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Design, synthesis and evaluation of new ligustrazine derivatives as potential plasma-stable neuroprotective agentsThe authors declare no competing interests.Electronic supplementary information (ESI) available. See DOI: 10.1039/c7md00003k
A series of ligustrazine-phenolic acid esters which exhibited promising neuroprotective activities have previously been reported. Nevertheless, we found that these ester compounds (like T-VA ) were not stable in plasma by further in vivo studies. To investigate plasma-stable neuroprotective agents,...
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creator | Zhang, Chenze Yan, Wenqiang Zhao, Rui Xu, Bing Fang, Xiong Yan, Mengmeng Zhang, Yuzhong Wang, Penglong Lei, Haimin |
description | A series of ligustrazine-phenolic acid esters which exhibited promising neuroprotective activities have previously been reported. Nevertheless, we found that these ester compounds (like
T-VA
) were not stable in plasma by further
in vivo
studies. To investigate plasma-stable neuroprotective agents, a series of new ligustrazine derivatives were synthesized by conjoining ligustrazine and phenols with ester, ether and amide bonds. Most of the compounds exhibited higher protective effects against CoCl
2
-induced neurotoxicity in differentiated PC12 cells than ligustrazine. Structure-activity relationships were also briefly discussed. We found that compound
2c
(2-((2-methoxy-4-(((3,5,6-trimethylpyrazin-2-yl)methoxy) methyl)phenoxy)methyl)-3,5,6-trimethylpyrazine) displayed the highest protective effect on the PC12 cells damaged by CoCl
2
(EC
50
= 1.07 μM). Preliminary stability investigation in rat plasma was verified
in vitro
and better plasma stability was observed with
2c
in comparison to
T-VA
.
To investigate plasma-stable neuroprotective agents, a series of new ligustrazine derivatives were synthesized by conjoining ligustrazine and phenols with ester, ether and amide bonds. |
doi_str_mv | 10.1039/c7md00003k |
format | article |
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T-VA
) were not stable in plasma by further
in vivo
studies. To investigate plasma-stable neuroprotective agents, a series of new ligustrazine derivatives were synthesized by conjoining ligustrazine and phenols with ester, ether and amide bonds. Most of the compounds exhibited higher protective effects against CoCl
2
-induced neurotoxicity in differentiated PC12 cells than ligustrazine. Structure-activity relationships were also briefly discussed. We found that compound
2c
(2-((2-methoxy-4-(((3,5,6-trimethylpyrazin-2-yl)methoxy) methyl)phenoxy)methyl)-3,5,6-trimethylpyrazine) displayed the highest protective effect on the PC12 cells damaged by CoCl
2
(EC
50
= 1.07 μM). Preliminary stability investigation in rat plasma was verified
in vitro
and better plasma stability was observed with
2c
in comparison to
T-VA
.
To investigate plasma-stable neuroprotective agents, a series of new ligustrazine derivatives were synthesized by conjoining ligustrazine and phenols with ester, ether and amide bonds.</description><identifier>ISSN: 2040-2503</identifier><identifier>EISSN: 2040-2511</identifier><identifier>DOI: 10.1039/c7md00003k</identifier><language>eng</language><creationdate>2017-03</creationdate><woscitedreferencessubscribed>false</woscitedreferencessubscribed></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, Chenze</creatorcontrib><creatorcontrib>Yan, Wenqiang</creatorcontrib><creatorcontrib>Zhao, Rui</creatorcontrib><creatorcontrib>Xu, Bing</creatorcontrib><creatorcontrib>Fang, Xiong</creatorcontrib><creatorcontrib>Yan, Mengmeng</creatorcontrib><creatorcontrib>Zhang, Yuzhong</creatorcontrib><creatorcontrib>Wang, Penglong</creatorcontrib><creatorcontrib>Lei, Haimin</creatorcontrib><title>Design, synthesis and evaluation of new ligustrazine derivatives as potential plasma-stable neuroprotective agentsThe authors declare no competing interests.Electronic supplementary information (ESI) available. See DOI: 10.1039/c7md00003k</title><description>A series of ligustrazine-phenolic acid esters which exhibited promising neuroprotective activities have previously been reported. Nevertheless, we found that these ester compounds (like
T-VA
) were not stable in plasma by further
in vivo
studies. To investigate plasma-stable neuroprotective agents, a series of new ligustrazine derivatives were synthesized by conjoining ligustrazine and phenols with ester, ether and amide bonds. Most of the compounds exhibited higher protective effects against CoCl
2
-induced neurotoxicity in differentiated PC12 cells than ligustrazine. Structure-activity relationships were also briefly discussed. We found that compound
2c
(2-((2-methoxy-4-(((3,5,6-trimethylpyrazin-2-yl)methoxy) methyl)phenoxy)methyl)-3,5,6-trimethylpyrazine) displayed the highest protective effect on the PC12 cells damaged by CoCl
2
(EC
50
= 1.07 μM). Preliminary stability investigation in rat plasma was verified
in vitro
and better plasma stability was observed with
2c
in comparison to
T-VA
.
To investigate plasma-stable neuroprotective agents, a series of new ligustrazine derivatives were synthesized by conjoining ligustrazine and phenols with ester, ether and amide bonds.</description><issn>2040-2503</issn><issn>2040-2511</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNqFkDFPw0AMhU8IJKrShR3JbCDRkjRFtKw0iE4M7V6ZxEkPLnen8yWo_Gh-Ay4gGJDAi5_0Pj9bVuo4TUZpks0ui-umTKSy5z3VGyeTZDi-StP9b51kh2rA_PTBjKfT2aSn3ubEurYXwFsbN6IZ0JZAHZoWo3YWXAWWXsDouuUY8FVbgpKC7sTuSHAG7yLZqNGAN8gNDjnioyGZa4PzQdxixwLWgvFqI6qNGxdYggqDQUgHhWs8RW1r0DZSII48yo1MBmd1Adx6b6iRAAxbQSoXms8Dz_Ll4hywQ212W0ewJIL5w-IGfj_mSB1UaJgGX72vTu7y1e39MHCx9kE3Er7-wbO-Ov3LX_uyyv7LeAcF4YZu</recordid><startdate>20170323</startdate><enddate>20170323</enddate><creator>Zhang, Chenze</creator><creator>Yan, Wenqiang</creator><creator>Zhao, Rui</creator><creator>Xu, Bing</creator><creator>Fang, Xiong</creator><creator>Yan, Mengmeng</creator><creator>Zhang, Yuzhong</creator><creator>Wang, Penglong</creator><creator>Lei, Haimin</creator><scope/></search><sort><creationdate>20170323</creationdate><title>Design, synthesis and evaluation of new ligustrazine derivatives as potential plasma-stable neuroprotective agentsThe authors declare no competing interests.Electronic supplementary information (ESI) available. See DOI: 10.1039/c7md00003k</title><author>Zhang, Chenze ; Yan, Wenqiang ; Zhao, Rui ; Xu, Bing ; Fang, Xiong ; Yan, Mengmeng ; Zhang, Yuzhong ; Wang, Penglong ; Lei, Haimin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-rsc_primary_c7md00003k3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Chenze</creatorcontrib><creatorcontrib>Yan, Wenqiang</creatorcontrib><creatorcontrib>Zhao, Rui</creatorcontrib><creatorcontrib>Xu, Bing</creatorcontrib><creatorcontrib>Fang, Xiong</creatorcontrib><creatorcontrib>Yan, Mengmeng</creatorcontrib><creatorcontrib>Zhang, Yuzhong</creatorcontrib><creatorcontrib>Wang, Penglong</creatorcontrib><creatorcontrib>Lei, Haimin</creatorcontrib></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Chenze</au><au>Yan, Wenqiang</au><au>Zhao, Rui</au><au>Xu, Bing</au><au>Fang, Xiong</au><au>Yan, Mengmeng</au><au>Zhang, Yuzhong</au><au>Wang, Penglong</au><au>Lei, Haimin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Design, synthesis and evaluation of new ligustrazine derivatives as potential plasma-stable neuroprotective agentsThe authors declare no competing interests.Electronic supplementary information (ESI) available. See DOI: 10.1039/c7md00003k</atitle><date>2017-03-23</date><risdate>2017</risdate><volume>8</volume><issue>3</issue><spage>652</spage><epage>656</epage><pages>652-656</pages><issn>2040-2503</issn><eissn>2040-2511</eissn><abstract>A series of ligustrazine-phenolic acid esters which exhibited promising neuroprotective activities have previously been reported. Nevertheless, we found that these ester compounds (like
T-VA
) were not stable in plasma by further
in vivo
studies. To investigate plasma-stable neuroprotective agents, a series of new ligustrazine derivatives were synthesized by conjoining ligustrazine and phenols with ester, ether and amide bonds. Most of the compounds exhibited higher protective effects against CoCl
2
-induced neurotoxicity in differentiated PC12 cells than ligustrazine. Structure-activity relationships were also briefly discussed. We found that compound
2c
(2-((2-methoxy-4-(((3,5,6-trimethylpyrazin-2-yl)methoxy) methyl)phenoxy)methyl)-3,5,6-trimethylpyrazine) displayed the highest protective effect on the PC12 cells damaged by CoCl
2
(EC
50
= 1.07 μM). Preliminary stability investigation in rat plasma was verified
in vitro
and better plasma stability was observed with
2c
in comparison to
T-VA
.
To investigate plasma-stable neuroprotective agents, a series of new ligustrazine derivatives were synthesized by conjoining ligustrazine and phenols with ester, ether and amide bonds.</abstract><doi>10.1039/c7md00003k</doi><tpages>5</tpages></addata></record> |
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title | Design, synthesis and evaluation of new ligustrazine derivatives as potential plasma-stable neuroprotective agentsThe authors declare no competing interests.Electronic supplementary information (ESI) available. See DOI: 10.1039/c7md00003k |
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