Literature DB >> 17110106

Discovery of adamantane ethers as inhibitors of 11beta-HSD-1: Synthesis and biological evaluation.

Jyoti R Patel1, Qi Shuai, Jurgen Dinges, Marty Winn, Marina Pliushchev, Steven Fung, Katina Monzon, William Chiou, Jiahong Wang, Liping Pan, Seble Wagaw, Kenneth Engstrom, Francis A Kerdesky, Kenton Longenecker, Russell Judge, Wenying Qin, Hovis M Imade, Deanne Stolarik, David W A Beno, Michael Brune, Linda E Chovan, Hing L Sham, Peer Jacobson, J T Link.   

Abstract

A novel class of adamantane ethers 11beta-hydroxysteroid hydrogenase type I inhibitors has been discovered. These compounds have excellent HSD-1 potency and selectivity against HSD-2. The structure-activity relationships, selectivity, metabolism, PK, ex vivo pharmacodynamic data, and an X-ray crystal structure of one of these inhibitors bound to h-HSD-1 are discussed.

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Year:  2006        PMID: 17110106     DOI: 10.1016/j.bmcl.2006.10.074

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  6 in total

1.  On-column ligand exchange for structure-based drug design: a case study with human 11β-hydroxysteroid dehydrogenase type 1.

Authors:  Wenying Qin; Russell A Judge; Kenton L Longenecker; Larry R Solomon; John E Harlan
Journal:  Acta Crystallogr Sect F Struct Biol Cryst Commun       Date:  2012-04-21

Review 2.  The lipophilic bullet hits the targets: medicinal chemistry of adamantane derivatives.

Authors:  Lukas Wanka; Khalid Iqbal; Peter R Schreiner
Journal:  Chem Rev       Date:  2013-02-25       Impact factor: 60.622

3.  Synthesis and biological evaluation of cyclic sulfamide derivatives as 11β-hydroxysteroid dehydrogenase 1 inhibitors.

Authors:  Se Hoan Kim; Ju Han Bok; Jae Hong Lee; Il Hyang Kim; Sung Wook Kwon; Gui Bin Lee; Seung Kyu Kang; Ji Seon Park; Won Hoon Jung; Hee Yeon Kim; Sang Dal Rhee; Sung Hoon Ahn; Myung Ae Bae; Deok Chan Ha; Ki Young Kim; Jin Hee Ahn
Journal:  ACS Med Chem Lett       Date:  2012-01-17       Impact factor: 4.345

Review 4.  Crystal structures of 11β-hydroxysteroid dehydrogenase type 1 and their use in drug discovery.

Authors:  Mark P Thomas; Barry V L Potter
Journal:  Future Med Chem       Date:  2011-03       Impact factor: 3.808

5.  Discovery of 2-Alkyl-1-arylsulfonylprolinamides as 11β-Hydroxysteroid Dehydrogenase Type 1 Inhibitors.

Authors:  Jianxin Yu; Haiyan Liu; Guangxin Xia; Lin Liu; Zhenmin Xu; Qian Chen; Chen Ma; Xing Sun; Jiajun Xu; Hua Li; Ping Li; Yufang Shi; Bing Xiong; Xuejun Liu; Jingkang Shen
Journal:  ACS Med Chem Lett       Date:  2012-09-20       Impact factor: 4.345

6.  Emodin, a natural product, selectively inhibits 11beta-hydroxysteroid dehydrogenase type 1 and ameliorates metabolic disorder in diet-induced obese mice.

Authors:  Ying Feng; Su-ling Huang; Wei Dou; Song Zhang; Jun-hua Chen; Yu Shen; Jian-hua Shen; Ying Leng
Journal:  Br J Pharmacol       Date:  2010-09       Impact factor: 8.739

  6 in total

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