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Chlorine-containing polyacetoxybriarane diterpenoids from the octocoral Junceella fragilis
The chemical screening of an octocoral identifed as has led to the isolation of five chlorinated briarane-type diterpenoids, including three known metabolites, gemmacolide X (1), frajunolide I (2), and fragilide F (3), along with two new analogs, 12α-acetoxyfragilide F (4) and 12α-acetoxyjunceellin...
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Published in: | RSC advances 2024-05, Vol.14 (24), p.17195-17201 |
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creator | Do, Hai Nhat Chen, Yu-Ta Chien, Su-Ying Chen, You-Ying Zhang, Mingzi M Tsou, Lun Kelvin Chen, Jih-Jung Wen, Zhi-Hong Lo, Yi-Hao Zheng, Li-Guo Sung, Ping-Jyun |
description | The chemical screening of an octocoral identifed as
has led to the isolation of five chlorinated briarane-type diterpenoids, including three known metabolites, gemmacolide X (1), frajunolide I (2), and fragilide F (3), along with two new analogs, 12α-acetoxyfragilide F (4) and 12α-acetoxyjunceellin (5). Single-crystal X-ray diffraction analysis was carried out to determine the absolute configurations of 1 and 2, while the structures of new compounds 4 and 5 were ascertained with 2D NMR experiments. Briaranes 1 and 3-5 were active in enhancing alkaline phosphatase (ALP) activity. |
doi_str_mv | 10.1039/d4ra03062a |
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has led to the isolation of five chlorinated briarane-type diterpenoids, including three known metabolites, gemmacolide X (1), frajunolide I (2), and fragilide F (3), along with two new analogs, 12α-acetoxyfragilide F (4) and 12α-acetoxyjunceellin (5). Single-crystal X-ray diffraction analysis was carried out to determine the absolute configurations of 1 and 2, while the structures of new compounds 4 and 5 were ascertained with 2D NMR experiments. Briaranes 1 and 3-5 were active in enhancing alkaline phosphatase (ALP) activity.</description><subject>Alkaline phosphatase</subject><subject>Chemistry</subject><subject>Chlorine</subject><subject>Metabolites</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Single crystals</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNpdkV9LHDEUxYNUqqy-9APIgC9FmJqbf5N5kmXVtiIIpX3pS8gkmd3IbLJNZsT99marFet9uRfuj8O59yD0CfAXwLQ9tyxpTLEgeg8dEsxETbBoP7yZD9Bxzve4lOBABHxEB1RKLAlrDtHvxWqIyQdXmxhG7YMPy2oTh602boyP2y55nXRwlfWjSxsXore56lNcV-PKVdGM0cSkh-pmCsa5YdBlqZd-8PkI7fd6yO74pc_Qr-urn4tv9e3d1--L-W1tSCvGutPQ8uJHULBNZ4kD3ltpXMMF4xqsJT3HXdvituESMMM91oJBZxtmKCUNnaGLZ93N1K2dNS6MxZDaJL_Waaui9ur_TfArtYwPCgAotJQXhc8vCin-mVwe1dpnszsmuDhlVd4LjSRSyIKevkPv45RCuW9HUY4lMCjU2TNlUsw5uf7VDWC1i01dsh_zv7HNC3zy1v8r-i8k-gTrpZOn</recordid><startdate>20240522</startdate><enddate>20240522</enddate><creator>Do, Hai Nhat</creator><creator>Chen, Yu-Ta</creator><creator>Chien, Su-Ying</creator><creator>Chen, You-Ying</creator><creator>Zhang, Mingzi M</creator><creator>Tsou, Lun Kelvin</creator><creator>Chen, Jih-Jung</creator><creator>Wen, Zhi-Hong</creator><creator>Lo, Yi-Hao</creator><creator>Zheng, Li-Guo</creator><creator>Sung, Ping-Jyun</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-5760-891X</orcidid><orcidid>https://orcid.org/0000-0002-1213-3340</orcidid><orcidid>https://orcid.org/0000-0001-8686-9193</orcidid></search><sort><creationdate>20240522</creationdate><title>Chlorine-containing polyacetoxybriarane diterpenoids from the octocoral Junceella fragilis</title><author>Do, Hai Nhat ; Chen, Yu-Ta ; Chien, Su-Ying ; Chen, You-Ying ; Zhang, Mingzi M ; Tsou, Lun Kelvin ; Chen, Jih-Jung ; Wen, Zhi-Hong ; Lo, Yi-Hao ; Zheng, Li-Guo ; Sung, Ping-Jyun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c296t-ba195880631d7bd2e15fd8ce75645a1dd2f50b99097581040f0a641bd74c33273</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Alkaline phosphatase</topic><topic>Chemistry</topic><topic>Chlorine</topic><topic>Metabolites</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Single crystals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Do, Hai Nhat</creatorcontrib><creatorcontrib>Chen, Yu-Ta</creatorcontrib><creatorcontrib>Chien, Su-Ying</creatorcontrib><creatorcontrib>Chen, You-Ying</creatorcontrib><creatorcontrib>Zhang, Mingzi M</creatorcontrib><creatorcontrib>Tsou, Lun Kelvin</creatorcontrib><creatorcontrib>Chen, Jih-Jung</creatorcontrib><creatorcontrib>Wen, Zhi-Hong</creatorcontrib><creatorcontrib>Lo, Yi-Hao</creatorcontrib><creatorcontrib>Zheng, Li-Guo</creatorcontrib><creatorcontrib>Sung, Ping-Jyun</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Do, Hai Nhat</au><au>Chen, Yu-Ta</au><au>Chien, Su-Ying</au><au>Chen, You-Ying</au><au>Zhang, Mingzi M</au><au>Tsou, Lun Kelvin</au><au>Chen, Jih-Jung</au><au>Wen, Zhi-Hong</au><au>Lo, Yi-Hao</au><au>Zheng, Li-Guo</au><au>Sung, Ping-Jyun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chlorine-containing polyacetoxybriarane diterpenoids from the octocoral Junceella fragilis</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2024-05-22</date><risdate>2024</risdate><volume>14</volume><issue>24</issue><spage>17195</spage><epage>17201</epage><pages>17195-17201</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>The chemical screening of an octocoral identifed as
has led to the isolation of five chlorinated briarane-type diterpenoids, including three known metabolites, gemmacolide X (1), frajunolide I (2), and fragilide F (3), along with two new analogs, 12α-acetoxyfragilide F (4) and 12α-acetoxyjunceellin (5). Single-crystal X-ray diffraction analysis was carried out to determine the absolute configurations of 1 and 2, while the structures of new compounds 4 and 5 were ascertained with 2D NMR experiments. Briaranes 1 and 3-5 were active in enhancing alkaline phosphatase (ALP) activity.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>38808247</pmid><doi>10.1039/d4ra03062a</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-5760-891X</orcidid><orcidid>https://orcid.org/0000-0002-1213-3340</orcidid><orcidid>https://orcid.org/0000-0001-8686-9193</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Alkaline phosphatase Chemistry Chlorine Metabolites NMR Nuclear magnetic resonance Single crystals |
title | Chlorine-containing polyacetoxybriarane diterpenoids from the octocoral Junceella fragilis |
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