Literature DB >> 9804695

Substituted tetrahydropyrrolo[2,1-b]oxazol-5(6H)-ones and tetrahydropyrrolo[2,1-b]thiazol-5(6H)-ones as hypoglycemic agents.

T D Aicher1, B Balkan, P A Bell, L J Brand, S H Cheon, R O Deems, J B Fell, W S Fillers, J D Fraser, J Gao, D C Knorr, G G Kahle, C L Leone, J Nadelson, R Simpson, H C Smith.   

Abstract

A series of substituted tetrahydropyrrolo[2,1-b]oxazol-5(6H)-ones and tetrahydropyrrolo[2,1-b]thiazol-5(6H)-ones was synthesized from amino alcohols or amino thiols and keto acids. A pharmacological model based on the results obtained with these compounds led to the synthesis and evaluation of a series of isoxazoles and other monocyclic compounds. These were evaluated for their ability to enhance glucose utilization in cultured L6 myocytes. The in vivo hypoglycemic efficacy and potency of these compounds were evaluated in a model of type 2 diabetes mellitus (non-insulin-dependent diabetes mellitus), the ob/ob mouse. 25a(2S) (SDZ PGU 693) was selected for further pharmacological studies.

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Year:  1998        PMID: 9804695     DOI: 10.1021/jm9803121

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  4 in total

Review 1.  Spirocyclic derivatives as antioxidants: a review.

Authors:  Karen Acosta-Quiroga; Cristian Rojas-Peña; Luz Stella Nerio; Margarita Gutiérrez; Efraín Polo-Cuadrado
Journal:  RSC Adv       Date:  2021-06-21       Impact factor: 4.036

2.  One-pot three-component synthesis and oxidation of functionalized tetrahydrobenzo[d]pyrrolo[2,1-b]thiazoles.

Authors:  Gong Jin; Jing Sun; Yuan Yuan; Dan-Dan He; Chao-Guo Yan
Journal:  Mol Divers       Date:  2018-03-19       Impact factor: 2.943

3.  14-Hy-droxy-11-[(E)-4-meth-oxy-benzyl-idene]-8-(4-meth-oxy-phen-yl)-5-thia-3,13-diaza-hepta-cyclo-[13.7.1.1.0.0.0.0]tetra-cosa-1(22),15(23),16,18,20-pentaen-10-one.

Authors:  Raju Suresh Kumar; Hasnah Osman; A S Abdul Rahim; Madhukar Hemamalini; Hoong-Kun Fun
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-10-08

4.  11-[(E)-Benzyl-idene]-14-hy-droxy-8-phenyl-6-thia-3,13-diaza-hepta-cyclo-[13.7.1.1(9,13).0(2,9).0(2,14).0(3,7).0(19,23)]tetra-cosa-1(22),15(23),16,18,20-pentaen-10-one.

Authors:  Raju Suresh Kumar; Hasnah Osman; Abdulrahman I Almansour; Suhana Arshad; Ibrahim Abdul Razak
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-06-13
  4 in total

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