Design, Synthesis, and Biological Characterization of Orally Active 17β-Hydroxysteroid Dehydrogenase Type 2 Inhibitors Targeting the Prevention of Osteoporosis.


Journal

Journal of medicinal chemistry
ISSN: 1520-4804
Titre abrégé: J Med Chem
Pays: United States
ID NLM: 9716531

Informations de publication

Date de publication:
08 08 2019
Historique:
pubmed: 26 7 2019
medline: 11 6 2020
entrez: 26 7 2019
Statut: ppublish

Résumé

Osteoporosis is predominantly treated with drugs that inhibit further bone resorption due to estrogen deficiency. Yet, osteoporosis drugs that not only inhibit bone resorption but also stimulate bone formation, such as potentially inhibitors of 17β-hydroxysteroid dehydrogenase type 2 (17β-HSD2), may be more efficacious in the treatment of osteoporosis. Blockade of 17β-HSD2 is thought to increase intracellular estradiol and testosterone in bone, thereby inhibiting bone resorption by osteoclasts and stimulating bone formation by osteoblasts, respectively. We here describe the design, synthesis, and biological characterization of a novel bicyclic-substituted hydroxyphenylmethanone 17β-HSD2 inhibitor (compound

Identifiants

pubmed: 31343176
doi: 10.1021/acs.jmedchem.9b00932
doi:

Substances chimiques

Bone Density Conservation Agents 0
Enzyme Inhibitors 0
Estradiol Dehydrogenases EC 1.1.1.62
HSD17B2 protein, human EC 1.1.1.62

Types de publication

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

Langues

eng

Sous-ensembles de citation

IM

Pagination

7289-7301

Auteurs

Ahmed S Abdelsamie (AS)

ElexoPharm GmbH , Im Stadtwald, Building A1.2 , 66123 Saarbrücken , Germany.
Chemistry of Natural and Microbial Products Department , National Research Centre , Dokki, 12622 Cairo , Egypt.

Mohamed Salah (M)

Department of Pharmaceutical and Medicinal Chemistry , Saarland University , 66123 Saarbrücken , Germany.

Lorenz Siebenbürger (L)

PharmBioTec GmbH , 66123 Saarbrücken , Germany.

Ahmed Merabet (A)

ElexoPharm GmbH , Im Stadtwald, Building A1.2 , 66123 Saarbrücken , Germany.
Institute of Pharmaceutical Chemistry , Philipps-University , 35032 Marburg , Germany.

Claudia Scheuer (C)

Institute for Clinical & Experimental Surgery , Saarland University , 66421 Homburg/Saar , Germany.

Martin Frotscher (M)

Department of Pharmaceutical and Medicinal Chemistry , Saarland University , 66123 Saarbrücken , Germany.

Sebastian T Müller (ST)

Institute for Zoology, Molecular Cell Physiology and Endocrinology , Technical University Dresden , 01062 Dresden , Germany.

Oliver Zierau (O)

Institute for Zoology, Molecular Cell Physiology and Endocrinology , Technical University Dresden , 01062 Dresden , Germany.

Günter Vollmer (G)

Institute for Zoology, Molecular Cell Physiology and Endocrinology , Technical University Dresden , 01062 Dresden , Germany.

Michael D Menger (MD)

Institute for Clinical & Experimental Surgery , Saarland University , 66421 Homburg/Saar , Germany.

Matthias W Laschke (MW)

Institute for Clinical & Experimental Surgery , Saarland University , 66421 Homburg/Saar , Germany.

Chris J van Koppen (CJ)

ElexoPharm GmbH , Im Stadtwald, Building A1.2 , 66123 Saarbrücken , Germany.
Department of Pharmaceutical and Medicinal Chemistry , Saarland University , 66123 Saarbrücken , Germany.

Sandrine Marchais-Oberwinkler (S)

Institute of Pharmaceutical Chemistry , Philipps-University , 35032 Marburg , Germany.

Rolf W Hartmann (RW)

Department of Pharmaceutical and Medicinal Chemistry , Saarland University , 66123 Saarbrücken , Germany.
Department of Drug Design and Optimization , Helmholtz Institute for Pharmaceutical Research Saarland (HIPS) , 66123 Saarbrücken , Germany.

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Classifications MeSH