Synthesis and Anticancer Activity of 1,3,5-triaryl-1H-pyrazole

被引:20
作者
Ghadbeigi, Sajad [1 ]
Ostad, Seyed Nasser [3 ]
Shafiee, Abbas [1 ]
Amini, Mohsen [1 ,2 ]
机构
[1] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran, Iran
[2] Univ Tehran Med Sci, Drug Design & Dev Res Ctr, Tehran, Iran
[3] Univ Tehran Med Sci, Fac Pharm, Dept Pharmacol & Toxicol, Tehran, Iran
关键词
Tri-arylpyrazole; cytotoxicity; synthesis; HT-29; MCF-7; AGS; CYTOTOXIC EVALUATION; IN-VITRO; AROMATIZATION; DERIVATIVES; ANTITUMOR;
D O I
10.2174/1570180812666150326004723
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Previous studies demonstrated that some pyrazole derivatives could be considered as potential anticancer agents. A series of 1,3,5-triaryl-1H-pyrazole derivatives were prepared by the reaction of phenylhydrazin and different chalcones. The previous classic synthesis method was developed for a simpler procedure. The cytotoxicity of these compounds was determined against three cancer cell lines (HT-29), (MCF-7), (AGS) as well as fibroblastic cell line (NIH-3T3) using MTT assay. These biological studies proved that 5f and 5l were the most potent compounds in this series. Furthermore, 5f showed a partial selectivity in cytotoxicity effect between the cancerous and normal cell lines.
引用
收藏
页码:754 / 759
页数:6
相关论文
共 20 条
[1]  
Abadi AH, 2003, CHEM PHARM BULL, V51, P838
[2]   Synthesis, Characterisation, and In Vitro Anticancer Activity of Curcumin Analogues Bearing Pyrazole/Pyrimidine Ring Targeting EGFR Tyrosine Kinase [J].
Ahsan, Mohamed Jawed ;
Khalilullah, Habibullah ;
Yasmin, Sabina ;
Jadav, Surender Singh ;
Govindasamy, Jeyabalan .
BIOMED RESEARCH INTERNATIONAL, 2013, 2013
[3]   Design, synthesis, cytotoxic evaluation and tubulin inhibitory activity of 4-aryl-5-(3,4,5-trimethoxyphenyl)-2-alkylthio-1H-imidazole derivatives [J].
Assadieskandar, Amir ;
Amini, Mohsen ;
Ostad, Seyed Nasser ;
Riazi, Gholam Hossein ;
Cheraghi-Shavi, Tayebe ;
Shafiei, Bentolhoda ;
Shafiee, Abbas .
BIOORGANIC & MEDICINAL CHEMISTRY, 2013, 21 (10) :2703-2709
[4]   Aromatization of Hantzsch 1,4-dihydropyridines and 1,3,5-trisubstituted pyrazolines with HIO3 and I2O5 in water [J].
Chai, Lingzhi ;
Zhao, Yankai ;
Sheng, Qiuju ;
Liu, Zhong-Quan .
TETRAHEDRON LETTERS, 2006, 47 (52) :9283-9285
[5]   REGIOSELECTIVE SYNTHESIS OF 1,3,5-TRISUBSTITUTED PYRAZOLES [J].
Desai, Vidya G. ;
Satardekar, Pooja C. ;
Polo, Sampada ;
Dhumaskar, Kashinath .
SYNTHETIC COMMUNICATIONS, 2012, 42 (06) :836-842
[6]   Synthesis and Anticancer Activity of 2,4,5-triaryl Imidazole Derivatives [J].
Elahian, Fatemeh ;
Akbari, Morteza ;
Ghasemi, Maryam ;
Behtooee, Neda ;
Taheri, Mohaddeseh ;
Amini, Mohsen .
LETTERS IN DRUG DESIGN & DISCOVERY, 2014, 11 (07) :840-843
[7]  
Ibrahim MM, 2012, JORDAN J CHEM, V7, P115
[8]  
Kurt ZK, 2013, LETT DRUG DES DISCOV, V10, P19
[9]  
Lauria A, 2014, LETT DRUG DES DISCOV, V11, P15
[10]   Synthesis, molecular docking study, and anticancer activity of triaryl-1,2,4-oxadiazole [J].
Miralinaghi, Parisa ;
Salimi, Mona ;
Amirhamzeh, Amirali ;
Norouzi, Mahnaz ;
Kandelousi, Hirsa Mostafapour ;
Shafiee, Abbas ;
Amini, Mohsen .
MEDICINAL CHEMISTRY RESEARCH, 2013, 22 (09) :4253-4262