Synthesis and in vitro evaluation of 12-(substituted aminomethyl) berberrubine derivatives as anti-diabetics.

Abstract

By introducing various amino methyl groups into 12-position of berberrubine, a series of 12-(substituted aminomethyl) berberrubine derivatives were synthesized and evaluated for their anti-diabetic activity against type 2 diabetes mellitus. The results indicated that most of the prepared compounds exhibited moderate to good anti-diabetic activity, which were comparable to or even better than the berberine, the positive control rosiglitazone and insulin. Especially, compound 3b with an N-methyl piperazine-4-methyl group at C-12, exerted the most powerful anti-diabetic activity.

• Authors: Renjun Li, Jianbo Wu, Yun He, Li Hai, Yong Wu
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 24 Issue 7 Pg. 1762-5 (Apr 01 2014) ISSN: 1464-3405 [Electronic] England
• PMID: 24613165 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2014 Elsevier Ltd. All rights reserved.

Chemical References

• Hypoglycemic Agents
• Berberine
• berberrubine
• Glucose

Topics

• 3T3-L1 Cells
• Adipocytes (drug effects)
• Animals
• Berberine (analogs & derivatives, chemical synthesis, chemistry, pharmacology)
• Diabetes Mellitus, Type 2 (drug therapy, pathology)
• Dose-Response Relationship, Drug
• Glucose (pharmacokinetics)
• Hypoglycemic Agents (chemical synthesis, chemistry, pharmacology)
• Insulin Resistance
• Mice
• Molecular Structure
• Muscle Fibers, Skeletal (drug effects)
• Rats
• Structure-Activity Relationship