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

被引：68
|
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 50 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] Novel quinoline incorporating 1,2,4-triazole/oxime hybrids: Synthesis, molecular docking, anti-inflammatory, COX inhibition, ulceroginicity and histopathological investigations
    Mohassab, Aliaa M.
    Hassan, Heba A.
    Abdelhamid, Dalia
    Abdel-Aziz, Mohamed
    Dalby, Kevin N.
    Kaoud, Tamer S.
    [J]. BIOORGANIC CHEMISTRY, 2017, 75 : 242 - 259
  • [3] Synthesis and Evaluation of Anti-inflammatory and Analgesic Activities of New 1,2,4-triazole Derivatives
    Ahmadi, Fatemeh
    Ghayahbashi, Mohsen Rezayan
    Sharifzadeh, Mohammad
    Alipoiur, Eskandar
    Ostad, Seyed Nasser
    Vosooghi, Mohsen
    Khademi, Hamid Reza
    Amini, Mohsen
    [J]. MEDICINAL CHEMISTRY, 2015, 11 (01): : 69 - 76
  • [4] Synthesis and anti-inflammatory activity of new 1,2,4-triazole derivatives
    Paprocka, Renata
    Wiese, Malgorzata
    Eljaszewicz, Andrzej
    Helmin-Basa, Anna
    Gzella, Andrzej
    Modzelewska-Banachiewicz, Bozena
    Michalkiewicz, Jacek
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2015, 25 (13) : 2664 - 2667
  • [5] New 1,2,4-triazole/pyrazole hybrids linked to oxime moiety as nitric oxide donor celecoxib analogs: Synthesis, cyclooxygenase inhibition anti-inflammatory, ulcerogenicity, anti-proliferative activities, apoptosis, molecular modeling and nitric oxide release studies
    Fadaly, Wael A. A.
    Elshaier, Yaseen A. M. M.
    Hassanein, Emad H. M.
    Abdellatif, Khaled R. A.
    [J]. BIOORGANIC CHEMISTRY, 2020, 98
  • [6] Synthesis and anti-inflammatory activity of some 1,2,4-triazole derivatives
    Turan-Zitouni, Gulhan
    Kaplancikli, Zafer Asim
    Ozdemir, Ahmet
    Chevallet, Pierre
    Gumusel, Bulent
    [J]. DRUGS OF THE FUTURE, 2007, 32 : 54 - 55
  • [7] Synthesis and anti-inflammatory properties of novel 1,2,4-triazole derivatives
    El-Serwy, Walaa S.
    Mohamed, Neama A.
    Abbas, Eman M.
    Abdel-Rahman, Rehab F.
    [J]. RESEARCH ON CHEMICAL INTERMEDIATES, 2013, 39 (06) : 2543 - 2554
  • [8] Synthesis and anti-inflammatory properties of novel 1,2,4-triazole derivatives
    Walaa S. El-Serwy
    Neama A. Mohamed
    Eman M. Abbas
    Rehab F. Abdel-Rahman
    [J]. Research on Chemical Intermediates, 2013, 39 : 2543 - 2554
  • [9] Synthesis and evaluation of some novel 1,2,4-triazole derivatives for antmicrobial, antitubercular and anti-inflammatory activities
    Pattan, Shashikant
    Gadhave, Priyanka
    Tambe, Vishal
    Dengale, Santosh
    Thakur, Deepak
    Hiremath, S. V.
    Shete, R. V.
    Deotarse, Pravin
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2012, 51 (01): : 297 - 301
  • [10] New 1,2,3-Triazole/1,2,4-triazole Hybrids as Aromatase Inhibitors: Design, Synthesis, and Apoptotic Antiproliferative Activity
    Maghraby, Mohamed T-E
    Almutairi, Tahani Mazyad
    Brase, Stefan
    Salem, Ola I. A.
    Youssif, Bahaa G. M.
    Sheha, Mahmoud M.
    [J]. MOLECULES, 2023, 28 (20):
12345