Novel benzofuran derivatives: synthesis and antitumor activity

被引：11
作者：
Othman, Dina I. [1 ]
Abdelal, Ali M. M. [1 ]
El-Sayed, Magda A. [1 ]
El Bialy, Serry A. A. [1 ]
机构：
[1] Univ Mansoura, Fac Pharm, Dept Organ Pharmaceut Chem, Mansoura 35516, Egypt
来源：
HETEROCYCLIC COMMUNICATIONS | 2013年 / 19卷 / 01期
关键词：
antitumor activity; benzofuran; HEPG2; one-pot reaction; thiazolidin-4-one; ANTICANCER;
D O I：
10.1515/hc-2012-0119
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of new benzofuran derivatives 3a-f, 5a-e containing a heterocyclic substituent linked to benzofuran nucleus at C-2 were synthesized as potential antitumor agents. These products were synthesized starting with 2-bromoacetylbenzofuran 1. The structures of all compounds were established on the basis of analytical and spectral data. The synthesized compounds were tested against human liver carcinoma cell line (HEPG2) and all were more potent than the comparative standard (5-flurouracil). Compound 3f was the most active (IC50 = 12.4 mu g/mL).
引用
收藏
页码：29 / 35
页数：7
相关论文
共 27 条
[1]   Synthesis and antimicrobial evaluation of 1-(benzofuran-2-yl)-4-nitro-3-arylbutan-1-ones and 3-(benzofuran-2-yl)-4,5-dihydro-5-aryl-1-[4-(aryl)-1, 3-thiazol-2-yl]-1H-pyrazoles [J].
Abdel-Wahab, Bakr F. ;
Abdel-Aziz, Hatem A. ;
Ahmed, Essam M. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (06) :2632-2635
[2]  
[Anonymous], MED CHEM ANTICANCER
[3]   THE HANTZSCH THIAZOLE SYNTHESIS UNDER ACIDIC CONDITIONS - CHANGE OF REGIOSELECTIVITY [J].
BRAMLEY, SE ;
DUPPLIN, V ;
GOBERDHAN, DGC ;
MEAKINS, GD .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (03) :639-643
[4]   Salvinal, a novel microtubule inhibitor isolated from Salvia miltiorrhizae Bunge (Danshen), with antimitotic activity in multidrug-sensitive and -resistant human tumor cells [J].
Chang, JY ;
Chang, CY ;
Kuo, CC ;
Chen, LT ;
Wein, YS ;
Kuo, YH .
MOLECULAR PHARMACOLOGY, 2004, 65 (01) :77-84
[5]   Design, synthesis and discovery of 5-hydroxyaurone derivatives as growth inhibitors against HUVEC and some cancer cell lines [J].
Cheng, Huimin ;
Zhang, Lianwen ;
Liu, Yingxue ;
Chen, Shaopeng ;
Cheng, Hao ;
Lu, Xin ;
Zheng, Zhuxia ;
Zhou, Guo-Chun .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (12) :5950-5957
[6]   From microporous to mesoporous molecular sieve materials and their use in catalysis [J].
Corma, A .
CHEMICAL REVIEWS, 1997, 97 (06) :2373-2419
[7]   Hypoxia-Inducible Factor-1 Inhibitory Benzofurans and Chalcone-Derived Diels-Alder Adducts from Morus Species [J].
Dat, Nguyen Tien ;
Jin, Xuejun ;
Lee, Kyeong ;
Hong, Young-Soo ;
Kim, Young Ho ;
Lee, Jung Joon .
JOURNAL OF NATURAL PRODUCTS, 2009, 72 (01) :39-43
[8]  
El-Zahar MI, 2011, ACTA POL PHARM, V68, P357
[9]   A new approach to 2-aryl-7-alkoxy-benzofurans: Synthesis of ailanthoidol, a natural neolignan [J].
Fuganti, C ;
Serra, S .
TETRAHEDRON LETTERS, 1998, 39 (31) :5609-5610
[10]   Synthesis of potent antitumor and antiviral benzofuran derivatives [J].
Galal, Shadia A. ;
El-All, Amira S. Abd ;
Abdallah, Mohamed M. ;
El-Diwani, Hoda I. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (09) :2420-2428
123