Newbouldiaquinone and Newbouldiamide: A New Naphthoquinone–Anthraquinone Coupled Pigment and a New Ceramide from Newbouldia laevis
Newbouldiaquinone (1), a new naphthoquinone–anthraquinone coupled pigment and a new ceramide named newbouldiamide (2), have been isolated from Newbouldia laevis, besides the known compounds lapachol (3), canthic acid, oleanolic acid, 2-methyl-9,10-anthracenedione, 2-acetylfuro-1,4-naphthoquinone, 2,...
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| Veröffentlicht in: | Chemical & Pharmaceutical Bulletin 2005, Vol.53(6), pp.616-619 |
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| container_title | Chemical & Pharmaceutical Bulletin |
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| creator | Eyong, Kenneth Oben Krohn, Karsten Hussain, Hidayat Folefoc, Gabriel Ngosong Nkengfack, Augustin Ephram Schulz, Barbara Hu, Qunxiu |
| description | Newbouldiaquinone (1), a new naphthoquinone–anthraquinone coupled pigment and a new ceramide named newbouldiamide (2), have been isolated from Newbouldia laevis, besides the known compounds lapachol (3), canthic acid, oleanolic acid, 2-methyl-9,10-anthracenedione, 2-acetylfuro-1,4-naphthoquinone, 2,3-dimethoxy-1,4-benzoquinone, 2-(4-hydroxyphenyl)ethyl triacontanoate, β-sitosterol and β-sitosterol glucopyranoside. The structure elucidations of the isolated new compounds were performed on the basis of spectroscopic and chemical evidence. Preliminary studies showed that 1 is moderately antibacterial against Gram-positive Bacillus megaterium and that 3 has moderate herbicidal and antibacterial activities. |
| doi_str_mv | 10.1248/cpb.53.616 |
| format | Article |
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The structure elucidations of the isolated new compounds were performed on the basis of spectroscopic and chemical evidence. Preliminary studies showed that 1 is moderately antibacterial against Gram-positive Bacillus megaterium and that 3 has moderate herbicidal and antibacterial activities.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.53.616</identifier><identifier>PMID: 15930769</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Anthraquinones - chemistry ; Anthraquinones - isolation & purification ; Anthraquinones - pharmacology ; Bignioniaceae ; Bignoniaceae ; ceramide ; Ceramides - chemistry ; Ceramides - isolation & purification ; Ceramides - pharmacology ; Microbial Sensitivity Tests - methods ; Naphthoquinones - chemistry ; Naphthoquinones - isolation & purification ; Naphthoquinones - pharmacology ; naphthoquinone–anthraquinone ; Newbouldia laevis ; Pigments, Biological - chemistry ; Pigments, Biological - isolation & purification ; Pigments, Biological - pharmacology ; Plant Extracts - chemistry ; Plant Extracts - isolation & purification ; Plant Extracts - pharmacology ; Plant Structures</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2005, Vol.53(6), pp.616-619</ispartof><rights>2005 The Pharmaceutical Society of Japan</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c633t-e38b3dcc558f6f82762899d7cdf795b9710cd5b82c404cc663742168654202c63</citedby><cites>FETCH-LOGICAL-c633t-e38b3dcc558f6f82762899d7cdf795b9710cd5b82c404cc663742168654202c63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/15930769$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Eyong, Kenneth Oben</creatorcontrib><creatorcontrib>Krohn, Karsten</creatorcontrib><creatorcontrib>Hussain, Hidayat</creatorcontrib><creatorcontrib>Folefoc, Gabriel Ngosong</creatorcontrib><creatorcontrib>Nkengfack, Augustin Ephram</creatorcontrib><creatorcontrib>Schulz, Barbara</creatorcontrib><creatorcontrib>Hu, Qunxiu</creatorcontrib><creatorcontrib>aDepartment of Organic Chemistry</creatorcontrib><creatorcontrib>Yaounde University I</creatorcontrib><creatorcontrib>University of Paderborn</creatorcontrib><creatorcontrib>TechnicalUniversity of Braunschweig</creatorcontrib><creatorcontrib>bDepartment of Chemistry</creatorcontrib><creatorcontrib>cInstitute of Microbiology</creatorcontrib><title>Newbouldiaquinone and Newbouldiamide: A New Naphthoquinone–Anthraquinone Coupled Pigment and a New Ceramide from Newbouldia laevis</title><title>Chemical & Pharmaceutical Bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Newbouldiaquinone (1), a new naphthoquinone–anthraquinone coupled pigment and a new ceramide named newbouldiamide (2), have been isolated from Newbouldia laevis, besides the known compounds lapachol (3), canthic acid, oleanolic acid, 2-methyl-9,10-anthracenedione, 2-acetylfuro-1,4-naphthoquinone, 2,3-dimethoxy-1,4-benzoquinone, 2-(4-hydroxyphenyl)ethyl triacontanoate, β-sitosterol and β-sitosterol glucopyranoside. The structure elucidations of the isolated new compounds were performed on the basis of spectroscopic and chemical evidence. Preliminary studies showed that 1 is moderately antibacterial against Gram-positive Bacillus megaterium and that 3 has moderate herbicidal and antibacterial activities.</description><subject>Anthraquinones - chemistry</subject><subject>Anthraquinones - isolation & purification</subject><subject>Anthraquinones - pharmacology</subject><subject>Bignioniaceae</subject><subject>Bignoniaceae</subject><subject>ceramide</subject><subject>Ceramides - chemistry</subject><subject>Ceramides - isolation & purification</subject><subject>Ceramides - pharmacology</subject><subject>Microbial Sensitivity Tests - methods</subject><subject>Naphthoquinones - chemistry</subject><subject>Naphthoquinones - isolation & purification</subject><subject>Naphthoquinones - pharmacology</subject><subject>naphthoquinone–anthraquinone</subject><subject>Newbouldia laevis</subject><subject>Pigments, Biological - chemistry</subject><subject>Pigments, Biological - isolation & purification</subject><subject>Pigments, Biological - pharmacology</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - isolation & purification</subject><subject>Plant Extracts - pharmacology</subject><subject>Plant Structures</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpNkM9u1DAQxi0EokvhwgOgnDggZfGf2E64oNUKClJVOMDZcpxJ45XjBDsBcePQN-gb8iQ4m9WWg8ejmW9-9nwIvSR4S2hRvjVjveVsK4h4hDaEFTLnlLLHaIMxrnLKBLtAz2I8YEw5luwpuiC8YliKaoPubuBXPcyusfrHbP3gIdO-yR6qvW3gXbZbKtmNHrupG07Cv3_ud37qwnlwP8yjgyb7am978NMRpI-DewhHUNaGof8PnjkNP218jp602kV4cbov0fePH77tP-XXX64-73fXuRGMTTmwsmaNMZyXrWhLKgUtq6qRpmllxetKEmwaXpfUFLgwRggmC0pEKXhBMU2MS_R65Y4hLQFxUr2NBpzTHoY5KiHLChNJkvDNKjRhiDFAq8Zgex1-K4LV4rlKnivOVPI8iV-dqHPdQ_MgPZmcBFerIHWt0W7wznpQh2EOPq2rTJSmg94qijFX6TAs1DFN-CVUBMvUW0jvV9IhTvoWzk_pMFnj4PyrNSzT506ngwLP_gEpIawu</recordid><startdate>2005</startdate><enddate>2005</enddate><creator>Eyong, Kenneth Oben</creator><creator>Krohn, Karsten</creator><creator>Hussain, Hidayat</creator><creator>Folefoc, Gabriel Ngosong</creator><creator>Nkengfack, Augustin Ephram</creator><creator>Schulz, Barbara</creator><creator>Hu, Qunxiu</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</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>2005</creationdate><title>Newbouldiaquinone and Newbouldiamide: A New Naphthoquinone–Anthraquinone Coupled Pigment and a New Ceramide from Newbouldia laevis</title><author>Eyong, Kenneth Oben ; Krohn, Karsten ; Hussain, Hidayat ; Folefoc, Gabriel Ngosong ; Nkengfack, Augustin Ephram ; Schulz, Barbara ; Hu, Qunxiu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c633t-e38b3dcc558f6f82762899d7cdf795b9710cd5b82c404cc663742168654202c63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>Anthraquinones - chemistry</topic><topic>Anthraquinones - isolation & purification</topic><topic>Anthraquinones - pharmacology</topic><topic>Bignioniaceae</topic><topic>Bignoniaceae</topic><topic>ceramide</topic><topic>Ceramides - chemistry</topic><topic>Ceramides - isolation & purification</topic><topic>Ceramides - pharmacology</topic><topic>Microbial Sensitivity Tests - methods</topic><topic>Naphthoquinones - chemistry</topic><topic>Naphthoquinones - isolation & purification</topic><topic>Naphthoquinones - pharmacology</topic><topic>naphthoquinone–anthraquinone</topic><topic>Newbouldia laevis</topic><topic>Pigments, Biological - chemistry</topic><topic>Pigments, Biological - isolation & purification</topic><topic>Pigments, Biological - pharmacology</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - isolation & purification</topic><topic>Plant Extracts - pharmacology</topic><topic>Plant Structures</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Eyong, Kenneth Oben</creatorcontrib><creatorcontrib>Krohn, Karsten</creatorcontrib><creatorcontrib>Hussain, Hidayat</creatorcontrib><creatorcontrib>Folefoc, Gabriel Ngosong</creatorcontrib><creatorcontrib>Nkengfack, Augustin Ephram</creatorcontrib><creatorcontrib>Schulz, Barbara</creatorcontrib><creatorcontrib>Hu, Qunxiu</creatorcontrib><creatorcontrib>aDepartment of Organic Chemistry</creatorcontrib><creatorcontrib>Yaounde University I</creatorcontrib><creatorcontrib>University of Paderborn</creatorcontrib><creatorcontrib>TechnicalUniversity of Braunschweig</creatorcontrib><creatorcontrib>bDepartment of Chemistry</creatorcontrib><creatorcontrib>cInstitute of Microbiology</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>Chemical & Pharmaceutical Bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Eyong, Kenneth Oben</au><au>Krohn, Karsten</au><au>Hussain, Hidayat</au><au>Folefoc, Gabriel Ngosong</au><au>Nkengfack, Augustin Ephram</au><au>Schulz, Barbara</au><au>Hu, Qunxiu</au><aucorp>aDepartment of Organic Chemistry</aucorp><aucorp>Yaounde University I</aucorp><aucorp>University of Paderborn</aucorp><aucorp>TechnicalUniversity of Braunschweig</aucorp><aucorp>bDepartment of Chemistry</aucorp><aucorp>cInstitute of Microbiology</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Newbouldiaquinone and Newbouldiamide: A New Naphthoquinone–Anthraquinone Coupled Pigment and a New Ceramide from Newbouldia laevis</atitle><jtitle>Chemical & Pharmaceutical Bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2005</date><risdate>2005</risdate><volume>53</volume><issue>6</issue><spage>616</spage><epage>619</epage><pages>616-619</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>Newbouldiaquinone (1), a new naphthoquinone–anthraquinone coupled pigment and a new ceramide named newbouldiamide (2), have been isolated from Newbouldia laevis, besides the known compounds lapachol (3), canthic acid, oleanolic acid, 2-methyl-9,10-anthracenedione, 2-acetylfuro-1,4-naphthoquinone, 2,3-dimethoxy-1,4-benzoquinone, 2-(4-hydroxyphenyl)ethyl triacontanoate, β-sitosterol and β-sitosterol glucopyranoside. The structure elucidations of the isolated new compounds were performed on the basis of spectroscopic and chemical evidence. Preliminary studies showed that 1 is moderately antibacterial against Gram-positive Bacillus megaterium and that 3 has moderate herbicidal and antibacterial activities.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>15930769</pmid><doi>10.1248/cpb.53.616</doi><tpages>4</tpages><oa>free_for_read</oa></addata></record> |
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| source | J-STAGE Free; MEDLINE; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | Anthraquinones - chemistry Anthraquinones - isolation & purification Anthraquinones - pharmacology Bignioniaceae Bignoniaceae ceramide Ceramides - chemistry Ceramides - isolation & purification Ceramides - pharmacology Microbial Sensitivity Tests - methods Naphthoquinones - chemistry Naphthoquinones - isolation & purification Naphthoquinones - pharmacology naphthoquinone–anthraquinone Newbouldia laevis Pigments, Biological - chemistry Pigments, Biological - isolation & purification Pigments, Biological - pharmacology Plant Extracts - chemistry Plant Extracts - isolation & purification Plant Extracts - pharmacology Plant Structures |
| title | Newbouldiaquinone and Newbouldiamide: A New Naphthoquinone–Anthraquinone Coupled Pigment and a New Ceramide from Newbouldia laevis |
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