A series of beta-acetamido carbonyl compounds (S(1)-S(7)) were prepared using Dakin-West reaction from different substituted aldehyde and acetophenone in the presence of lanthanum triflate as a solid catalyst. All the compounds were tested for their alpha-glucosidase inhibitory potential against rat intestinal alpha-glucosidase. The most potent rat intestinal alpha-glucosidase inhibitors S(5) and S(7) were tested for their antihyperglycemic activity following carbohydrate tolerance test. Both the compounds displayed antihyperglycemic activity equivalent to the standard drug acarbose.
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http://dx.doi.org/10.1016/j.bmcl.2008.05.088 | DOI Listing |
J Org Chem
July 2024
Research and Post Graduate Department of Chemistry, St. Joseph's College (Autonomous), Devagiri (Affiliated to University of Calicut), Calicut 673008, Kerala State,India.
A novel and efficient fragment-based assembly of symmetrical -peptidotraizoles has been developed based on double Sharpless azide-alkyne click chemistry. A new Cu(II) catalyzed protocol with a wide substrate scope was developed for accessing the symmetrical alkylidene azidoamide fragment that yields the products in very good yields at room temperature without employing column purifications. The propargylated β-acetamido ketone fragment was accessed using another Cu(II) catalyzed room temperature MCR protocol.
View Article and Find Full Text PDFMol Divers
August 2009
Department of Chemistry, School of Sciences, Azzahra University, Vanak, Tehran, Iran.
A one-pot multi-component reaction for the synthesis of beta-acetamido carbonyl compounds is reported. The reaction uses a variety of aldehydes, acetophenone derivatives or methyl acetoacetate, acetonitrile, and acetyl chloride in the presence of ferric perchlorate, a mild, efficient and inexpensive catalyst effective under solvent free conditions.
View Article and Find Full Text PDFBioorg Med Chem Lett
July 2008
Pharmacology Division, Taranaka, Indian Institute of Chemical Technology, Hyderabad 500607, India.
A series of beta-acetamido carbonyl compounds (S(1)-S(7)) were prepared using Dakin-West reaction from different substituted aldehyde and acetophenone in the presence of lanthanum triflate as a solid catalyst. All the compounds were tested for their alpha-glucosidase inhibitory potential against rat intestinal alpha-glucosidase. The most potent rat intestinal alpha-glucosidase inhibitors S(5) and S(7) were tested for their antihyperglycemic activity following carbohydrate tolerance test.
View Article and Find Full Text PDFJ Org Chem
May 2003
Dr. Reddy's Research Foundation, Bollaram Road, Miyapur, Hyderabad 500 050, India.
An efficient improved procedure for the synthesis of beta-acetamido carbonyl compounds is developed by a cobalt(II) chloride-catalyzed three-component coupling protocol. The procedure is also amenable to the synthesis of gamma-lactams by a three-component coupling reaction with use of 2-carbomethoxybenzaldehyde. The beta-acetamido carbonyl compounds derived from 2-carbomethoxybenzaldehyde are useful intermediates as they can be transformed to the corresponding gamma-lactams on treatment with base.
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