New dipeptidyl peptidase 4 inhibitors among adamantane derivatives
Fifteen adamantane derivatives were synthesized. Preliminary evaluation of their potential as dipeptidyl peptidase 4 (DPP-4) inhibitors was performed in silico by the Microcosm informational technology, PASS system, and docking in AutoDock Vina. The DPP-4 inhibition was studied in vitro. The selecti...
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| Veröffentlicht in: | Russian journal of bioorganic chemistry 2017-07, Vol.43 (4), p.449-455 |
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| container_title | Russian journal of bioorganic chemistry |
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| creator | Spasov, A. A. Vasil’ev, P. M. Babkov, D. A. Prokhorova, T. Yu Sturova, E. A. Klimochkin, Yu. N. Leonova, M. V. Baimuratov, M. R. |
| description | Fifteen adamantane derivatives were synthesized. Preliminary evaluation of their potential as dipeptidyl peptidase 4 (DPP-4) inhibitors was performed in silico by the Microcosm informational technology, PASS system, and docking in AutoDock Vina. The DPP-4 inhibition was studied in vitro. The selectivity of action of the most active compounds was studied by the direct inhibition of human plasma DPP-4 and recombinant human DPP-8. The highest activity was found for the compounds containing a nitrogen atom in the β-position of the side chain, namely, derivatives of adamantane carboxylic acid and
N
-(3-adamantyl-allyl) thiourea. We demonstrated that the most active compound of the series, 3,5-dimethyladamantane 1-carboxamide, was a selective DPP-4 inhibitor with IC
50
53.94 μM. |
| doi_str_mv | 10.1134/S1068162017040124 |
| format | Article |
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N
-(3-adamantyl-allyl) thiourea. We demonstrated that the most active compound of the series, 3,5-dimethyladamantane 1-carboxamide, was a selective DPP-4 inhibitor with IC
50
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N
-(3-adamantyl-allyl) thiourea. We demonstrated that the most active compound of the series, 3,5-dimethyladamantane 1-carboxamide, was a selective DPP-4 inhibitor with IC
50
53.94 μM.</description><subject>Biochemistry</subject><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Bioorganic Chemistry</subject><subject>Blood plasma</subject><subject>Derivatives</subject><subject>Docking</subject><subject>In vitro methods and tests</subject><subject>Inhibitors</subject><subject>Life Sciences</subject><subject>Nitrogen</subject><subject>Organic Chemistry</subject><subject>Selectivity</subject><issn>1068-1620</issn><issn>1608-330X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1kE9LAzEQxYMoWKsfwFvA8-pMkt2kRy3-g6IHFbwt6Wa2prS7a7Kt9Nubsh4E8TQP3u-9gcfYOcIlolRXLwiFwUIAalCAQh2wERZgMinh_TDpZGd7_5idxLgEQIDcjNjNE31x5zvqeu92Kz4IG4kr7psPP_d9GyK367ZZcOvs2ja9bYg7Cn5re7-leMqOaruKdPZzx-zt7vZ1-pDNnu8fp9ezrJJY9JnOcy0VkZGg1LyQtaa8KrAG5YyuEMhKqXPhHFXSKO2MyRNhJnZOlXAVyTG7GHq70H5uKPblst2EJr0scSJyIYVWOlE4UFVoYwxUl13waxt2JUK5n6r8M1XKiCETE9ssKPxq_jf0DckiajI</recordid><startdate>20170701</startdate><enddate>20170701</enddate><creator>Spasov, A. A.</creator><creator>Vasil’ev, P. M.</creator><creator>Babkov, D. A.</creator><creator>Prokhorova, T. Yu</creator><creator>Sturova, E. A.</creator><creator>Klimochkin, Yu. N.</creator><creator>Leonova, M. V.</creator><creator>Baimuratov, M. R.</creator><general>Pleiades Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20170701</creationdate><title>New dipeptidyl peptidase 4 inhibitors among adamantane derivatives</title><author>Spasov, A. A. ; Vasil’ev, P. M. ; Babkov, D. A. ; Prokhorova, T. Yu ; Sturova, E. A. ; Klimochkin, Yu. N. ; Leonova, M. V. ; Baimuratov, M. R.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c316t-755734ee83044b63f7e5c61f04d87c10ea33752ddec3847d8857e589abec2dce3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Biochemistry</topic><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Bioorganic Chemistry</topic><topic>Blood plasma</topic><topic>Derivatives</topic><topic>Docking</topic><topic>In vitro methods and tests</topic><topic>Inhibitors</topic><topic>Life Sciences</topic><topic>Nitrogen</topic><topic>Organic Chemistry</topic><topic>Selectivity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Spasov, A. A.</creatorcontrib><creatorcontrib>Vasil’ev, P. M.</creatorcontrib><creatorcontrib>Babkov, D. A.</creatorcontrib><creatorcontrib>Prokhorova, T. Yu</creatorcontrib><creatorcontrib>Sturova, E. A.</creatorcontrib><creatorcontrib>Klimochkin, Yu. N.</creatorcontrib><creatorcontrib>Leonova, M. V.</creatorcontrib><creatorcontrib>Baimuratov, M. R.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of bioorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Spasov, A. A.</au><au>Vasil’ev, P. M.</au><au>Babkov, D. A.</au><au>Prokhorova, T. Yu</au><au>Sturova, E. A.</au><au>Klimochkin, Yu. N.</au><au>Leonova, M. V.</au><au>Baimuratov, M. R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New dipeptidyl peptidase 4 inhibitors among adamantane derivatives</atitle><jtitle>Russian journal of bioorganic chemistry</jtitle><stitle>Russ J Bioorg Chem</stitle><date>2017-07-01</date><risdate>2017</risdate><volume>43</volume><issue>4</issue><spage>449</spage><epage>455</epage><pages>449-455</pages><issn>1068-1620</issn><eissn>1608-330X</eissn><abstract>Fifteen adamantane derivatives were synthesized. Preliminary evaluation of their potential as dipeptidyl peptidase 4 (DPP-4) inhibitors was performed in silico by the Microcosm informational technology, PASS system, and docking in AutoDock Vina. The DPP-4 inhibition was studied in vitro. The selectivity of action of the most active compounds was studied by the direct inhibition of human plasma DPP-4 and recombinant human DPP-8. The highest activity was found for the compounds containing a nitrogen atom in the β-position of the side chain, namely, derivatives of adamantane carboxylic acid and
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50
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| subjects | Biochemistry Biomedical and Life Sciences Biomedicine Bioorganic Chemistry Blood plasma Derivatives Docking In vitro methods and tests Inhibitors Life Sciences Nitrogen Organic Chemistry Selectivity |
| title | New dipeptidyl peptidase 4 inhibitors among adamantane derivatives |
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