Synthesis of N-(3-picolyl)-based 1,3,2λ5-benzoxazaphosphinamides as potential 11β-HSD1 enzyme inhibitors
Inhibition of 11β-HSD1 enzymatic action is perceived as a potential target for the treatment of metabolic syndromes like cardiovascular diseases, obesity, and diabetes. In an attempt to formulate potential organophosphorus compounds against 11β-HSD1 enzyme inhibition, we report novel 6-bromo-3-(6-me...
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Springer Science Media New York
2015
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| Online Access: | http://discol.umk.edu.my/id/eprint/8271/ http://www.academia.edu/19358011/Synthesis_of_N-_3-picolyl_-based_1_3_2%CE%BB5-benzoxazaphosphinamides_as_potential_11%CE%B2-HSD1_enzyme_inhibitors |
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my.umk.eprints.82712022-05-23T10:26:15Z http://discol.umk.edu.my/id/eprint/8271/ Synthesis of N-(3-picolyl)-based 1,3,2λ5-benzoxazaphosphinamides as potential 11β-HSD1 enzyme inhibitors Balam, S.K. Krishnammagari, S.K. Soora Harinath, J Sthanikam, S.P. Chereddy,S.S. Pasupuleti, V.R. Yellapu, N.K. Peddiahgari, V.G.R. Cirandur, S.R. Inhibition of 11β-HSD1 enzymatic action is perceived as a potential target for the treatment of metabolic syndromes like cardiovascular diseases, obesity, and diabetes. In an attempt to formulate potential organophosphorus compounds against 11β-HSD1 enzyme inhibition, we report novel 6-bromo-3-(6-methyl-2-pyridyl)-2-alkyl/arylamino-3,4-dihydro-2H-1,3,2λ5-benzoxazaphosphinin-2-ones 22a–22n as good in vitro inhibitors of HEK 293 cell lines. The in vivo acute and sub-acute investigations sustain them as good antidiabetic compounds. The computational docking studies performed on them also supported the binding mode of compounds 22a and 22h with 11β-HSD1 protein. The blood glucose level lowering effect of the target compounds 22a–22n screened on the streptozotocin-induced diabetic rats revealed that the target compounds are potential by antidiabetic when compared to the potency of standard glibenclamide drug. In addition, the calculated QSAR parameters, predicted ADMET properties, evaluated bioactivity properties and toxicity risk studies authorize drug like properties to the synthesized compounds Springer Science Media New York 2015 Non-Indexed Article NonPeerReviewed Balam, S.K. and Krishnammagari, S.K. and Soora Harinath, J and Sthanikam, S.P. and Chereddy,S.S. and Pasupuleti, V.R. and Yellapu, N.K. and Peddiahgari, V.G.R. and Cirandur, S.R. (2015) Synthesis of N-(3-picolyl)-based 1,3,2λ5-benzoxazaphosphinamides as potential 11β-HSD1 enzyme inhibitors. Medicinal Chemistry Research, 24. pp. 1119-1135. ISSN 10542523 http://www.academia.edu/19358011/Synthesis_of_N-_3-picolyl_-based_1_3_2%CE%BB5-benzoxazaphosphinamides_as_potential_11%CE%B2-HSD1_enzyme_inhibitors |
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Inhibition of 11β-HSD1 enzymatic action is perceived as a potential target for the treatment of metabolic syndromes like cardiovascular diseases, obesity, and diabetes. In an attempt to formulate potential organophosphorus compounds against 11β-HSD1 enzyme inhibition, we report novel 6-bromo-3-(6-methyl-2-pyridyl)-2-alkyl/arylamino-3,4-dihydro-2H-1,3,2λ5-benzoxazaphosphinin-2-ones 22a–22n as good in vitro inhibitors of HEK 293 cell lines. The in vivo acute and sub-acute investigations sustain them as good antidiabetic compounds. The computational docking studies performed on them also supported the binding mode of compounds 22a and 22h with 11β-HSD1 protein. The blood glucose level lowering effect of the target compounds 22a–22n screened on the streptozotocin-induced diabetic rats revealed that the target compounds are potential by antidiabetic when compared to the potency of standard glibenclamide drug. In addition, the calculated QSAR parameters, predicted ADMET properties, evaluated bioactivity properties and toxicity risk studies authorize drug like properties to the synthesized compounds |
| format |
Non-Indexed Article |
| author |
Balam, S.K. Krishnammagari, S.K. Soora Harinath, J Sthanikam, S.P. Chereddy,S.S. Pasupuleti, V.R. Yellapu, N.K. Peddiahgari, V.G.R. Cirandur, S.R. |
| spellingShingle |
Balam, S.K. Krishnammagari, S.K. Soora Harinath, J Sthanikam, S.P. Chereddy,S.S. Pasupuleti, V.R. Yellapu, N.K. Peddiahgari, V.G.R. Cirandur, S.R. Synthesis of N-(3-picolyl)-based 1,3,2λ5-benzoxazaphosphinamides as potential 11β-HSD1 enzyme inhibitors |
| author_facet |
Balam, S.K. Krishnammagari, S.K. Soora Harinath, J Sthanikam, S.P. Chereddy,S.S. Pasupuleti, V.R. Yellapu, N.K. Peddiahgari, V.G.R. Cirandur, S.R. |
| author_sort |
Balam, S.K. |
| title |
Synthesis of N-(3-picolyl)-based 1,3,2λ5-benzoxazaphosphinamides as potential 11β-HSD1 enzyme inhibitors |
| title_short |
Synthesis of N-(3-picolyl)-based 1,3,2λ5-benzoxazaphosphinamides as potential 11β-HSD1 enzyme inhibitors |
| title_full |
Synthesis of N-(3-picolyl)-based 1,3,2λ5-benzoxazaphosphinamides as potential 11β-HSD1 enzyme inhibitors |
| title_fullStr |
Synthesis of N-(3-picolyl)-based 1,3,2λ5-benzoxazaphosphinamides as potential 11β-HSD1 enzyme inhibitors |
| title_full_unstemmed |
Synthesis of N-(3-picolyl)-based 1,3,2λ5-benzoxazaphosphinamides as potential 11β-HSD1 enzyme inhibitors |
| title_sort |
synthesis of n-(3-picolyl)-based 1,3,2λ5-benzoxazaphosphinamides as potential 11β-hsd1 enzyme inhibitors |
| publisher |
Springer Science Media New York |
| publishDate |
2015 |
| url |
http://discol.umk.edu.my/id/eprint/8271/ http://www.academia.edu/19358011/Synthesis_of_N-_3-picolyl_-based_1_3_2%CE%BB5-benzoxazaphosphinamides_as_potential_11%CE%B2-HSD1_enzyme_inhibitors |
| _version_ |
1763303960407441408 |
| score |
13.211869 |