A Facile Synthesis of Pyrrolidine-Based Iminosugars as Potential Alpha-Glucosidase Inhibitors

A multifaceted approach comprising MCR (multicomponent reaction), amination and stereoselective reduction reactions was used to synthesize new pyrrolidine-based iminosugars. The key step of this strategy involves the contruction of a highly functionalised pyrroldine ring skeleton through MCR approac...

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Bibliographic Details
Published in:Oriental journal of chemistry 2020-01, Vol.36 (2), p.309-319
Main Authors: Zulfaqar Bacho, Muhamad, Fazli Mohammat, Mohd, Shaameri, Zurina, Wibowo, Agustono, Kamarulzaman, Firdaus, Sazali Hamzah, Ahmad
Format: Article
Language:English
Subjects:
Chemical reduction
Chemical synthesis
Diabetes
Glucose
Glucosidase
Stereoselectivity
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Summary:A multifaceted approach comprising MCR (multicomponent reaction), amination and stereoselective reduction reactions was used to synthesize new pyrrolidine-based iminosugars. The key step of this strategy involves the contruction of a highly functionalised pyrroldine ring skeleton through MCR approach. Subsequently, amination and reduction reactions to the ring skeleton provide a quick access to new pyrrolidine- based imino sugars. The iminosugars were then tested against alpha glucosidase activity in which one compound (4-((4-methoxyphenyl)amino)pyrrolidin-3-ol), was found to be the most potent at low dosage.
ISSN:0970-020X
2231-5039
DOI:10.13005/ojc/360214