3-Amino-N-adamantyl-3-methylbutanamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitor

Younho Lee; Yong June Shin; Soon Kil Ahn

doi:10.1016/j.bmcl.2014.01.017

3-Amino-N-adamantyl-3-methylbutanamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitor

Bioorg Med Chem Lett. 2014 Mar 1;24(5):1421-5. doi: 10.1016/j.bmcl.2014.01.017. Epub 2014 Jan 13.

Authors

Younho Lee¹, Yong June Shin², Soon Kil Ahn³

Affiliations

¹ College of Pharmacy and Yonsei Institute of Pharmaceutical Sciences, Yonsei University, 162-1 Songdo-dong, Yeonsu-gu, Incheon 406-840, Republic of Korea.
² R&D Center, Ahn Gook Pharm., Gyeonggi Bio-Center, Suwon, Gyeonggi-do 443-766, Republic of Korea.
³ Institute for New Drug Development, Division of Life Sciences, Incheon National University, Incheon 406-772, Republic of Korea. Electronic address: skahn@incheon.ac.kr.

PMID: 24507919
DOI: 10.1016/j.bmcl.2014.01.017

Abstract

Many adamantane derivatives have been demonstrated to function as 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors. 3-Amino-N-adamantyl-3-methylbutanamide derivatives were optimized by structure-based drug design. Compound 8j exhibited a good in vitro and ex vivo inhibitory activity against both human and mouse 11β-HSD1.

Keywords: 11β-Hydroxysteroid dehydrogenase type 1 inhibitor; 3-Amino-N-adamantyl-3-methylbutanamide; Anti-diabetes; Structure-based drug design.

Publication types

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

MeSH terms

11-beta-Hydroxysteroid Dehydrogenase Type 1 / antagonists & inhibitors*
11-beta-Hydroxysteroid Dehydrogenase Type 1 / metabolism
Amides / chemistry*
Amides / metabolism
Animals
Binding Sites
Drug Design
Enzyme Inhibitors / chemistry*
Enzyme Inhibitors / metabolism
Humans
Mice
Molecular Docking Simulation
Protein Binding
Protein Structure, Tertiary
Structure-Activity Relationship

Substances

Amides
Enzyme Inhibitors
11-beta-Hydroxysteroid Dehydrogenase Type 1