C-Aryl glycoside inhibitors of SGLT2: Exploration of sugar modifications including C-5 spirocyclization

Modifications to the sugar portion of C-aryl glycoside sodium glucose transporter 2 (SGLT2) inhibitors were explored, including systematic deletion and modification of each of the glycoside hydroxyl groups. Based on results showing activity to be quite tolerant of structural change at the C-5 positi...

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Published in:Bioorganic & medicinal chemistry letters 2010-03, Vol.20 (5), p.1569-1572
Main Authors: Robinson, Ralph P., Mascitti, Vincent, Boustany-Kari, Carine M., Carr, Christopher L., Foley, Patrick M., Kimoto, Emi, Leininger, Michael T., Lowe, Andre, Klenotic, Michelle K., MacDonald, James I., Maguire, Robert J., Masterson, Victoria M., Maurer, Tristan S., Miao, Zhuang, Patel, Jigna D., Préville, Cathy, Reese, Matthew R., She, Li, Steppan, Claire M., Thuma, Benjamin A., Zhu, Tong
Format: Article
Language:English
Subjects:
Animals
Biological and medical sciences
C-Aryl glycoside
Cyclization
Diabetes
General and cellular metabolism. Vitamins
Glucose
Glycosides - chemical synthesis
Glycosides - chemistry
Glycosides - pharmacokinetics
Humans
Hypoglycemic Agents - chemical synthesis
Hypoglycemic Agents - chemistry
Hypoglycemic Agents - pharmacokinetics
Inhibitor
Male
Medical sciences
Microsomes, Liver - metabolism
Pharmacology. Drug treatments
Rats
Rats, Sprague-Dawley
SGLT
SGLT2
Sodium-Glucose Transporter 2 - antagonists & inhibitors
Sodium-Glucose Transporter 2 - metabolism
Spiro Compounds - chemistry
Transporter
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