Synthesis and antidiabetic activity of β-acetamido ketones
This paper reports the use of trifluoroacetic acid as a catalyst in the Dakin–West reaction for the synthesis of β-acetamido ketones. The method has several advantages such as requiring only mild conditions and a low concentration of catalyst. Screening of 19 β-acetamido ketones for antidiabetic act...
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2011-08-01
|
| Series: | Acta Pharmaceutica Sinica B |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S221138351100044X |
| _version_ | 1819262325467643904 |
|---|---|
| author | Xing-hua Zhang Ju-fang Yan Li Fan Gong-bao Wang Da-cheng Yang |
| author_facet | Xing-hua Zhang Ju-fang Yan Li Fan Gong-bao Wang Da-cheng Yang |
| author_sort | Xing-hua Zhang |
| collection | DOAJ |
| description | This paper reports the use of trifluoroacetic acid as a catalyst in the Dakin–West reaction for the synthesis of β-acetamido ketones. The method has several advantages such as requiring only mild conditions and a low concentration of catalyst. Screening of 19 β-acetamido ketones for antidiabetic activity in vitro showed that their activity as peroxisome proliferator-activated receptor (PPAR) agonists and as dipeptidyl peptidase 4 (DPP-IV) inhibitors was fairly weak. |
| first_indexed | 2024-12-23T19:55:54Z |
| format | Article |
| id | doaj.art-0f449930eceb4273b35652fe8a03939c |
| institution | Directory Open Access Journal |
| issn | 2211-3835 2211-3843 |
| language | English |
| last_indexed | 2024-12-23T19:55:54Z |
| publishDate | 2011-08-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Acta Pharmaceutica Sinica B |
| spelling | doaj.art-0f449930eceb4273b35652fe8a03939c2022-12-21T17:33:13ZengElsevierActa Pharmaceutica Sinica B2211-38352211-38432011-08-011210010510.1016/j.apsb.2011.06.006Synthesis and antidiabetic activity of β-acetamido ketonesXing-hua Zhang0Ju-fang Yan1Li Fan2Gong-bao Wang3Da-cheng Yang4School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, ChinaCenter for Drug Screening, Chengdu Di Ao Pharmaceutical Group Co., Ltd, Chengdu 610041, ChinaSchool of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, ChinaSchool of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, ChinaSchool of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, ChinaThis paper reports the use of trifluoroacetic acid as a catalyst in the Dakin–West reaction for the synthesis of β-acetamido ketones. The method has several advantages such as requiring only mild conditions and a low concentration of catalyst. Screening of 19 β-acetamido ketones for antidiabetic activity in vitro showed that their activity as peroxisome proliferator-activated receptor (PPAR) agonists and as dipeptidyl peptidase 4 (DPP-IV) inhibitors was fairly weak.http://www.sciencedirect.com/science/article/pii/S221138351100044XDiabetes mellitusDakin–West reactionTrifluoroacetic acidβ-Acetamido ketone4-Chloroacetophenone |
| spellingShingle | Xing-hua Zhang Ju-fang Yan Li Fan Gong-bao Wang Da-cheng Yang Synthesis and antidiabetic activity of β-acetamido ketones Acta Pharmaceutica Sinica B Diabetes mellitus Dakin–West reaction Trifluoroacetic acid β-Acetamido ketone 4-Chloroacetophenone |
| title | Synthesis and antidiabetic activity of β-acetamido ketones |
| title_full | Synthesis and antidiabetic activity of β-acetamido ketones |
| title_fullStr | Synthesis and antidiabetic activity of β-acetamido ketones |
| title_full_unstemmed | Synthesis and antidiabetic activity of β-acetamido ketones |
| title_short | Synthesis and antidiabetic activity of β-acetamido ketones |
| title_sort | synthesis and antidiabetic activity of β acetamido ketones |
| topic | Diabetes mellitus Dakin–West reaction Trifluoroacetic acid β-Acetamido ketone 4-Chloroacetophenone |
| url | http://www.sciencedirect.com/science/article/pii/S221138351100044X |
| work_keys_str_mv | AT xinghuazhang synthesisandantidiabeticactivityofbacetamidoketones AT jufangyan synthesisandantidiabeticactivityofbacetamidoketones AT lifan synthesisandantidiabeticactivityofbacetamidoketones AT gongbaowang synthesisandantidiabeticactivityofbacetamidoketones AT dachengyang synthesisandantidiabeticactivityofbacetamidoketones |