title: Synthesis and bioevaluation of glycosyl ureas as alpha-glucosidase inhibitors and their effect on mycobacterium.
abstract: Glycosyl amino esters (2-13) on reaction with different isocyanates resulted in quantitative conversion to glycosyl ureas (14--32). Few of the selected ureas (15-20, 22-28, 30 and 32) on cyclative amidation with DBU/TBAB/4 A MS gave respective dihydropyrimidinones in fair to good yields (33-47). The compounds were screened for alpha-glucosidase inhibitory activity and two (19 and 23) of them showed strong inhibition against rat intestinal alpha-glucosidase. The compounds were also screened against Mycobacterium aurum, however, only one (19) of them exhibited marginal antitubercular activity.
authors.affiliation: Division of Medicinal Chemistry, Central Drug Research Institute, Lucknow-226001, India.
authors.forename: Neetu
authors.initials: N
authors.lastname: Tewari
authors.forename: V K
authors.initials: VK
authors.lastname: Tiwari
authors.forename: R C
authors.initials: RC
authors.lastname: Mishra
authors.forename: R P
authors.initials: RP
authors.lastname: Tripathi
authors.forename: A K
authors.initials: AK
authors.lastname: Srivastava
authors.forename: R
authors.initials: R
authors.lastname: Ahmad
authors.forename: R
authors.initials: R
authors.lastname: Srivastava
authors.forename: B S
authors.initials: BS
authors.lastname: Srivastava
mesh_terms: D000818:Animals; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D065089:Glycoside Hydrolase Inhibitors; D006031:Glycosylation; D007422:Intestines / Q000201:enzymology; D009161:Mycobacterium / Q000187:drug effects*; D018583:Pliability; D011744:Pyrimidinones / Q000138:chemical synthesis / Q000494:pharmacology; D051381:Rats; D013329:Structure-Activity Relationship; D014508:Urea / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology
chemical_list: D000995:Antitubercular Agents; D065089:Glycoside Hydrolase Inhibitors; D011744:Pyrimidinones; D014508:Urea