New Discorhabdin D Analogues from Latrunculia spp. Sponges
Chemical profiles of Latrunculia kaakaariki and Latrunculia brevis were investigated, resulting in the isolation of five new discorhabdin D derivatives 1 and 3–6. Their planar structures were solved by combination of NMR and HR-MS, while J-based configurational analysis, computational techniques, an...
Gespeichert in:
Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2024-11, Vol.87 (11), p.2640-2648 |
---|---|
Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 2648 |
---|---|
container_issue | 11 |
container_start_page | 2640 |
container_title | Journal of natural products (Washington, D.C.) |
container_volume | 87 |
creator | Orfanoudaki, Maria Dalilian, Masoumeh Du, Lin Chau, Cindy H. Figg, William D. O’Keefe, Barry R. Grkovic, Tanja |
description | Chemical profiles of Latrunculia kaakaariki and Latrunculia brevis were investigated, resulting in the isolation of five new discorhabdin D derivatives 1 and 3–6. Their planar structures were solved by combination of NMR and HR-MS, while J-based configurational analysis, computational techniques, and semisynthetic methods were used for the establishment of their absolute configurations. New natural products were tested for their growth inhibitory activity against the NCI-60 human tumor cell line panel, and two compounds 5 and 6 showed low micromolar potency. |
doi_str_mv | 10.1021/acs.jnatprod.4c01036 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_3154242874</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3120910764</sourcerecordid><originalsourceid>FETCH-LOGICAL-a260t-620f5fdb07632d95ac40a6b825c4b98090a1bcc490b3db75567219af52fa99213</originalsourceid><addsrcrecordid>eNqNkMtOwzAQRS0EoqXwBwhlySZh_EzMrqK8pAoWwDqyHaekSuJgJ0L8PSltWSJWszl35s5B6BxDgoHgK2VCsm5V33lXJMwABioO0BRzArEAwg_RFLCgMc0Em6CTENYAQEHyYzShknGaEjlF10_2M1pUwTj_rnRRtdEimreqdqvBhqj0romWqvdDa4a6UlHouiR66Vy7suEUHZWqDvZsN2fo7e729eYhXj7fP97Ml7EiAvpYECh5WWhIBSWF5MowUEJnhBumZQYSFNbGMAmaFjrlXKQES1VyUiopCaYzdLndO376Mbbq82bsa-tatdYNIaeYM8JIlrJ_oAQkHptsULZFjXcheFvmna8a5b9yDPlGcD4KzveC853gMXaxuzDoxha_ob3REYAt8BN3gx9lhr93fgPi7IiT</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>3120910764</pqid></control><display><type>article</type><title>New Discorhabdin D Analogues from Latrunculia spp. Sponges</title><source>ACS Publications</source><source>MEDLINE</source><creator>Orfanoudaki, Maria ; Dalilian, Masoumeh ; Du, Lin ; Chau, Cindy H. ; Figg, William D. ; O’Keefe, Barry R. ; Grkovic, Tanja</creator><creatorcontrib>Orfanoudaki, Maria ; Dalilian, Masoumeh ; Du, Lin ; Chau, Cindy H. ; Figg, William D. ; O’Keefe, Barry R. ; Grkovic, Tanja</creatorcontrib><description>Chemical profiles of Latrunculia kaakaariki and Latrunculia brevis were investigated, resulting in the isolation of five new discorhabdin D derivatives 1 and 3–6. Their planar structures were solved by combination of NMR and HR-MS, while J-based configurational analysis, computational techniques, and semisynthetic methods were used for the establishment of their absolute configurations. New natural products were tested for their growth inhibitory activity against the NCI-60 human tumor cell line panel, and two compounds 5 and 6 showed low micromolar potency.</description><identifier>ISSN: 0163-3864</identifier><identifier>ISSN: 1520-6025</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/acs.jnatprod.4c01036</identifier><identifier>PMID: 39453729</identifier><language>eng</language><publisher>United States: American Chemical Society and American Society of Pharmacognosy</publisher><subject>Animals ; Antineoplastic Agents - chemistry ; Antineoplastic Agents - isolation & purification ; Antineoplastic Agents - pharmacology ; cell lines ; Drug Screening Assays, Antitumor ; Humans ; Molecular Structure ; neoplasm cells ; Nuclear Magnetic Resonance, Biomolecular ; Porifera - chemistry</subject><ispartof>Journal of natural products (Washington, D.C.), 2024-11, Vol.87 (11), p.2640-2648</ispartof><rights>Not subject to U.S. Copyright. Published 2024 by American Chemical Society and American Society of Pharmacognosy</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-a260t-620f5fdb07632d95ac40a6b825c4b98090a1bcc490b3db75567219af52fa99213</cites><orcidid>0000-0002-9409-7645 ; 0000-0001-8751-4482 ; 0000-0002-6537-3997 ; 0000-0003-0772-4856</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.4c01036$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.jnatprod.4c01036$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/39453729$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Orfanoudaki, Maria</creatorcontrib><creatorcontrib>Dalilian, Masoumeh</creatorcontrib><creatorcontrib>Du, Lin</creatorcontrib><creatorcontrib>Chau, Cindy H.</creatorcontrib><creatorcontrib>Figg, William D.</creatorcontrib><creatorcontrib>O’Keefe, Barry R.</creatorcontrib><creatorcontrib>Grkovic, Tanja</creatorcontrib><title>New Discorhabdin D Analogues from Latrunculia spp. Sponges</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Chemical profiles of Latrunculia kaakaariki and Latrunculia brevis were investigated, resulting in the isolation of five new discorhabdin D derivatives 1 and 3–6. Their planar structures were solved by combination of NMR and HR-MS, while J-based configurational analysis, computational techniques, and semisynthetic methods were used for the establishment of their absolute configurations. New natural products were tested for their growth inhibitory activity against the NCI-60 human tumor cell line panel, and two compounds 5 and 6 showed low micromolar potency.</description><subject>Animals</subject><subject>Antineoplastic Agents - chemistry</subject><subject>Antineoplastic Agents - isolation & purification</subject><subject>Antineoplastic Agents - pharmacology</subject><subject>cell lines</subject><subject>Drug Screening Assays, Antitumor</subject><subject>Humans</subject><subject>Molecular Structure</subject><subject>neoplasm cells</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Porifera - chemistry</subject><issn>0163-3864</issn><issn>1520-6025</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqNkMtOwzAQRS0EoqXwBwhlySZh_EzMrqK8pAoWwDqyHaekSuJgJ0L8PSltWSJWszl35s5B6BxDgoHgK2VCsm5V33lXJMwABioO0BRzArEAwg_RFLCgMc0Em6CTENYAQEHyYzShknGaEjlF10_2M1pUwTj_rnRRtdEimreqdqvBhqj0romWqvdDa4a6UlHouiR66Vy7suEUHZWqDvZsN2fo7e729eYhXj7fP97Ml7EiAvpYECh5WWhIBSWF5MowUEJnhBumZQYSFNbGMAmaFjrlXKQES1VyUiopCaYzdLndO376Mbbq82bsa-tatdYNIaeYM8JIlrJ_oAQkHptsULZFjXcheFvmna8a5b9yDPlGcD4KzveC853gMXaxuzDoxha_ob3REYAt8BN3gx9lhr93fgPi7IiT</recordid><startdate>20241122</startdate><enddate>20241122</enddate><creator>Orfanoudaki, Maria</creator><creator>Dalilian, Masoumeh</creator><creator>Du, Lin</creator><creator>Chau, Cindy H.</creator><creator>Figg, William D.</creator><creator>O’Keefe, Barry R.</creator><creator>Grkovic, Tanja</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>7S9</scope><scope>L.6</scope><orcidid>https://orcid.org/0000-0002-9409-7645</orcidid><orcidid>https://orcid.org/0000-0001-8751-4482</orcidid><orcidid>https://orcid.org/0000-0002-6537-3997</orcidid><orcidid>https://orcid.org/0000-0003-0772-4856</orcidid></search><sort><creationdate>20241122</creationdate><title>New Discorhabdin D Analogues from Latrunculia spp. Sponges</title><author>Orfanoudaki, Maria ; Dalilian, Masoumeh ; Du, Lin ; Chau, Cindy H. ; Figg, William D. ; O’Keefe, Barry R. ; Grkovic, Tanja</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a260t-620f5fdb07632d95ac40a6b825c4b98090a1bcc490b3db75567219af52fa99213</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Animals</topic><topic>Antineoplastic Agents - chemistry</topic><topic>Antineoplastic Agents - isolation & purification</topic><topic>Antineoplastic Agents - pharmacology</topic><topic>cell lines</topic><topic>Drug Screening Assays, Antitumor</topic><topic>Humans</topic><topic>Molecular Structure</topic><topic>neoplasm cells</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Porifera - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Orfanoudaki, Maria</creatorcontrib><creatorcontrib>Dalilian, Masoumeh</creatorcontrib><creatorcontrib>Du, Lin</creatorcontrib><creatorcontrib>Chau, Cindy H.</creatorcontrib><creatorcontrib>Figg, William D.</creatorcontrib><creatorcontrib>O’Keefe, Barry R.</creatorcontrib><creatorcontrib>Grkovic, Tanja</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>AGRICOLA</collection><collection>AGRICOLA - Academic</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Orfanoudaki, Maria</au><au>Dalilian, Masoumeh</au><au>Du, Lin</au><au>Chau, Cindy H.</au><au>Figg, William D.</au><au>O’Keefe, Barry R.</au><au>Grkovic, Tanja</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New Discorhabdin D Analogues from Latrunculia spp. Sponges</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2024-11-22</date><risdate>2024</risdate><volume>87</volume><issue>11</issue><spage>2640</spage><epage>2648</epage><pages>2640-2648</pages><issn>0163-3864</issn><issn>1520-6025</issn><eissn>1520-6025</eissn><abstract>Chemical profiles of Latrunculia kaakaariki and Latrunculia brevis were investigated, resulting in the isolation of five new discorhabdin D derivatives 1 and 3–6. Their planar structures were solved by combination of NMR and HR-MS, while J-based configurational analysis, computational techniques, and semisynthetic methods were used for the establishment of their absolute configurations. New natural products were tested for their growth inhibitory activity against the NCI-60 human tumor cell line panel, and two compounds 5 and 6 showed low micromolar potency.</abstract><cop>United States</cop><pub>American Chemical Society and American Society of Pharmacognosy</pub><pmid>39453729</pmid><doi>10.1021/acs.jnatprod.4c01036</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-9409-7645</orcidid><orcidid>https://orcid.org/0000-0001-8751-4482</orcidid><orcidid>https://orcid.org/0000-0002-6537-3997</orcidid><orcidid>https://orcid.org/0000-0003-0772-4856</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0163-3864 |
ispartof | Journal of natural products (Washington, D.C.), 2024-11, Vol.87 (11), p.2640-2648 |
issn | 0163-3864 1520-6025 1520-6025 |
language | eng |
recordid | cdi_proquest_miscellaneous_3154242874 |
source | ACS Publications; MEDLINE |
subjects | Animals Antineoplastic Agents - chemistry Antineoplastic Agents - isolation & purification Antineoplastic Agents - pharmacology cell lines Drug Screening Assays, Antitumor Humans Molecular Structure neoplasm cells Nuclear Magnetic Resonance, Biomolecular Porifera - chemistry |
title | New Discorhabdin D Analogues from Latrunculia spp. Sponges |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-29T14%3A06%3A55IST&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=New%20Discorhabdin%20D%20Analogues%20from%20Latrunculia%20spp.%20Sponges&rft.jtitle=Journal%20of%20natural%20products%20(Washington,%20D.C.)&rft.au=Orfanoudaki,%20Maria&rft.date=2024-11-22&rft.volume=87&rft.issue=11&rft.spage=2640&rft.epage=2648&rft.pages=2640-2648&rft.issn=0163-3864&rft.eissn=1520-6025&rft_id=info:doi/10.1021/acs.jnatprod.4c01036&rft_dat=%3Cproquest_cross%3E3120910764%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=3120910764&rft_id=info:pmid/39453729&rfr_iscdi=true |