Loading…

Avinosol, A Meroterpenoid-Nucleoside Conjugate with Antiinvasion Activity Isolated from the Marine Sponge Dysidea sp

The new meroterpenoids avinosol (1), 3‘-aminoavarone (2), and 3‘-phenethylaminoavarone (3) have been isolated from the marine sponge Dysidea sp. collected in Papua New Guinea, and their structures were elucidated by analysis of spectroscopic data. Avinosol (1), which is apparently the first example...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters 2006-08, Vol.8 (17), p.3749-3752
Main Authors: Diaz-Marrero, Ana R, Austin, Pamela, Van Soest, Rob, Matainaho, Teatulohi, Roskelley, Calvin D, Roberge, Michel, Andersen, Raymond J
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-a313t-f56107d97b2bb509a9a51afce8653bd9b5ad117a2d3f4f546beb96a2f57c7ec93
cites cdi_FETCH-LOGICAL-a313t-f56107d97b2bb509a9a51afce8653bd9b5ad117a2d3f4f546beb96a2f57c7ec93
container_end_page 3752
container_issue 17
container_start_page 3749
container_title Organic letters
container_volume 8
creator Diaz-Marrero, Ana R
Austin, Pamela
Van Soest, Rob
Matainaho, Teatulohi
Roskelley, Calvin D
Roberge, Michel
Andersen, Raymond J
description The new meroterpenoids avinosol (1), 3‘-aminoavarone (2), and 3‘-phenethylaminoavarone (3) have been isolated from the marine sponge Dysidea sp. collected in Papua New Guinea, and their structures were elucidated by analysis of spectroscopic data. Avinosol (1), which is apparently the first example of a naturally occurring meroterpenoid-nucleoside conjugate, showed antiinvasion activity in a cell-based assay.
doi_str_mv 10.1021/ol061333p
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_68736395</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>68736395</sourcerecordid><originalsourceid>FETCH-LOGICAL-a313t-f56107d97b2bb509a9a51afce8653bd9b5ad117a2d3f4f546beb96a2f57c7ec93</originalsourceid><addsrcrecordid>eNptkM9LwzAUgIMoOqcH_wHJRUGwmjRL2hzL_DXY9KCeS9q-zowuqUk62X9vx8a8eHqPx8cH70PogpI7SmJ6bxsiKGOsPUADymMWJYTHh_tdkBN06v2CENpf5DE6oSKVaUrSAQrZShvrbXOLMzwDZwO4FozVVfTalQ1YryvAY2sW3VwFwD86fOHMBK3NSnltDc7KoFc6rPGkt_RIhWtnlzh8AZ4ppw3g99aaOeCH9calsG_P0FGtGg_nuzlEn0-PH-OXaPr2PBln00gxykJUc0FJUsmkiIuCE6mk4lTVJaSCs6KSBVcVpYmKK1aPaj4SBRRSqLjmSZlAKdkQXW-9rbPfHfiQL7UvoWmUAdv5XKQJE0zyHrzZgqWz3juo89bppXLrnJJ8kzjfJ-7Zy520K5ZQ_ZG7pj1wtQVU6fOF7Zzpf_xH9AsfoITG</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>68736395</pqid></control><display><type>article</type><title>Avinosol, A Meroterpenoid-Nucleoside Conjugate with Antiinvasion Activity Isolated from the Marine Sponge Dysidea sp</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Diaz-Marrero, Ana R ; Austin, Pamela ; Van Soest, Rob ; Matainaho, Teatulohi ; Roskelley, Calvin D ; Roberge, Michel ; Andersen, Raymond J</creator><creatorcontrib>Diaz-Marrero, Ana R ; Austin, Pamela ; Van Soest, Rob ; Matainaho, Teatulohi ; Roskelley, Calvin D ; Roberge, Michel ; Andersen, Raymond J</creatorcontrib><description>The new meroterpenoids avinosol (1), 3‘-aminoavarone (2), and 3‘-phenethylaminoavarone (3) have been isolated from the marine sponge Dysidea sp. collected in Papua New Guinea, and their structures were elucidated by analysis of spectroscopic data. Avinosol (1), which is apparently the first example of a naturally occurring meroterpenoid-nucleoside conjugate, showed antiinvasion activity in a cell-based assay.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol061333p</identifier><identifier>PMID: 16898808</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Animals ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - isolation &amp; purification ; Antineoplastic Agents - pharmacology ; Drug Screening Assays, Antitumor ; Dysidea - chemistry ; Female ; Humans ; Molecular Structure ; Nuclear Magnetic Resonance, Biomolecular ; Papua New Guinea ; Terpenes - chemistry ; Terpenes - isolation &amp; purification ; Terpenes - pharmacology ; Tumor Cells, Cultured</subject><ispartof>Organic letters, 2006-08, Vol.8 (17), p.3749-3752</ispartof><rights>Copyright © 2006 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a313t-f56107d97b2bb509a9a51afce8653bd9b5ad117a2d3f4f546beb96a2f57c7ec93</citedby><cites>FETCH-LOGICAL-a313t-f56107d97b2bb509a9a51afce8653bd9b5ad117a2d3f4f546beb96a2f57c7ec93</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16898808$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Diaz-Marrero, Ana R</creatorcontrib><creatorcontrib>Austin, Pamela</creatorcontrib><creatorcontrib>Van Soest, Rob</creatorcontrib><creatorcontrib>Matainaho, Teatulohi</creatorcontrib><creatorcontrib>Roskelley, Calvin D</creatorcontrib><creatorcontrib>Roberge, Michel</creatorcontrib><creatorcontrib>Andersen, Raymond J</creatorcontrib><title>Avinosol, A Meroterpenoid-Nucleoside Conjugate with Antiinvasion Activity Isolated from the Marine Sponge Dysidea sp</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>The new meroterpenoids avinosol (1), 3‘-aminoavarone (2), and 3‘-phenethylaminoavarone (3) have been isolated from the marine sponge Dysidea sp. collected in Papua New Guinea, and their structures were elucidated by analysis of spectroscopic data. Avinosol (1), which is apparently the first example of a naturally occurring meroterpenoid-nucleoside conjugate, showed antiinvasion activity in a cell-based assay.</description><subject>Animals</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - isolation &amp; purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Dysidea - chemistry</subject><subject>Female</subject><subject>Humans</subject><subject>Molecular Structure</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Papua New Guinea</subject><subject>Terpenes - chemistry</subject><subject>Terpenes - isolation &amp; purification</subject><subject>Terpenes - pharmacology</subject><subject>Tumor Cells, Cultured</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNptkM9LwzAUgIMoOqcH_wHJRUGwmjRL2hzL_DXY9KCeS9q-zowuqUk62X9vx8a8eHqPx8cH70PogpI7SmJ6bxsiKGOsPUADymMWJYTHh_tdkBN06v2CENpf5DE6oSKVaUrSAQrZShvrbXOLMzwDZwO4FozVVfTalQ1YryvAY2sW3VwFwD86fOHMBK3NSnltDc7KoFc6rPGkt_RIhWtnlzh8AZ4ppw3g99aaOeCH9calsG_P0FGtGg_nuzlEn0-PH-OXaPr2PBln00gxykJUc0FJUsmkiIuCE6mk4lTVJaSCs6KSBVcVpYmKK1aPaj4SBRRSqLjmSZlAKdkQXW-9rbPfHfiQL7UvoWmUAdv5XKQJE0zyHrzZgqWz3juo89bppXLrnJJ8kzjfJ-7Zy520K5ZQ_ZG7pj1wtQVU6fOF7Zzpf_xH9AsfoITG</recordid><startdate>20060817</startdate><enddate>20060817</enddate><creator>Diaz-Marrero, Ana R</creator><creator>Austin, Pamela</creator><creator>Van Soest, Rob</creator><creator>Matainaho, Teatulohi</creator><creator>Roskelley, Calvin D</creator><creator>Roberge, Michel</creator><creator>Andersen, Raymond J</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20060817</creationdate><title>Avinosol, A Meroterpenoid-Nucleoside Conjugate with Antiinvasion Activity Isolated from the Marine Sponge Dysidea sp</title><author>Diaz-Marrero, Ana R ; Austin, Pamela ; Van Soest, Rob ; Matainaho, Teatulohi ; Roskelley, Calvin D ; Roberge, Michel ; Andersen, Raymond J</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a313t-f56107d97b2bb509a9a51afce8653bd9b5ad117a2d3f4f546beb96a2f57c7ec93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Animals</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - isolation &amp; purification</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Dysidea - chemistry</topic><topic>Female</topic><topic>Humans</topic><topic>Molecular Structure</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Papua New Guinea</topic><topic>Terpenes - chemistry</topic><topic>Terpenes - isolation &amp; purification</topic><topic>Terpenes - pharmacology</topic><topic>Tumor Cells, Cultured</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Diaz-Marrero, Ana R</creatorcontrib><creatorcontrib>Austin, Pamela</creatorcontrib><creatorcontrib>Van Soest, Rob</creatorcontrib><creatorcontrib>Matainaho, Teatulohi</creatorcontrib><creatorcontrib>Roskelley, Calvin D</creatorcontrib><creatorcontrib>Roberge, Michel</creatorcontrib><creatorcontrib>Andersen, Raymond J</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Diaz-Marrero, Ana R</au><au>Austin, Pamela</au><au>Van Soest, Rob</au><au>Matainaho, Teatulohi</au><au>Roskelley, Calvin D</au><au>Roberge, Michel</au><au>Andersen, Raymond J</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Avinosol, A Meroterpenoid-Nucleoside Conjugate with Antiinvasion Activity Isolated from the Marine Sponge Dysidea sp</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2006-08-17</date><risdate>2006</risdate><volume>8</volume><issue>17</issue><spage>3749</spage><epage>3752</epage><pages>3749-3752</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>The new meroterpenoids avinosol (1), 3‘-aminoavarone (2), and 3‘-phenethylaminoavarone (3) have been isolated from the marine sponge Dysidea sp. collected in Papua New Guinea, and their structures were elucidated by analysis of spectroscopic data. Avinosol (1), which is apparently the first example of a naturally occurring meroterpenoid-nucleoside conjugate, showed antiinvasion activity in a cell-based assay.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>16898808</pmid><doi>10.1021/ol061333p</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2006-08, Vol.8 (17), p.3749-3752
issn 1523-7060
1523-7052
language eng
recordid cdi_proquest_miscellaneous_68736395
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Animals
Antineoplastic Agents - chemistry
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
Drug Screening Assays, Antitumor
Dysidea - chemistry
Female
Humans
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Papua New Guinea
Terpenes - chemistry
Terpenes - isolation & purification
Terpenes - pharmacology
Tumor Cells, Cultured
title Avinosol, A Meroterpenoid-Nucleoside Conjugate with Antiinvasion Activity Isolated from the Marine Sponge Dysidea sp
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-05T00%3A44%3A41IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Avinosol,%20A%20Meroterpenoid-Nucleoside%20Conjugate%20with%20Antiinvasion%20Activity%20Isolated%20from%20the%20Marine%20Sponge%20Dysidea%20sp&rft.jtitle=Organic%20letters&rft.au=Diaz-Marrero,%20Ana%20R&rft.date=2006-08-17&rft.volume=8&rft.issue=17&rft.spage=3749&rft.epage=3752&rft.pages=3749-3752&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/ol061333p&rft_dat=%3Cproquest_cross%3E68736395%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a313t-f56107d97b2bb509a9a51afce8653bd9b5ad117a2d3f4f546beb96a2f57c7ec93%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=68736395&rft_id=info:pmid/16898808&rfr_iscdi=true