ent-Rosane diterpenoids from Euphorbia milii showing an Epstein–Barr virus lytic replication assay
The phytochemical investigation on the acetone extract of Euphorbia milii afforded thirteen new ent -rosane diterpenoids ( 1–13 ) through bioassay guided fractionation for evaluating its effect on Epstein–Barr virus (EBV) DNA lytic replication. Structures were determined by comprehensive spectroscop...
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creator | Liu, Shao-Nan Hu, Jiayuan Tan, Shen H. Wang, Qian Xu, Jun Wang, Yan Yuan, Yan Gu, Qiong |
description | The phytochemical investigation on the acetone extract of
Euphorbia milii
afforded thirteen new
ent
-rosane diterpenoids (
1–13
) through bioassay guided fractionation for evaluating its effect on Epstein–Barr virus (EBV) DNA lytic replication. Structures were determined by comprehensive spectroscopic analyses including 1D & 2D NMR techniques, chemical methods, and experimental and calculated electronic circular dichroism (ECD) data. The absolute configuration of euphominoid A (
1
) was established by single crystal X-ray diffraction analysis of its
p
-bromobenzoate derivative
1a
. Compounds
1–3
, and
10
displayed inhibitory activity with EC
50
values ranging from 5.4 to 29.1 μM and selective index (SI) values varied from 4.5 to 9.3. Compound
2
showed the most potent inhibitory activity with an EC
50
value of 5.4 μM comparing with the positive control (+)-rutamarin (EC
50
= 5.4 μM). This is the first report of
ent
-rosane-type diterpenoids exhibiting significant inhibition of EBV lytic replication. |
doi_str_mv | 10.1039/C7RA08877A |
format | Article |
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Euphorbia milii
afforded thirteen new
ent
-rosane diterpenoids (
1–13
) through bioassay guided fractionation for evaluating its effect on Epstein–Barr virus (EBV) DNA lytic replication. Structures were determined by comprehensive spectroscopic analyses including 1D & 2D NMR techniques, chemical methods, and experimental and calculated electronic circular dichroism (ECD) data. The absolute configuration of euphominoid A (
1
) was established by single crystal X-ray diffraction analysis of its
p
-bromobenzoate derivative
1a
. Compounds
1–3
, and
10
displayed inhibitory activity with EC
50
values ranging from 5.4 to 29.1 μM and selective index (SI) values varied from 4.5 to 9.3. Compound
2
showed the most potent inhibitory activity with an EC
50
value of 5.4 μM comparing with the positive control (+)-rutamarin (EC
50
= 5.4 μM). This is the first report of
ent
-rosane-type diterpenoids exhibiting significant inhibition of EBV lytic replication.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/C7RA08877A</identifier><language>eng</language><ispartof>RSC advances, 2017, Vol.7 (74), p.46938-46947</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c333t-cbc5670d0ef9c058e41cf86d6ed015d9e1292beefc322ee71219e0314d41a3b33</citedby><cites>FETCH-LOGICAL-c333t-cbc5670d0ef9c058e41cf86d6ed015d9e1292beefc322ee71219e0314d41a3b33</cites><orcidid>0000-0001-6011-3697 ; 0000-0002-1075-0337</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,778,782,862,4012,27912,27913,27914</link.rule.ids></links><search><creatorcontrib>Liu, Shao-Nan</creatorcontrib><creatorcontrib>Hu, Jiayuan</creatorcontrib><creatorcontrib>Tan, Shen H.</creatorcontrib><creatorcontrib>Wang, Qian</creatorcontrib><creatorcontrib>Xu, Jun</creatorcontrib><creatorcontrib>Wang, Yan</creatorcontrib><creatorcontrib>Yuan, Yan</creatorcontrib><creatorcontrib>Gu, Qiong</creatorcontrib><title>ent-Rosane diterpenoids from Euphorbia milii showing an Epstein–Barr virus lytic replication assay</title><title>RSC advances</title><description>The phytochemical investigation on the acetone extract of
Euphorbia milii
afforded thirteen new
ent
-rosane diterpenoids (
1–13
) through bioassay guided fractionation for evaluating its effect on Epstein–Barr virus (EBV) DNA lytic replication. Structures were determined by comprehensive spectroscopic analyses including 1D & 2D NMR techniques, chemical methods, and experimental and calculated electronic circular dichroism (ECD) data. The absolute configuration of euphominoid A (
1
) was established by single crystal X-ray diffraction analysis of its
p
-bromobenzoate derivative
1a
. Compounds
1–3
, and
10
displayed inhibitory activity with EC
50
values ranging from 5.4 to 29.1 μM and selective index (SI) values varied from 4.5 to 9.3. Compound
2
showed the most potent inhibitory activity with an EC
50
value of 5.4 μM comparing with the positive control (+)-rutamarin (EC
50
= 5.4 μM). This is the first report of
ent
-rosane-type diterpenoids exhibiting significant inhibition of EBV lytic replication.</description><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNpNkM1KxDAURoMoOIyz8QmyFqr5adN2WYfqCAPCoOuSJrfOlTYpSUfpznfwDX0SFQU9m--svsUh5JyzS85kebXOdxUrijyvjshCsFQlgqny-J-fklWMz-wLlXGh-IJYcFOy81E7oBYnCCM4jzbSLviB1odx70OLmg7YI9K496_onqh2tB7jBOg-3t6vdQj0BcMh0n6e0NAAY49GT-gd1THq-YycdLqPsPrdJXm8qR_Wm2R7f3u3rraJkVJOiWlNpnJmGXSlYVkBKTddoawCy3hmS-CiFC1AZ6QQADkXvAQmeWpTrmUr5ZJc_Pya4GMM0DVjwEGHueGs-U7U_CWSn5Z7W8I</recordid><startdate>2017</startdate><enddate>2017</enddate><creator>Liu, Shao-Nan</creator><creator>Hu, Jiayuan</creator><creator>Tan, Shen H.</creator><creator>Wang, Qian</creator><creator>Xu, Jun</creator><creator>Wang, Yan</creator><creator>Yuan, Yan</creator><creator>Gu, Qiong</creator><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-6011-3697</orcidid><orcidid>https://orcid.org/0000-0002-1075-0337</orcidid></search><sort><creationdate>2017</creationdate><title>ent-Rosane diterpenoids from Euphorbia milii showing an Epstein–Barr virus lytic replication assay</title><author>Liu, Shao-Nan ; Hu, Jiayuan ; Tan, Shen H. ; Wang, Qian ; Xu, Jun ; Wang, Yan ; Yuan, Yan ; Gu, Qiong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c333t-cbc5670d0ef9c058e41cf86d6ed015d9e1292beefc322ee71219e0314d41a3b33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Shao-Nan</creatorcontrib><creatorcontrib>Hu, Jiayuan</creatorcontrib><creatorcontrib>Tan, Shen H.</creatorcontrib><creatorcontrib>Wang, Qian</creatorcontrib><creatorcontrib>Xu, Jun</creatorcontrib><creatorcontrib>Wang, Yan</creatorcontrib><creatorcontrib>Yuan, Yan</creatorcontrib><creatorcontrib>Gu, Qiong</creatorcontrib><collection>CrossRef</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Shao-Nan</au><au>Hu, Jiayuan</au><au>Tan, Shen H.</au><au>Wang, Qian</au><au>Xu, Jun</au><au>Wang, Yan</au><au>Yuan, Yan</au><au>Gu, Qiong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>ent-Rosane diterpenoids from Euphorbia milii showing an Epstein–Barr virus lytic replication assay</atitle><jtitle>RSC advances</jtitle><date>2017</date><risdate>2017</risdate><volume>7</volume><issue>74</issue><spage>46938</spage><epage>46947</epage><pages>46938-46947</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>The phytochemical investigation on the acetone extract of
Euphorbia milii
afforded thirteen new
ent
-rosane diterpenoids (
1–13
) through bioassay guided fractionation for evaluating its effect on Epstein–Barr virus (EBV) DNA lytic replication. Structures were determined by comprehensive spectroscopic analyses including 1D & 2D NMR techniques, chemical methods, and experimental and calculated electronic circular dichroism (ECD) data. The absolute configuration of euphominoid A (
1
) was established by single crystal X-ray diffraction analysis of its
p
-bromobenzoate derivative
1a
. Compounds
1–3
, and
10
displayed inhibitory activity with EC
50
values ranging from 5.4 to 29.1 μM and selective index (SI) values varied from 4.5 to 9.3. Compound
2
showed the most potent inhibitory activity with an EC
50
value of 5.4 μM comparing with the positive control (+)-rutamarin (EC
50
= 5.4 μM). This is the first report of
ent
-rosane-type diterpenoids exhibiting significant inhibition of EBV lytic replication.</abstract><doi>10.1039/C7RA08877A</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-6011-3697</orcidid><orcidid>https://orcid.org/0000-0002-1075-0337</orcidid><oa>free_for_read</oa></addata></record> |
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language | eng |
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source | DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals |
title | ent-Rosane diterpenoids from Euphorbia milii showing an Epstein–Barr virus lytic replication assay |
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