Synthesis and nuclear factor-κB inhibitory activities of 6- or 7-methylchroman-2-carboxylic acid N-(substituted) phenylamides

Jae Hwan Kwak, Sun Woo Won, Tae Jeong Kim, Wonhui Yi, Eun Hwa Choi, Seung Chan Kim, Hyunjeong Park, Eunmiri Roh, Jae Kyung Jung, Bang Yeon Hwang, Jin Tae Hong, Youngsoo Kim, Jungsook Cho, Heesoon Lee

Research output: Contribution to journalArticlepeer-review

8 Scopus citations

Abstract

A series of 6- or 7-methylchroman-2-carboxylic acid N-(substituted) phenylamides (2a-s, 3a-s) were synthesized. Their abilities to inhibit nuclear factor-κB (NF-κB) activity were evaluated in lipopolysaccharide (LPS)-stimulated macrophage RAW 264.7 cells. Compounds with substituents such as -H, -CH3, and -CF3 on the phenyl ring were poor inhibitors of NF-κB. The most active NF-κB inhibitors contained 4-Cl (3s) and 4-OMe (3g) in the 7-methylchroman-2-carboxamide derivatives and 2-OH (2b) and 4-Cl (2s) in the 6-methylchroman-2-carboxamide derivatives (IC 50: 20.2-24.0 μM). These were slightly more potent than a reference compound, KL-1156 (1) (IC50: 43.9 μM).

Original languageEnglish (US)
Pages (from-to)167-175
Number of pages9
JournalArchives of Pharmacal Research
Volume32
Issue number2
DOIs
StatePublished - Feb 2009

Bibliographical note

Funding Information:
This work was supported by the research grant of the Chungbuk National University in 2007, the grant of the Korean Ministry of Education, Science and Technology (The Regional Core Research Program / Chungbuk BIT Research-Oriented University Consortium), and the Korea Science and Engineering Foundation (KOSEF) Grant funded by the Korea Government (MOST) (R13-2008-001-00000-00).

Keywords

  • 6-Methylchroman-2-carboxamide
  • 7-Methylchroman-2- carboxamide
  • NF-κB inhibitor

Fingerprint Dive into the research topics of 'Synthesis and nuclear factor-κB inhibitory activities of 6- or 7-methylchroman-2-carboxylic acid N-(substituted) phenylamides'. Together they form a unique fingerprint.

Cite this