginic liability and antiproliferative activities
    Abdel-Aziz, Mohamed
    Abuo-Rahma, Gamal El-Din A. A.
    Beshr, Eman A. M.
    Ali, Taha F. S.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (13) : 3839 - 3849
  • [2] Synthesis and biological evaluation of novel 2,4′-bis substituted diphenylamines as anticancer agents and potential epidermal growth factor receptor tyrosine kinase inhibitors
    Abou-Seri, Sahar Mahmoud
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (09) : 4113 - 4121
  • [3] Synthesis, anti-inflammatory activity and ulcerogenic liability of novel nitric oxide donating/chalcone hybrids
    Abuo-Rahma, Gamal El-Din A. A.
    Abdel-Aziz, Mohamed
    Mourad, Mai A. E.
    Farag, Hassan H.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (01) : 195 - 206
  • [4] Synthesis and anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation activities of some new 2-[(2,6-dichloroanilino) phenyl]acetic acid derivatives
    Amir, M
    Shikha, K
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2004, 39 (06) : 535 - 545
  • [5] Pathogenesis of nonsteroidal anti-inflammatory drug gastropathy: Clues to preventative therapy
    Bastaki, SMA
    Wallace, JL
    [J]. CANADIAN JOURNAL OF GASTROENTEROLOGY AND HEPATOLOGY, 1999, 13 (02): : 123 - 127
  • [6] Design, synthesis, and evaluation of anti-inflammatory, analgesic, ulcerogenicity, and nitric oxide releasing studies of novel indomethacin analogs as non-ulcerogenic derivatives
    Bhandari, Shashikant V.
    Parikh, Jignesh K.
    Bothara, Kailash G.
    Chitre, Trupti S.
    Lokwani, Deepak K.
    Devale, Titiksh L.
    Modhave, Nileema S.
    Pawar, Vidya S.
    Panda, Santosh
    [J]. JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2010, 25 (04) : 520 - 530
  • [7] NITRIC-OXIDE GENERATORS AND CGMP STIMULATE MUCUS SECRETION BY RAT GASTRIC-MUCOSAL CELLS
    BROWN, JF
    KEATES, AC
    HANSON, PJ
    WHITTLE, BJR
    [J]. AMERICAN JOURNAL OF PHYSIOLOGY, 1993, 265 (03): : G418 - G422
  • [8] Synthesis and cytotoxicity of 5-fluorouracil/diazeniumdiolate conjugates
    Cai, TWB
    Tang, XP
    Nagorski, J
    Brauschweiger, PG
    Wang, PG
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (23) : 4971 - 4975
  • [9] Synthesis of new 2-arylamino-6-trifluoromethylpyridine-3-carboxylic acid derivatives and investigation of their analgesic activity
    Cocco, MT
    Congiu, C
    Onnis, V
    Morelli, M
    Felipo, V
    Cauli, O
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (15) : 4169 - 4177
  • [10] Evaluation of the antiulcerogenic activity of Maytenus robusta (Celastraceae) in different experimental ulcer models
    de Andrade, Sergio Faloni
    Lemos, Marivane
    Comunello, Eros
    Noldin, Vania Floriani
    Filho, Valdir Cechinel
    Niero, Rivaldo
    [J]. JOURNAL OF ETHNOPHARMACOLOGY, 2007, 113 (02) : 252 - 257
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