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Design, synthesis and evaluation of l -quebrachitol derivatives against α-glycosidase
Two series of l -quebrachitol derivatives have been designed and synthesized in order to search for novel hypoglycemic agents. The α-glycosidase inhibitory activities of these compounds were evaluated, and their structure–activity relationships (SARs) were discussed. Using Acarbose as the positive c...
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Published in: | New journal of chemistry 2023-07, Vol.47 (28), p.13387-13396 |
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container_end_page | 13396 |
container_issue | 28 |
container_start_page | 13387 |
container_title | New journal of chemistry |
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creator | Zhang, Maoying Liang, Xinjie Cai, Pengcheng Feng, Qixun Chen, Yongsong Yu, Xiaoxi Zhang, Kuo Bao, Xuefei Chen, Guoliang |
description | Two series of
l
-quebrachitol derivatives have been designed and synthesized in order to search for novel hypoglycemic agents. The α-glycosidase inhibitory activities of these compounds were evaluated, and their structure–activity relationships (SARs) were discussed. Using Acarbose as the positive control, the activities of 16 synthesized compounds against α-glycosidase were evaluated with 4-nitrophenyl-α-
d
-glucopyranoside as a substrate. The results showed that 16 compounds had significant inhibitory activities against α-glycosidase and 8 compounds (6b, 3b, 3c, 3e, 3h, 3i, 3j, and 3l) out of them had stronger inhibitory activities than Acarbose. Furthermore, 3i has the strongest activity, which is 20 times stronger than that of Acarbose. |
doi_str_mv | 10.1039/D3NJ00889D |
format | article |
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l
-quebrachitol derivatives have been designed and synthesized in order to search for novel hypoglycemic agents. The α-glycosidase inhibitory activities of these compounds were evaluated, and their structure–activity relationships (SARs) were discussed. Using Acarbose as the positive control, the activities of 16 synthesized compounds against α-glycosidase were evaluated with 4-nitrophenyl-α-
d
-glucopyranoside as a substrate. The results showed that 16 compounds had significant inhibitory activities against α-glycosidase and 8 compounds (6b, 3b, 3c, 3e, 3h, 3i, 3j, and 3l) out of them had stronger inhibitory activities than Acarbose. Furthermore, 3i has the strongest activity, which is 20 times stronger than that of Acarbose.</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/D3NJ00889D</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Glycosidases ; Quebrachitol ; Substrates ; Synthesis</subject><ispartof>New journal of chemistry, 2023-07, Vol.47 (28), p.13387-13396</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c218t-6e9e9c0d36424b480f8621ffe89e49974aba209bfb442f579022ac1478c8885c3</cites><orcidid>0000-0003-3674-5226 ; 0000-0002-4457-196X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Zhang, Maoying</creatorcontrib><creatorcontrib>Liang, Xinjie</creatorcontrib><creatorcontrib>Cai, Pengcheng</creatorcontrib><creatorcontrib>Feng, Qixun</creatorcontrib><creatorcontrib>Chen, Yongsong</creatorcontrib><creatorcontrib>Yu, Xiaoxi</creatorcontrib><creatorcontrib>Zhang, Kuo</creatorcontrib><creatorcontrib>Bao, Xuefei</creatorcontrib><creatorcontrib>Chen, Guoliang</creatorcontrib><title>Design, synthesis and evaluation of l -quebrachitol derivatives against α-glycosidase</title><title>New journal of chemistry</title><description>Two series of
l
-quebrachitol derivatives have been designed and synthesized in order to search for novel hypoglycemic agents. The α-glycosidase inhibitory activities of these compounds were evaluated, and their structure–activity relationships (SARs) were discussed. Using Acarbose as the positive control, the activities of 16 synthesized compounds against α-glycosidase were evaluated with 4-nitrophenyl-α-
d
-glucopyranoside as a substrate. The results showed that 16 compounds had significant inhibitory activities against α-glycosidase and 8 compounds (6b, 3b, 3c, 3e, 3h, 3i, 3j, and 3l) out of them had stronger inhibitory activities than Acarbose. Furthermore, 3i has the strongest activity, which is 20 times stronger than that of Acarbose.</description><subject>Glycosidases</subject><subject>Quebrachitol</subject><subject>Substrates</subject><subject>Synthesis</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpFkMtKAzEYhYMoWKsbnyDgTozmNplkKW29UXSjbodMJpmmjJOaTAvzWL6Iz2Skgqv_wP9xzuEAcE7wNcFM3czZ8xPGUqr5AZgQJhRSVJDDrAnnCBdcHIOTlNYYE1IKMgHvc5t821_BNPbDKusEdd9Au9PdVg8-9DA42EH0ubV11Gblh9DBxka_y9-dzXSrfZ8G-P2F2m40IflGJ3sKjpzukj37u1Pwdrd4nT2g5cv94-x2iQwlckDCKqsMbpjglNdcYicFJc5ZqSxXquS61hSr2tWcU1eUClOqDeGlNFLKwrApuNj7bmLIFdNQrcM29jmyopLJQhRSsUxd7ikTQ0rRumoT_YeOY0Vw9btb9b8b-wEjEmB3</recordid><startdate>20230717</startdate><enddate>20230717</enddate><creator>Zhang, Maoying</creator><creator>Liang, Xinjie</creator><creator>Cai, Pengcheng</creator><creator>Feng, Qixun</creator><creator>Chen, Yongsong</creator><creator>Yu, Xiaoxi</creator><creator>Zhang, Kuo</creator><creator>Bao, Xuefei</creator><creator>Chen, Guoliang</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><orcidid>https://orcid.org/0000-0003-3674-5226</orcidid><orcidid>https://orcid.org/0000-0002-4457-196X</orcidid></search><sort><creationdate>20230717</creationdate><title>Design, synthesis and evaluation of l -quebrachitol derivatives against α-glycosidase</title><author>Zhang, Maoying ; Liang, Xinjie ; Cai, Pengcheng ; Feng, Qixun ; Chen, Yongsong ; Yu, Xiaoxi ; Zhang, Kuo ; Bao, Xuefei ; Chen, Guoliang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c218t-6e9e9c0d36424b480f8621ffe89e49974aba209bfb442f579022ac1478c8885c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Glycosidases</topic><topic>Quebrachitol</topic><topic>Substrates</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Maoying</creatorcontrib><creatorcontrib>Liang, Xinjie</creatorcontrib><creatorcontrib>Cai, Pengcheng</creatorcontrib><creatorcontrib>Feng, Qixun</creatorcontrib><creatorcontrib>Chen, Yongsong</creatorcontrib><creatorcontrib>Yu, Xiaoxi</creatorcontrib><creatorcontrib>Zhang, Kuo</creatorcontrib><creatorcontrib>Bao, Xuefei</creatorcontrib><creatorcontrib>Chen, Guoliang</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Illustrata: Natural Sciences</collection><collection>Materials Research Database</collection><collection>ProQuest Illustrata: Technology Collection</collection><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Maoying</au><au>Liang, Xinjie</au><au>Cai, Pengcheng</au><au>Feng, Qixun</au><au>Chen, Yongsong</au><au>Yu, Xiaoxi</au><au>Zhang, Kuo</au><au>Bao, Xuefei</au><au>Chen, Guoliang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design, synthesis and evaluation of l -quebrachitol derivatives against α-glycosidase</atitle><jtitle>New journal of chemistry</jtitle><date>2023-07-17</date><risdate>2023</risdate><volume>47</volume><issue>28</issue><spage>13387</spage><epage>13396</epage><pages>13387-13396</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>Two series of
l
-quebrachitol derivatives have been designed and synthesized in order to search for novel hypoglycemic agents. The α-glycosidase inhibitory activities of these compounds were evaluated, and their structure–activity relationships (SARs) were discussed. Using Acarbose as the positive control, the activities of 16 synthesized compounds against α-glycosidase were evaluated with 4-nitrophenyl-α-
d
-glucopyranoside as a substrate. The results showed that 16 compounds had significant inhibitory activities against α-glycosidase and 8 compounds (6b, 3b, 3c, 3e, 3h, 3i, 3j, and 3l) out of them had stronger inhibitory activities than Acarbose. Furthermore, 3i has the strongest activity, which is 20 times stronger than that of Acarbose.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/D3NJ00889D</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0003-3674-5226</orcidid><orcidid>https://orcid.org/0000-0002-4457-196X</orcidid></addata></record> |
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source | Royal Society of Chemistry:Jisc Collections:Royal Society of Chemistry Read and Publish 2022-2024 (reading list) |
subjects | Glycosidases Quebrachitol Substrates Synthesis |
title | Design, synthesis and evaluation of l -quebrachitol derivatives against α-glycosidase |
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