Abstract
The synthesis and structure-activity relationship (SAR) of thiophene-C-glucosides have been explored, and the human sodium-dependent glucose cotransporter 2 (hSGLT2) inhibitory activities and rat urinary glucose excretion (UGE) effects of 3a-f were evaluated. As a result, they showed good hSGLT2 inhibitory activities and rat UGE effects. In particular, the chlorothiophene derivative 3f showed remarkable inhibitory activity against hSGLT2.
MeSH terms
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Animals
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Body Weight / drug effects
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CHO Cells
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Cricetinae
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Cricetulus
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Glucose / metabolism*
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Glucosides / chemical synthesis
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Glucosides / chemistry*
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Glucosides / pharmacology
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Humans
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Hypoglycemic Agents / chemical synthesis*
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Hypoglycemic Agents / chemistry
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Hypoglycemic Agents / pharmacology
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Male
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Rats
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Rats, Sprague-Dawley
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Sodium-Glucose Transporter 2 / metabolism
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Sodium-Glucose Transporter 2 Inhibitors*
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Sorbitol / analogs & derivatives*
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Sorbitol / chemical synthesis
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Sorbitol / chemistry
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Sorbitol / pharmacology
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Structure-Activity Relationship
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Thiophenes / chemistry*
Substances
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(1S)-1,5-anhydro-1-(5-chloro-4-(4-ethylbenzyl)-2-thienyl)-D-glucitol
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Glucosides
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Hypoglycemic Agents
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SLC5A2 protein, human
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Sodium-Glucose Transporter 2
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Sodium-Glucose Transporter 2 Inhibitors
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Thiophenes
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Sorbitol
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Glucose