The Oxeatamides: Nitrogenous Spongian Diterpenes from the New Zealand Marine Sponge Darwinella oxeata

As part of our ongoing search for novel and bioactive compounds from New Zealand marine organisms, we investigated the extracts of the sponge Darwinella oxeata. NMR-guided fractionation led to the isolation of nine new nitrogenous spongian diterpenes, oxeatamide A (1), iso-oxeatamide A (2), oxeatami...

Full description

Saved in:
Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2014-10, Vol.77 (10), p.2288-2295
Main Authors: Wojnar, Joanna M, Dowle, Katie O, Northcote, Peter T
Format: Article
Language:English
Subjects:
Animals
Darwinella
Diterpenes - chemistry
Diterpenes - isolation & purification
Marine
Marine Biology
Molecular Structure
New Zealand
Nuclear Magnetic Resonance, Biomolecular
Porifera - chemistry
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-a414t-46b76a3486fb64c3634cc9ee88c9d9967f7520abf1a5cbac1ea61d187b82be6b3
cites cdi_FETCH-LOGICAL-a414t-46b76a3486fb64c3634cc9ee88c9d9967f7520abf1a5cbac1ea61d187b82be6b3
container_end_page 2295
container_issue 10
container_start_page 2288
container_title Journal of natural products (Washington, D.C.)
container_volume 77
creator Wojnar, Joanna M
Dowle, Katie O
Northcote, Peter T
description As part of our ongoing search for novel and bioactive compounds from New Zealand marine organisms, we investigated the extracts of the sponge Darwinella oxeata. NMR-guided fractionation led to the isolation of nine new nitrogenous spongian diterpenes, oxeatamide A (1), iso-oxeatamide A (2), oxeatamides B–G (3–8), and oxeatamide A 23-methyl ester (9), as well as two known compounds, membranolides C and D (10, 11).
doi_str_mv 10.1021/np500549g
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1639473914</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1639473914</sourcerecordid><originalsourceid>FETCH-LOGICAL-a414t-46b76a3486fb64c3634cc9ee88c9d9967f7520abf1a5cbac1ea61d187b82be6b3</originalsourceid><addsrcrecordid>eNqNkT9PwzAQxS0EoqUw8AWQFyQYAnbsOAkb4r9U2oGysEQX51JSNU6wUxW-PS4tnRiYTif97unee4Qcc3bBWcgvTRsxFsl0ukP6PApZoFgY7ZI-40oEIlGyRw6cmzHGBEujfdILozAORaj6BCfvSMefCB3UVYHuio6qzjZTNM3C0Ze2MdMKDL2tOrQtGnS0tE1NO381wiV9Q5iDKegz2Mrgmkd6C3bp1_kcaPMjfUj2Spg7PNrMAXm9v5vcPAbD8cPTzfUwAMllF0iVxwqETFSZK6mFElLrFDFJdFqkqYrL2LuDvOQQ6Rw0R1C84EmcJ2GOKhcDcrbWbW3zsUDXZXXl9OoRg95P5vNIZSxSLv-BciUTn9gKPV-j2jbOWSyz1lY12K-Ms2xVQLYtwLMnG9lFXmOxJX8T98DpGgDtslmzsMYH8ofQN5UXjM0</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1616480034</pqid></control><display><type>article</type><title>The Oxeatamides: Nitrogenous Spongian Diterpenes from the New Zealand Marine Sponge Darwinella oxeata</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Wojnar, Joanna M ; Dowle, Katie O ; Northcote, Peter T</creator><creatorcontrib>Wojnar, Joanna M ; Dowle, Katie O ; Northcote, Peter T</creatorcontrib><description>As part of our ongoing search for novel and bioactive compounds from New Zealand marine organisms, we investigated the extracts of the sponge Darwinella oxeata. NMR-guided fractionation led to the isolation of nine new nitrogenous spongian diterpenes, oxeatamide A (1), iso-oxeatamide A (2), oxeatamides B–G (3–8), and oxeatamide A 23-methyl ester (9), as well as two known compounds, membranolides C and D (10, 11).</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np500549g</identifier><identifier>PMID: 25272326</identifier><language>eng</language><publisher>United States: American Chemical Society and American Society of Pharmacognosy</publisher><subject>Animals ; Darwinella ; Diterpenes - chemistry ; Diterpenes - isolation &amp; purification ; Marine ; Marine Biology ; Molecular Structure ; New Zealand ; Nuclear Magnetic Resonance, Biomolecular ; Porifera - chemistry</subject><ispartof>Journal of natural products (Washington, D.C.), 2014-10, Vol.77 (10), p.2288-2295</ispartof><rights>Copyright © 2014 American Chemical Society and American Society of Pharmacognosy</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a414t-46b76a3486fb64c3634cc9ee88c9d9967f7520abf1a5cbac1ea61d187b82be6b3</citedby><cites>FETCH-LOGICAL-a414t-46b76a3486fb64c3634cc9ee88c9d9967f7520abf1a5cbac1ea61d187b82be6b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/25272326$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wojnar, Joanna M</creatorcontrib><creatorcontrib>Dowle, Katie O</creatorcontrib><creatorcontrib>Northcote, Peter T</creatorcontrib><title>The Oxeatamides: Nitrogenous Spongian Diterpenes from the New Zealand Marine Sponge Darwinella oxeata</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>As part of our ongoing search for novel and bioactive compounds from New Zealand marine organisms, we investigated the extracts of the sponge Darwinella oxeata. NMR-guided fractionation led to the isolation of nine new nitrogenous spongian diterpenes, oxeatamide A (1), iso-oxeatamide A (2), oxeatamides B–G (3–8), and oxeatamide A 23-methyl ester (9), as well as two known compounds, membranolides C and D (10, 11).</description><subject>Animals</subject><subject>Darwinella</subject><subject>Diterpenes - chemistry</subject><subject>Diterpenes - isolation &amp; purification</subject><subject>Marine</subject><subject>Marine Biology</subject><subject>Molecular Structure</subject><subject>New Zealand</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Porifera - chemistry</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNqNkT9PwzAQxS0EoqUw8AWQFyQYAnbsOAkb4r9U2oGysEQX51JSNU6wUxW-PS4tnRiYTif97unee4Qcc3bBWcgvTRsxFsl0ukP6PApZoFgY7ZI-40oEIlGyRw6cmzHGBEujfdILozAORaj6BCfvSMefCB3UVYHuio6qzjZTNM3C0Ze2MdMKDL2tOrQtGnS0tE1NO381wiV9Q5iDKegz2Mrgmkd6C3bp1_kcaPMjfUj2Spg7PNrMAXm9v5vcPAbD8cPTzfUwAMllF0iVxwqETFSZK6mFElLrFDFJdFqkqYrL2LuDvOQQ6Rw0R1C84EmcJ2GOKhcDcrbWbW3zsUDXZXXl9OoRg95P5vNIZSxSLv-BciUTn9gKPV-j2jbOWSyz1lY12K-Ms2xVQLYtwLMnG9lFXmOxJX8T98DpGgDtslmzsMYH8ofQN5UXjM0</recordid><startdate>20141024</startdate><enddate>20141024</enddate><creator>Wojnar, Joanna M</creator><creator>Dowle, Katie O</creator><creator>Northcote, Peter T</creator><general>American Chemical Society and American Society of Pharmacognosy</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><scope>7TN</scope><scope>8FD</scope><scope>F1W</scope><scope>FR3</scope><scope>H95</scope><scope>H99</scope><scope>L.F</scope><scope>L.G</scope><scope>P64</scope></search><sort><creationdate>20141024</creationdate><title>The Oxeatamides: Nitrogenous Spongian Diterpenes from the New Zealand Marine Sponge Darwinella oxeata</title><author>Wojnar, Joanna M ; Dowle, Katie O ; Northcote, Peter T</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a414t-46b76a3486fb64c3634cc9ee88c9d9967f7520abf1a5cbac1ea61d187b82be6b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Animals</topic><topic>Darwinella</topic><topic>Diterpenes - chemistry</topic><topic>Diterpenes - isolation &amp; purification</topic><topic>Marine</topic><topic>Marine Biology</topic><topic>Molecular Structure</topic><topic>New Zealand</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Porifera - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wojnar, Joanna M</creatorcontrib><creatorcontrib>Dowle, Katie O</creatorcontrib><creatorcontrib>Northcote, Peter T</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><collection>Oceanic Abstracts</collection><collection>Technology Research Database</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>Engineering Research Database</collection><collection>Aquatic Science &amp; Fisheries Abstracts (ASFA) 1: Biological Sciences &amp; Living Resources</collection><collection>ASFA: Marine Biotechnology Abstracts</collection><collection>Aquatic Science &amp; Fisheries Abstracts (ASFA) Marine Biotechnology Abstracts</collection><collection>Aquatic Science &amp; Fisheries Abstracts (ASFA) Professional</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wojnar, Joanna M</au><au>Dowle, Katie O</au><au>Northcote, Peter T</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The Oxeatamides: Nitrogenous Spongian Diterpenes from the New Zealand Marine Sponge Darwinella oxeata</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2014-10-24</date><risdate>2014</risdate><volume>77</volume><issue>10</issue><spage>2288</spage><epage>2295</epage><pages>2288-2295</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><abstract>As part of our ongoing search for novel and bioactive compounds from New Zealand marine organisms, we investigated the extracts of the sponge Darwinella oxeata. NMR-guided fractionation led to the isolation of nine new nitrogenous spongian diterpenes, oxeatamide A (1), iso-oxeatamide A (2), oxeatamides B–G (3–8), and oxeatamide A 23-methyl ester (9), as well as two known compounds, membranolides C and D (10, 11).</abstract><cop>United States</cop><pub>American Chemical Society and American Society of Pharmacognosy</pub><pmid>25272326</pmid><doi>10.1021/np500549g</doi><tpages>8</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0163-3864
ispartof Journal of natural products (Washington, D.C.), 2014-10, Vol.77 (10), p.2288-2295
issn 0163-3864
1520-6025
language eng
recordid cdi_proquest_miscellaneous_1639473914
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Animals
Darwinella
Diterpenes - chemistry
Diterpenes - isolation & purification
Marine
Marine Biology
Molecular Structure
New Zealand
Nuclear Magnetic Resonance, Biomolecular
Porifera - chemistry
title The Oxeatamides: Nitrogenous Spongian Diterpenes from the New Zealand Marine Sponge Darwinella oxeata
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-25T15%3A02%3A09IST&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=The%20Oxeatamides:%20Nitrogenous%20Spongian%20Diterpenes%20from%20the%20New%20Zealand%20Marine%20Sponge%20Darwinella%20oxeata&rft.jtitle=Journal%20of%20natural%20products%20(Washington,%20D.C.)&rft.au=Wojnar,%20Joanna%20M&rft.date=2014-10-24&rft.volume=77&rft.issue=10&rft.spage=2288&rft.epage=2295&rft.pages=2288-2295&rft.issn=0163-3864&rft.eissn=1520-6025&rft_id=info:doi/10.1021/np500549g&rft_dat=%3Cproquest_cross%3E1639473914%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a414t-46b76a3486fb64c3634cc9ee88c9d9967f7520abf1a5cbac1ea61d187b82be6b3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1616480034&rft_id=info:pmid/25272326&rfr_iscdi=true