Analgesic, anti-inflammatory activity and docking study of 2-(substituted phenyl)-3-(naphthalen-1-yl)thiazolidin-4-ones

被引:0
作者
Agrawal, Neetu [1 ]
Upadhyay, Prabhat K. [1 ]
Mujwar, Somdutt [1 ]
Mishra, Pradeep [1 ]
机构
[1] GLA Univ, Inst Pharmaceut Res, 17 Km Stone,NH-2,Mathura Delhi Rd,PO Chaumuhan, Mathura 281406, Uttar Pradesh, India
关键词
4-Thiazolidinone; analgesic; anti-inflammatory; naphthylamine; Schiff's base; ACID-DERIVATIVES; CYCLOOXYGENASE; INFLAMMATION;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A potential analgesic and anti-inflammatory activities have been reported in 4-thiazolidinone analogs as well as some drugs bearing naphthyl moiety such as naproxen. Thus a reported series of 2-(substituted phenyl)-3-(naphthalen-1-yl)thiazolidin-4-ones (Tz(1-10)) was explored for analgesic and anti-inflammatory activities. The analgesic activity was determined using tail immersion and acetic acid-induced writhing model while the anti-inflammatory activity was determined using carageenan-induced paw edema method. The docking studies were also carried out to gain understanding of binding modes of the potent compounds in the COX-2 enzyme active cavity. The compounds Tz(1), Tz(5) and Tz(6) emerged as potent analgesic and anti-inflammatory agents. The compounds displayed excellent binding interaction with the receptor with Tz(6) showing the highest binding energy (-11.08 kcal/mol). Moreover, the synthesized compounds are predicted to have good oral bioavailability as shown by their physicochemical properties calculated using software. The naphthalenyl substituted thiazolidinones reported in the present study provide basis for further studies and future prospects for development of new anti-inflammatory and analgesic agents.
引用
收藏
页码:39 / 46
页数:8
相关论文
共 17 条
[1]  
Agrawal N, 2017, J INDIAN CHEM SOC, V94, P913
[2]   Anti-inflammatory, analgesic and antipyretic properties of Thespesia populnea So land ex. Correa seed extracts and its fractions in animal models [J].
Amol S, Shah ;
Kallangouda R, Alagawadi .
JOURNAL OF ETHNOPHARMACOLOGY, 2011, 137 (03) :1504-1509
[3]  
Bansal E, 2000, ARZNEIMITTEL-FORSCH, V50, P1009
[4]   Cyclooxygenase: Past, present and future. A tribute to John R. Vane (1927-2004) [J].
Botting, RM .
JOURNAL OF THERMAL BIOLOGY, 2006, 31 (1-2) :208-219
[5]   ABDOMINAL CONSTRICTION RESPONSE AND ITS SUPPRESSION BY ANALGESIC DRUGS IN MOUSE [J].
COLLIER, HOJ ;
DINNEEN, LC ;
JOHNSON, CA ;
SCHNEIDER, C .
BRITISH JOURNAL OF PHARMACOLOGY, 1968, 32 (02) :295-+
[6]   Synthesis of 2-(aryl)-5-(arylidene)-4-thiazolidinone derivatives with potential analgesic and anti-inflammatory activity [J].
Deep, Aakash ;
Jain, Sandeep ;
Sharma, Prabodh Chander ;
Phogat, Priyanka ;
Malhotra, Manav .
MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (08) :1652-1659
[7]   Synthesis and biological activity evaluation of 5-pyrazoline substituted 4-thiazolidinones [J].
Havrylyuk, Dmytro ;
Zimenkovsky, Borys ;
Vasylenko, Olexandr ;
Day, Craig W. ;
Smee, Donald F. ;
Grellier, Philippe ;
Lesyk, Roman .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 66 :228-237
[8]  
HLA T, 1993, ANN NY ACAD SCI, V696, P197
[9]   Synthesis and biological evaluation of novel thiazolidinone derivatives as potential anti-inflammatory agents [J].
Hu, Jie ;
Wang, Yi ;
Wei, Xiaoyan ;
Wu, Xixi ;
Chen, Gaozhi ;
Cao, Gaozhong ;
Shen, Xueqian ;
Zhang, Xiuhua ;
Tang, Qinqin ;
Liang, Guang ;
Li, Xiaokun .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 64 :292-301
[10]  
KOSTER R, 1959, FED PROC, V18, P412