ISSN : 0970 - 020X, ONLINE ISSN : 2231-5039
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Abstract

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

Muhamad Zulfaqar Bacho1, Mohd Fazli Mohammat2, Zurina Shaameri2, Agustono Wibowo3, Firdaus Kamarulzaman4 and Ahmad Sazali Hamzah2*

DOI : http://dx.doi.org/10.13005/ojc/360214


Abstract:

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.

Keywords:

Alpha-Glucosidase; Antidiabetic; Iminosugars; Pyrrolidine

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