Next Article in Journal
Analysis of Artifacts Caused by Pulse Imperfections in CPMG Pulse Trains in NMR Relaxation Dispersion Experiments
Previous Article in Journal
Supervised Learning to Predict Sperm Sorting by Magnetophoresis
Open AccessArticle

Structure Confirmation and Evaluation of a Nonsteroidal Inhibitor of 17β-Hydroxysteroid Dehydrogenase Type 10

by Sophie Boutin 1,2 and Donald Poirier 1,2,*
1
Endocrinology and Nephrology Unit, Laboratory of Medicinal Chemistry, CHU de Québec—Research Center, Québec, QC G1V 4G2, Canada
2
Department of Molecular Medicine, Faculty of Medicine, Université Laval, Québec, QC G1V 4G2, Canada
*
Author to whom correspondence should be addressed.
Magnetochemistry 2018, 4(3), 32; https://doi.org/10.3390/magnetochemistry4030032
Received: 30 April 2018 / Revised: 13 July 2018 / Accepted: 16 July 2018 / Published: 23 July 2018
17β-Hydroxysteroid dehydrogenase type 10 (17β-HSD10) is a steroidogenesis enzyme known for its potential role in Alzheimer’s disease. For comparison purposes between steroidal and nonsteroidal 17β-HSD10 inhibitors 1 and 2, respectively, we attempted the chemical synthesis of benzothiazole phosphonate derivative 2. Instead of a one-pot synthesis, we report a two-step synthesis with characterization of both imine intermediate 5 and final compound 2. Furthermore, complete assignation of 1H and 13C nuclear magnetic resonance (NMR) signals of 2 is provided, as we observed a divergence of NMR data with those published previously. Finally, biological assays showed that 1 and 2 inhibited the oxidation of estradiol (E2) into estrone (E1) by the 17β-HSD10 recombinant protein. However, in human embryonic kidney (HEK)-293 intact cells transfected with 17β-HSD10, only the steroidal inhibitor 1 induced a dose-dependent inhibition of E2 to E1 transformation. View Full-Text
Keywords: NMR; chemical synthesis; enzyme inhibitor; 17β-HSD10; Alzheimer’s NMR; chemical synthesis; enzyme inhibitor; 17β-HSD10; Alzheimer’s
Show Figures

Graphical abstract

MDPI and ACS Style

Boutin, S.; Poirier, D. Structure Confirmation and Evaluation of a Nonsteroidal Inhibitor of 17β-Hydroxysteroid Dehydrogenase Type 10. Magnetochemistry 2018, 4, 32.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop