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Design and synthesis of alkoxyindolyl-3-acetic acid analogs as peroxisome proliferator-activated receptor-gamma/delta agonists

Authors
Gim, Hyo JinLi, HuaLee, EunRyu, Jae-HaJeon, Raok
Issue Date
15-Jan-2013
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Citation
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, v.23, no.2, pp 513 - 517
Pages
5
Journal Title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume
23
Number
2
Start Page
513
End Page
517
URI
https://scholarworks.sookmyung.ac.kr/handle/2020.sw.sookmyung/11371
DOI
10.1016/j.bmcl.2012.11.033
ISSN
0960-894X
1464-3405
Abstract
A series of carbazole or phenoxazine containing alkoxyindole-3-acetic acid analogs were prepared as PPAR gamma/delta agonists and their transactivation activities for PPAR receptor subtypes (alpha, gamma and delta) were investigated. Structure-activity relationship studies disclosed the effect of the lipophilic tail, attaching position of the alkoxy group and N-benzyl substitution at indole. Compound 1b was the most potent for PPARd and 3b for PPAR gamma. Molecular modeling suggested two different binding modes of our alkoxyindole-3-acetic acid analogs providing the insight into their PPAR activity. (C) 2012 Elsevier Ltd. All rights reserved.
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