Preparation of 2-, 3-, 4- and 7-(2-alkylcarbamoyl-1-alkylvinyl)benzo[b]furans and their BLT1 and/or BLT2 inhibitory activities

被引:61
作者
Ando, Kumiko [1 ]
Kawamura, Yoko [1 ]
Akai, Yukiko [1 ]
Kunitomo, Jun-ichi [1 ]
Yokomizo, Takehiko [2 ]
Yamashita, Masayuki [3 ]
Ohta, Shunsaku [3 ]
Ohishi, Takahiro [4 ]
Ohishi, Yoshitaka [1 ]
机构
[1] Mukogawa Womens Univ, Sch Pharmaceut Sci, Nishinomiya, Hyogo 6638179, Japan
[2] Kyushu Univ, Grad Sch Med Sci, Dept Med Biochem, Fukuoka 812, Japan
[3] Kyoto Pharmaceut Univ, Kyoto 607, Japan
[4] Doshisha Univ, Grad Sch Engn, Kyoto 610, Japan
关键词
D O I
10.1039/b710935k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several 2-alkylcarbamoyl-1-alkylvinylbenzo[b]furans were designed to find a selective leukotriene B-4 (LTB4) receptor antagonist. 2-(2-Alkylcarbamoyl-1-alkylvinyl) benzo[b] furans having a substituent group at the 3-position, 4-(2-alkylcarbamoyl-1-methylvinyl) benzo[b] furans having a substituent group at the 3-position, and 7-(2-alkylcarbamoyl-1-methylvinyl) benzo[b] furans and 3-(2-alkylcarbamoyl-1-alkylvinyl) benzo[b] furans were prepared and evaluated for LTB4 receptor (BLT1 and BLT2) inhibitory activities. (E)-3-Amino-4-[2-[2-(3,4-dimethoxyphenyl)ethylcarbamoyl]-1-methylvinyl]benzo[b]furan ((E)-17c) showed potent and selective inhibitory activity for BLT2. On the other hand, (E)-7-(2-diethylcarbamoyl-1-methylvinyl) benzo[ b] furan ((E)-27a) showed potent inhibitory activity for both BLT1 and BLT2.
引用
收藏
页码:296 / 307
页数:12
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