Syntheses and anti-inflammatory activity of azamollugin derivatives

Hitomi Nishino; Yuki Nakajima; Yoshiaki Kakubari; Nakata Asami; Jun Deguchi; Alfarius Eko Nugroho; Yusuke Hirasawa; Toshio Kaneda; Yoko Kawasaki; Yukihiro Goda; Hiroshi Morita

doi:10.1016/j.bmcl.2015.11.081

Syntheses and anti-inflammatory activity of azamollugin derivatives

Bioorg Med Chem Lett. 2016 Jan 15;26(2):524-525. doi: 10.1016/j.bmcl.2015.11.081. Epub 2015 Nov 24.

Affiliations

¹ Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142-8501, Japan.
² National Institute of Health Sciences, 1-18-1 Kamiyoga, Setagaya-ku, Tokyo 158-8501, Japan.
³ Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142-8501, Japan. Electronic address: moritah@hoshi.ac.jp.

PMID: 26681510
DOI: 10.1016/j.bmcl.2015.11.081

Abstract

Oxomollugin (2) is a degradation product of mollugin (1) and a potent inhibitor of NO-production including nuclear factor kappa B signals. In our endeavor to develop a potent anti-inflammatory compound, we synthesized several aza-derivatives of oxomollugin (2) and evaluated their NO-production inhibitory activity. Azamollugin (3) showed a potent inhibitory activity, and its activity (IC50 0.34μM) was proved to be more potent than that of oxomollugin (2, IC50 1.3μM).

Keywords: Anti-inflammation; Azamollugin; Mollugin; NO-production inhibitor; Oxomollugin.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis
Anti-Inflammatory Agents, Non-Steroidal / pharmacology*
Benzopyrans / chemical synthesis
Benzopyrans / pharmacology
Cell Line
Lipopolysaccharides / pharmacology
Mice
Nitric Oxide / antagonists & inhibitors*
Quinolones / chemical synthesis
Quinolones / pharmacology*

Substances

Anti-Inflammatory Agents, Non-Steroidal
Benzopyrans
Lipopolysaccharides
Quinolones
azamollugin
oxomollugin
Nitric Oxide