New pyridoacridine alkaloids from the purple morph of the ascidian Cystodytes dellechiajei
Two new pyridoacridine alkaloids, 13-didemethylaminocycloshermilamine D ( 1) and demethyldeoxyamphimedine ( 2), were isolated from the purple chromotype of the Western Mediterranean ascidian Cystodytes dellechiajei. This morph also contained the known shermilamine B ( 3), kuanoniamine D ( 4), N-deac...
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| Veröffentlicht in: | Tetrahedron letters 2011-06, Vol.52 (23), p.3041-3044 |
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| creator | Bry, Delphine Banaigs, Bernard Long, Christophe Bontemps, Nataly |
| description | Two new pyridoacridine alkaloids, 13-didemethylaminocycloshermilamine D (
1) and demethyldeoxyamphimedine (
2), were isolated from the purple chromotype of the Western Mediterranean ascidian
Cystodytes dellechiajei. This morph also contained the known shermilamine B (
3), kuanoniamine D (
4),
N-deacetylshermilamine B (
5),
N-deacetylkuanoniamine D (
6), styelsamines C (
7), and D (
8). The structures of new compounds were elucidated on the basis of spectroscopic data. A hypothetic biosynthetic pathway from the tetracyclic styelsamine D (
8) was proposed for both compounds
1 and
2 and their antimicrobial potential was evaluated. |
| doi_str_mv | 10.1016/j.tetlet.2011.04.005 |
| format | Article |
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1) and demethyldeoxyamphimedine (
2), were isolated from the purple chromotype of the Western Mediterranean ascidian
Cystodytes dellechiajei. This morph also contained the known shermilamine B (
3), kuanoniamine D (
4),
N-deacetylshermilamine B (
5),
N-deacetylkuanoniamine D (
6), styelsamines C (
7), and D (
8). The structures of new compounds were elucidated on the basis of spectroscopic data. A hypothetic biosynthetic pathway from the tetracyclic styelsamine D (
8) was proposed for both compounds
1 and
2 and their antimicrobial potential was evaluated.</description><identifier>ISSN: 0040-4039</identifier><identifier>EISSN: 1873-3581</identifier><identifier>DOI: 10.1016/j.tetlet.2011.04.005</identifier><identifier>CODEN: TELEAY</identifier><language>eng</language><publisher>Kidlington: Elsevier Ltd</publisher><subject>Alkaloids ; Antibiotics. Antiinfectious agents. Antiparasitic agents ; Antiinfectives and antibacterials ; Ascidian ; Biological and medical sciences ; Chemistry ; Cystodytes dellechiajei ; Exact sciences and technology ; General aspects ; General pharmacology ; Heterocyclic compounds ; Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms ; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings ; Marine ; Medical sciences ; Organic chemistry ; Pathways ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Preparations and properties ; Pyridoacridine ; Spectroscopy ; Tetrahedrons</subject><ispartof>Tetrahedron letters, 2011-06, Vol.52 (23), p.3041-3044</ispartof><rights>2011 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c401t-7cf63f175fb65cc9095cb474a6a868488f8e023c7da037ab62a6e04771c891b83</citedby><cites>FETCH-LOGICAL-c401t-7cf63f175fb65cc9095cb474a6a868488f8e023c7da037ab62a6e04771c891b83</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.tetlet.2011.04.005$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=24170903$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Bry, Delphine</creatorcontrib><creatorcontrib>Banaigs, Bernard</creatorcontrib><creatorcontrib>Long, Christophe</creatorcontrib><creatorcontrib>Bontemps, Nataly</creatorcontrib><title>New pyridoacridine alkaloids from the purple morph of the ascidian Cystodytes dellechiajei</title><title>Tetrahedron letters</title><description>Two new pyridoacridine alkaloids, 13-didemethylaminocycloshermilamine D (
1) and demethyldeoxyamphimedine (
2), were isolated from the purple chromotype of the Western Mediterranean ascidian
Cystodytes dellechiajei. This morph also contained the known shermilamine B (
3), kuanoniamine D (
4),
N-deacetylshermilamine B (
5),
N-deacetylkuanoniamine D (
6), styelsamines C (
7), and D (
8). The structures of new compounds were elucidated on the basis of spectroscopic data. A hypothetic biosynthetic pathway from the tetracyclic styelsamine D (
8) was proposed for both compounds
1 and
2 and their antimicrobial potential was evaluated.</description><subject>Alkaloids</subject><subject>Antibiotics. Antiinfectious agents. Antiparasitic agents</subject><subject>Antiinfectives and antibacterials</subject><subject>Ascidian</subject><subject>Biological and medical sciences</subject><subject>Chemistry</subject><subject>Cystodytes dellechiajei</subject><subject>Exact sciences and technology</subject><subject>General aspects</subject><subject>General pharmacology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</subject><subject>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</subject><subject>Marine</subject><subject>Medical sciences</subject><subject>Organic chemistry</subject><subject>Pathways</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Preparations and properties</subject><subject>Pyridoacridine</subject><subject>Spectroscopy</subject><subject>Tetrahedrons</subject><issn>0040-4039</issn><issn>1873-3581</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><recordid>eNp9kEuLFDEQgIMoOK7-Aw-5iF66rXTSeVwEGVZ3YdGLXryETLrCZOzptElGmX9v1lk8bh2qoPjqwUfIawY9AybfH_qKdcbaD8BYD6IHGJ-QDdOKd3zU7CnZAAjoBHDznLwo5QAtpIYN-fEF_9D1nOOUnG85Lkjd_NPNKU6FhpyOtO6Rrqe8zkiPKa97msK_niu-8W6h23OpaTpXLHTCeUa_j-6A8SV5Ftxc8NVDvSLfP11_2950d18_324_3nVeAKud8kHywNQYdnL03oAZ_U4o4aTTUgutg0YYuFeTA67cTg5OIgilmNeG7TS_Im8ve9ecfp2wVHuMxbdH3ILpVKxWA-ODlkMj3z1KMiWENIMxpqHigvqcSskY7Jrj0eWzZWDvpduDvUi399ItCNukt7E3DxeaHTeH7BYfy__ZQTAFBnjjPlw4bGJ-R8y2ycTF4xQz-mqnFB8_9Bf73Zn4</recordid><startdate>20110608</startdate><enddate>20110608</enddate><creator>Bry, Delphine</creator><creator>Banaigs, Bernard</creator><creator>Long, Christophe</creator><creator>Bontemps, Nataly</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7TN</scope><scope>F1W</scope><scope>H95</scope><scope>L.G</scope></search><sort><creationdate>20110608</creationdate><title>New pyridoacridine alkaloids from the purple morph of the ascidian Cystodytes dellechiajei</title><author>Bry, Delphine ; Banaigs, Bernard ; Long, Christophe ; Bontemps, Nataly</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c401t-7cf63f175fb65cc9095cb474a6a868488f8e023c7da037ab62a6e04771c891b83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>Alkaloids</topic><topic>Antibiotics. Antiinfectious agents. Antiparasitic agents</topic><topic>Antiinfectives and antibacterials</topic><topic>Ascidian</topic><topic>Biological and medical sciences</topic><topic>Chemistry</topic><topic>Cystodytes dellechiajei</topic><topic>Exact sciences and technology</topic><topic>General aspects</topic><topic>General pharmacology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms</topic><topic>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</topic><topic>Marine</topic><topic>Medical sciences</topic><topic>Organic chemistry</topic><topic>Pathways</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Preparations and properties</topic><topic>Pyridoacridine</topic><topic>Spectroscopy</topic><topic>Tetrahedrons</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bry, Delphine</creatorcontrib><creatorcontrib>Banaigs, Bernard</creatorcontrib><creatorcontrib>Long, Christophe</creatorcontrib><creatorcontrib>Bontemps, Nataly</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Oceanic Abstracts</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>Tetrahedron letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Bry, Delphine</au><au>Banaigs, Bernard</au><au>Long, Christophe</au><au>Bontemps, Nataly</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New pyridoacridine alkaloids from the purple morph of the ascidian Cystodytes dellechiajei</atitle><jtitle>Tetrahedron letters</jtitle><date>2011-06-08</date><risdate>2011</risdate><volume>52</volume><issue>23</issue><spage>3041</spage><epage>3044</epage><pages>3041-3044</pages><issn>0040-4039</issn><eissn>1873-3581</eissn><coden>TELEAY</coden><abstract>Two new pyridoacridine alkaloids, 13-didemethylaminocycloshermilamine D (
1) and demethyldeoxyamphimedine (
2), were isolated from the purple chromotype of the Western Mediterranean ascidian
Cystodytes dellechiajei. This morph also contained the known shermilamine B (
3), kuanoniamine D (
4),
N-deacetylshermilamine B (
5),
N-deacetylkuanoniamine D (
6), styelsamines C (
7), and D (
8). The structures of new compounds were elucidated on the basis of spectroscopic data. A hypothetic biosynthetic pathway from the tetracyclic styelsamine D (
8) was proposed for both compounds
1 and
2 and their antimicrobial potential was evaluated.</abstract><cop>Kidlington</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.tetlet.2011.04.005</doi><tpages>4</tpages></addata></record> |
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| source | Elsevier ScienceDirect Journals Complete |
| subjects | Alkaloids Antibiotics. Antiinfectious agents. Antiparasitic agents Antiinfectives and antibacterials Ascidian Biological and medical sciences Chemistry Cystodytes dellechiajei Exact sciences and technology General aspects General pharmacology Heterocyclic compounds Heterocyclic compounds with n hetero atom and also o and/or s, se, te hetero atoms Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Marine Medical sciences Organic chemistry Pathways Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Preparations and properties Pyridoacridine Spectroscopy Tetrahedrons |
| title | New pyridoacridine alkaloids from the purple morph of the ascidian Cystodytes dellechiajei |
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