Novel δ2-isoxazolines as group II phospholipase A2 inhibitors

被引：40
作者：
Basappa
Kumar, MS
Swamy, SN
Mahendra, M
Prasad, JS
Viswanath, BS
Rangappa, KS [1 ]
机构：
[1] Univ Mysore, Dept Studies Chem, Mysore 570006, Karnataka, India
[2] Univ Mysore, Dept Studies Biochem, Mysore 570006, Karnataka, India
[3] Univ Mysore, Dept Studies Phys, Mysore 570006, Karnataka, India
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2004年 / 14卷 / 14期
关键词：
delta(2-)isoxazoline; aldoxime; phospholipase A(2); anti-inflammatory; ursolic acid;
D O I：
10.1016/j.bmcl.2004.05.012
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The synthesized imidazolyl substituted delta(2)-isoxazolines were subjected to Phospholipase A(2) (PLA(2)) enzyme inhibitory activity against snake venom source and their structure-activity relationship with respect to different groups attached to this moiety is reported for the first time. The crystal structure of the compound 2-butyl-5-chloro-3H-imidazolyl-4-carbaldehyde oxime 2, an intermediate for the construction of isoxazolines is reported. These compounds exerted a significant PLA2 enzyme inhibitory activity against group II PLA2. The in vivo activity on mice of selected compounds 3bI and 3bIV shows the comparable anti-inflammatory activity with the known standard ursolic acid. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3679 / 3681
页数：3
相关论文
共 50 条
  • [21] Synthesis of novel 2-pyrazoline analogues with potent anti-inflammatory effect mediated by inhibition of phospholipase A2: Crystallographic, in silico docking and QSAR analysis
    Lokeshwari, Devirammanahalli Mahadevaswamy
    Achutha, Dileep Kumar
    Srinivasan, Bharath
    Shivalingegowda, Naveen
    Krishnappagowda, Lokanath Neratur
    Kariyappa, Ajay Kumar
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (16) : 3806 - 3811
  • [22] ANTIINFLAMMATORY PHOSPHOLIPASE-A2 INHIBITORS .2. DESIGN, SYNTHESIS AND STRUCTURE ACTIVITY RELATIONSHIP
    WILKERSON, W
    DELUCCA, I
    GALBRAITH, W
    KERR, J
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1992, 27 (06) : 595 - 610
  • [23] Synthesis of azetidin-2-one derivatives as inhibitor of secretory phospholipase A2 with anti-inflammatory activity
    Yerigeri, MC
    Murari, SK
    Mohammed, S
    Math, SKS
    Thimmaiah, KN
    Vishwanath, BS
    LETTERS IN DRUG DESIGN & DISCOVERY, 2005, 2 (04) : 307 - 310
  • [24] Genistein, a potent inhibitor of secretory phospholipase A2: A new insight in down regulation of inflammation
    Dharmappa K.K.
    Mohamed R.
    Shivaprasad H.V.
    Vishwanath B.S.
    Inflammopharmacology, 2010, 18 (1) : 25 - 31
  • [25] Synthesis of benzophenone oxime analogues as inhibitor of secretory phospholipase A2 with anti-inflammatory activity
    Murari, SK
    Sriharsha, SN
    Shashikanth, S
    Vishwanath, BS
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (10) : 2423 - 2425
  • [26] Anti-tubercular and anti-inflammatory activities of azetidin-2-one derivatives and their effects on the activity of phospholipase A2
    Yerigeri, Mayur C.
    Murari, Satish Kumar
    Thimmaiah, Kuntebommanahalli N.
    Math, Shanta Kumar Sugur
    Vishwanath, Bannikuppe Sannanaik
    MEDICINAL CHEMISTRY, 2008, 4 (02) : 190 - 193
  • [27] Design and Amberlyst-15 mediated synthesis of novel thienyl-pyrazole carboxamides that potently inhibit Phospholipase A2 by binding to an allosteric site on the enzyme
    Kumar, Achutha Dileep
    Prabhudeva, Malledevarapura Gurumurthy
    Bharath, Srinivasan
    Kumara, Karthik
    Lokanath, Neratur Krishnappagowda
    Kumar, Kariyappa Ajay
    BIOORGANIC CHEMISTRY, 2018, 80 : 444 - 452
  • [28] Inhibition of Pro-inflammatory Secreted Phospholipase A2 by Extracts from Cynara cardunculus L.
    Kammoun, Maher
    Koubaa, Imed
    Ben Ali, Yassine
    Jarraya, Raoudha
    Gargouri, Youssef
    Damak, Mohamed
    Bezzine, Sofiane
    APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY, 2010, 162 (03) : 662 - 670
  • [29] Inhibition of Pro-inflammatory Secreted Phospholipase A2 by Extracts from Cynara cardunculus L.
    Maher Kammoun
    Imed Koubaa
    Yassine Ben Ali
    Raoudha Jarraya
    Youssef Gargouri
    Mohamed Damak
    Sofiane Bezzine
    Applied Biochemistry and Biotechnology, 2010, 162 : 662 - 670
  • [30] Inhibition of secretory phospholipase A2 enzyme by bilirubin: A new role as endogenous anti-inflammatory molecule
    Noor Mohamed Jameel
    Brigitte M. Frey
    Felix J. Frey
    T. Veerabasappa Gowda
    Bannikuppe S. Vishwanath
    Molecular and Cellular Biochemistry, 2005, 276 : 219 - 225
12345