title: Synthesis and SAR studies for the inhibition of TNF-alpha production. Part 2. 2-[3-(Cyclopentyloxy)-4-methoxyphenyl]-substituted-1-isoindolinone derivatives.
abstract: This study describes the synthesis and in vitro evaluation of 2-[3-(cyclopentyloxy)-4-methoxyphenyl]-1-isoindolinone derivatives substituted on benzene moiety of isoindoline ring for the inhibition of TNF-alpha production. From this study, we have found the 6-C position on isoindolinone ring is an optimal derivatization site. Among the compounds synthesized, 6-amino-2-[3-(cyclopentyloxy)-4-methoxyphenyl]-1-isoindolinone (6) was the most potent in inhibitory activity of TNF-alpha production in LPS-stimulated RAW264.7 cells.
authors: Institute of Bioscience & Biotechnology, Daewoong Pharm, Ltd, Yongin, Kyunggi-Do, Korea. joonchem@daewoong.co.kr
authors: Joon Seok
authors: JS
authors: Park
authors: Seong Cheol
authors: SC
authors: Moon
authors: Kyong Up
authors: KU
authors: Baik
authors: Jae Youl
authors: JY
authors: Cho
authors: Eun Sook
authors: ES
authors: Yoo
authors: Young Seok
authors: YS
authors: Byun
authors: Myung Hwan
authors: MH
authors: Park
authors: Kyung Up
authors: KU
authors: Balk
mesh_terms: D000818:Animals; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D051379:Mice; D013329:Structure-Activity Relationship; D014409:Tumor Necrosis Factor-alpha / Q000037:antagonists & inhibitors* / Q000096:biosynthesis
chemical_list: D007211:Indoles; D014409:Tumor Necrosis Factor-alpha