Nakijiquinones J−R, Sesquiterpenoid Quinones with an Amine Residue from Okinawan Marine Sponges
Nine new sesquiterpenoid quinones, nakijiquinones J−R (1−9), have been isolated from three collections of Okinawan marine sponges of the family Spongiidae, and the structures and configurations were elucidated from the spectroscopic data and chemical correlations. Nakijiquinones J−L (1−3), M and N (...
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| Veröffentlicht in: | Journal of natural products (Washington, D.C.) D.C.), 2010-03, Vol.73 (3), p.467-471 |
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| container_end_page | 471 |
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| container_issue | 3 |
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| container_title | Journal of natural products (Washington, D.C.) |
| container_volume | 73 |
| creator | Takahashi, Yohei Ushio, Masahiro Kubota, Takaaki Yamamoto, Sunao Fromont, Jane Kobayashi, Jun’ichi |
| description | Nine new sesquiterpenoid quinones, nakijiquinones J−R (1−9), have been isolated from three collections of Okinawan marine sponges of the family Spongiidae, and the structures and configurations were elucidated from the spectroscopic data and chemical correlations. Nakijiquinones J−L (1−3), M and N (4 and 5, respectively), O (6), P and Q (7 and 8, respectively), and R (9) are new sesquiterpenoid quinones possessing (S)-2-methylbutylamine, isopentylamine, isobutylamine, phenethylamine, and taurine residues, respectively, attached to each quinone ring. |
| doi_str_mv | 10.1021/np900470e |
| format | Article |
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Nakijiquinones J−L (1−3), M and N (4 and 5, respectively), O (6), P and Q (7 and 8, respectively), and R (9) are new sesquiterpenoid quinones possessing (S)-2-methylbutylamine, isopentylamine, isobutylamine, phenethylamine, and taurine residues, respectively, attached to each quinone ring.</description><identifier>ISSN: 0163-3864</identifier><identifier>EISSN: 1520-6025</identifier><identifier>DOI: 10.1021/np900470e</identifier><identifier>PMID: 20028027</identifier><identifier>CODEN: JNPRDF</identifier><language>eng</language><publisher>Northbrook, IL: American Chemical Society and American Society of Pharmacognosy</publisher><subject>Animals ; Biological and medical sciences ; General pharmacology ; Marine ; Marine Biology ; Medical sciences ; Molecular Structure ; Nuclear Magnetic Resonance, Biomolecular ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Porifera - chemistry ; Quinones - chemistry ; Quinones - isolation & purification ; Quinones - pharmacology ; Receptor, ErbB-2 - antagonists & inhibitors ; Sesquiterpenes - chemistry ; Sesquiterpenes - isolation & purification ; Sesquiterpenes - pharmacology ; Spongiidae</subject><ispartof>Journal of natural products (Washington, D.C.), 2010-03, Vol.73 (3), p.467-471</ispartof><rights>Copyright © 2009 American Chemical Society and American Society of Pharmacognosy and American Society of Pharmacognosy</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a376t-337516b99626758a5545592710971bcd2734ec9e69e6547fc21eb5de402d4fb43</citedby><cites>FETCH-LOGICAL-a376t-337516b99626758a5545592710971bcd2734ec9e69e6547fc21eb5de402d4fb43</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/np900470e$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/np900470e$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22549781$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20028027$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Takahashi, Yohei</creatorcontrib><creatorcontrib>Ushio, Masahiro</creatorcontrib><creatorcontrib>Kubota, Takaaki</creatorcontrib><creatorcontrib>Yamamoto, Sunao</creatorcontrib><creatorcontrib>Fromont, Jane</creatorcontrib><creatorcontrib>Kobayashi, Jun’ichi</creatorcontrib><title>Nakijiquinones J−R, Sesquiterpenoid Quinones with an Amine Residue from Okinawan Marine Sponges</title><title>Journal of natural products (Washington, D.C.)</title><addtitle>J. Nat. Prod</addtitle><description>Nine new sesquiterpenoid quinones, nakijiquinones J−R (1−9), have been isolated from three collections of Okinawan marine sponges of the family Spongiidae, and the structures and configurations were elucidated from the spectroscopic data and chemical correlations. Nakijiquinones J−L (1−3), M and N (4 and 5, respectively), O (6), P and Q (7 and 8, respectively), and R (9) are new sesquiterpenoid quinones possessing (S)-2-methylbutylamine, isopentylamine, isobutylamine, phenethylamine, and taurine residues, respectively, attached to each quinone ring.</description><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>General pharmacology</subject><subject>Marine</subject><subject>Marine Biology</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Porifera - chemistry</subject><subject>Quinones - chemistry</subject><subject>Quinones - isolation & purification</subject><subject>Quinones - pharmacology</subject><subject>Receptor, ErbB-2 - antagonists & inhibitors</subject><subject>Sesquiterpenes - chemistry</subject><subject>Sesquiterpenes - isolation & purification</subject><subject>Sesquiterpenes - pharmacology</subject><subject>Spongiidae</subject><issn>0163-3864</issn><issn>1520-6025</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkN1KHEEQhRtRdGNykReQuQkh4Jjq_-1LkcQfNEvW5HromanR3t3pGbt3kLyB1z6iT2KLu-tNQCgoqPNxTnEI-UzhiAKj331vAIQG3CIjKhnkCpjcJiOgiud8rMQe-RDjDAA4GLlL9hgAGwPTI2J_2bmbubvB-c5jzC6eHh6nh9k1xnRaYujRd67Ofq_1e7e8zazPjlvnMZtidPWAWRO6NpvMnbf3Sbuy4UW87jt_g_Ej2WnsIuKn1d4nf3_--HNyll9OTs9Pji9zy7Va5pxrSVVpjGJKy7GVUkhpmKZgNC2rmmkusDKo0kihm4pRLGWNAlgtmlLwffL11bcP3d2AcVm0Lla4WFiP3RALnQwF51K9T3I-pukdk8hvr2QVuhgDNkUfXGvDv4JC8VJ9sak-sQcr16Fssd6Q664T8GUF2FjZRROsr1x845gURqfgDWerWMy6IfhU238CnwG1ypbz</recordid><startdate>20100326</startdate><enddate>20100326</enddate><creator>Takahashi, Yohei</creator><creator>Ushio, Masahiro</creator><creator>Kubota, Takaaki</creator><creator>Yamamoto, Sunao</creator><creator>Fromont, Jane</creator><creator>Kobayashi, Jun’ichi</creator><general>American Chemical Society and American Society of Pharmacognosy</general><general>American Society of Pharmacognosy</general><scope>IQODW</scope><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>F1W</scope><scope>H95</scope><scope>L.G</scope></search><sort><creationdate>20100326</creationdate><title>Nakijiquinones J−R, Sesquiterpenoid Quinones with an Amine Residue from Okinawan Marine Sponges</title><author>Takahashi, Yohei ; Ushio, Masahiro ; Kubota, Takaaki ; Yamamoto, Sunao ; Fromont, Jane ; Kobayashi, Jun’ichi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a376t-337516b99626758a5545592710971bcd2734ec9e69e6547fc21eb5de402d4fb43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>General pharmacology</topic><topic>Marine</topic><topic>Marine Biology</topic><topic>Medical sciences</topic><topic>Molecular Structure</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Porifera - chemistry</topic><topic>Quinones - chemistry</topic><topic>Quinones - isolation & purification</topic><topic>Quinones - pharmacology</topic><topic>Receptor, ErbB-2 - antagonists & inhibitors</topic><topic>Sesquiterpenes - chemistry</topic><topic>Sesquiterpenes - isolation & purification</topic><topic>Sesquiterpenes - pharmacology</topic><topic>Spongiidae</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Takahashi, Yohei</creatorcontrib><creatorcontrib>Ushio, Masahiro</creatorcontrib><creatorcontrib>Kubota, Takaaki</creatorcontrib><creatorcontrib>Yamamoto, Sunao</creatorcontrib><creatorcontrib>Fromont, Jane</creatorcontrib><creatorcontrib>Kobayashi, Jun’ichi</creatorcontrib><collection>Pascal-Francis</collection><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>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 1: Biological Sciences & Living Resources</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</collection><jtitle>Journal of natural products (Washington, D.C.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Takahashi, Yohei</au><au>Ushio, Masahiro</au><au>Kubota, Takaaki</au><au>Yamamoto, Sunao</au><au>Fromont, Jane</au><au>Kobayashi, Jun’ichi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Nakijiquinones J−R, Sesquiterpenoid Quinones with an Amine Residue from Okinawan Marine Sponges</atitle><jtitle>Journal of natural products (Washington, D.C.)</jtitle><addtitle>J. Nat. Prod</addtitle><date>2010-03-26</date><risdate>2010</risdate><volume>73</volume><issue>3</issue><spage>467</spage><epage>471</epage><pages>467-471</pages><issn>0163-3864</issn><eissn>1520-6025</eissn><coden>JNPRDF</coden><abstract>Nine new sesquiterpenoid quinones, nakijiquinones J−R (1−9), have been isolated from three collections of Okinawan marine sponges of the family Spongiidae, and the structures and configurations were elucidated from the spectroscopic data and chemical correlations. Nakijiquinones J−L (1−3), M and N (4 and 5, respectively), O (6), P and Q (7 and 8, respectively), and R (9) are new sesquiterpenoid quinones possessing (S)-2-methylbutylamine, isopentylamine, isobutylamine, phenethylamine, and taurine residues, respectively, attached to each quinone ring.</abstract><cop>Northbrook, IL</cop><pub>American Chemical Society and American Society of Pharmacognosy</pub><pmid>20028027</pmid><doi>10.1021/np900470e</doi><tpages>5</tpages></addata></record> |
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| identifier | ISSN: 0163-3864 |
| ispartof | Journal of natural products (Washington, D.C.), 2010-03, Vol.73 (3), p.467-471 |
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| subjects | Animals Biological and medical sciences General pharmacology Marine Marine Biology Medical sciences Molecular Structure Nuclear Magnetic Resonance, Biomolecular Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Porifera - chemistry Quinones - chemistry Quinones - isolation & purification Quinones - pharmacology Receptor, ErbB-2 - antagonists & inhibitors Sesquiterpenes - chemistry Sesquiterpenes - isolation & purification Sesquiterpenes - pharmacology Spongiidae |
| title | Nakijiquinones J−R, Sesquiterpenoid Quinones with an Amine Residue from Okinawan Marine Sponges |
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