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Serratezomines D and E, new Lycopodium alkaloids from Lycopodium serratum var. serratum
Two new Lycopodium alkaloids, serratezomines D ( 1) and E ( 2), were isolated from the club moss Lycopodium serratum var. serratum. Serratezomine D ( 1) is a new lucidine-type alkaloid, while serratezomine E ( 2) is a new phlegmarane-type alkaloid. The structures and relative stereochemistry of 1 an...
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| Published in: | Bioorganic & medicinal chemistry letters 2009-07, Vol.19 (13), p.3577-3580 |
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| Main Authors: | , , , , , |
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| cited_by | cdi_FETCH-LOGICAL-c450t-b8d462cfea15d627c1864ec3574b0e7a6add2978abe75d80371c3b25a3a680033 |
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| cites | cdi_FETCH-LOGICAL-c450t-b8d462cfea15d627c1864ec3574b0e7a6add2978abe75d80371c3b25a3a680033 |
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| container_issue | 13 |
| container_start_page | 3577 |
| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Kubota, Takaaki Yahata, Hiroko Yamamoto, Sunao Hayashi, Shigeki Shibata, Toshiro Kobayashi, Jun’ichi |
| description | Two new
Lycopodium alkaloids, serratezomines D (
1) and E (
2), were isolated from the club moss
Lycopodium serratum var.
serratum. Serratezomine D (
1) is a new lucidine-type alkaloid, while serratezomine E (
2) is a new phlegmarane-type alkaloid. The structures and relative stereochemistry of
1 and
2 were elucidated on the basis of spectroscopic data. Serratezomine D (
1) exhibited an inhibitory activity against acetylcholinesterase. |
| doi_str_mv | 10.1016/j.bmcl.2009.04.146 |
| format | article |
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Lycopodium alkaloids, serratezomines D (
1) and E (
2), were isolated from the club moss
Lycopodium serratum var.
serratum. Serratezomine D (
1) is a new lucidine-type alkaloid, while serratezomine E (
2) is a new phlegmarane-type alkaloid. The structures and relative stereochemistry of
1 and
2 were elucidated on the basis of spectroscopic data. Serratezomine D (
1) exhibited an inhibitory activity against acetylcholinesterase.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2009.04.146</identifier><identifier>PMID: 19447614</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Acetylcholinesterase ; Acetylcholinesterase - chemistry ; Acetylcholinesterase - metabolism ; Alkaloids - chemistry ; Alkaloids - isolation & purification ; Alkaloids - pharmacology ; Biological and medical sciences ; Cholinesterase Inhibitors - chemistry ; Cholinesterase Inhibitors - isolation & purification ; Cholinesterase Inhibitors - pharmacology ; General pharmacology ; Heterocyclic Compounds, 2-Ring - chemistry ; Heterocyclic Compounds, 2-Ring - isolation & purification ; Heterocyclic Compounds, 2-Ring - pharmacology ; Heterocyclic Compounds, 3-Ring - chemistry ; Heterocyclic Compounds, 3-Ring - isolation & purification ; Heterocyclic Compounds, 3-Ring - pharmacology ; Lycopodium - chemistry ; Lycopodium alkaloids ; Medical sciences ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant Extracts - chemistry ; Quinolines - chemistry ; Quinolines - isolation & purification ; Quinolines - pharmacology ; Serratezomines D and E ; Stereoisomerism</subject><ispartof>Bioorganic & medicinal chemistry letters, 2009-07, Vol.19 (13), p.3577-3580</ispartof><rights>2009 Elsevier Ltd</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c450t-b8d462cfea15d627c1864ec3574b0e7a6add2978abe75d80371c3b25a3a680033</citedby><cites>FETCH-LOGICAL-c450t-b8d462cfea15d627c1864ec3574b0e7a6add2978abe75d80371c3b25a3a680033</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=21650128$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19447614$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kubota, Takaaki</creatorcontrib><creatorcontrib>Yahata, Hiroko</creatorcontrib><creatorcontrib>Yamamoto, Sunao</creatorcontrib><creatorcontrib>Hayashi, Shigeki</creatorcontrib><creatorcontrib>Shibata, Toshiro</creatorcontrib><creatorcontrib>Kobayashi, Jun’ichi</creatorcontrib><title>Serratezomines D and E, new Lycopodium alkaloids from Lycopodium serratum var. serratum</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Two new
Lycopodium alkaloids, serratezomines D (
1) and E (
2), were isolated from the club moss
Lycopodium serratum var.
serratum. Serratezomine D (
1) is a new lucidine-type alkaloid, while serratezomine E (
2) is a new phlegmarane-type alkaloid. The structures and relative stereochemistry of
1 and
2 were elucidated on the basis of spectroscopic data. Serratezomine D (
1) exhibited an inhibitory activity against acetylcholinesterase.</description><subject>Acetylcholinesterase</subject><subject>Acetylcholinesterase - chemistry</subject><subject>Acetylcholinesterase - metabolism</subject><subject>Alkaloids - chemistry</subject><subject>Alkaloids - isolation & purification</subject><subject>Alkaloids - pharmacology</subject><subject>Biological and medical sciences</subject><subject>Cholinesterase Inhibitors - chemistry</subject><subject>Cholinesterase Inhibitors - isolation & purification</subject><subject>Cholinesterase Inhibitors - pharmacology</subject><subject>General pharmacology</subject><subject>Heterocyclic Compounds, 2-Ring - chemistry</subject><subject>Heterocyclic Compounds, 2-Ring - isolation & purification</subject><subject>Heterocyclic Compounds, 2-Ring - pharmacology</subject><subject>Heterocyclic Compounds, 3-Ring - chemistry</subject><subject>Heterocyclic Compounds, 3-Ring - isolation & purification</subject><subject>Heterocyclic Compounds, 3-Ring - pharmacology</subject><subject>Lycopodium - chemistry</subject><subject>Lycopodium alkaloids</subject><subject>Medical sciences</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Extracts - chemistry</subject><subject>Quinolines - chemistry</subject><subject>Quinolines - isolation & purification</subject><subject>Quinolines - pharmacology</subject><subject>Serratezomines D and E</subject><subject>Stereoisomerism</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNp9kMFO3DAQhq0KVBbaF-gB5UJPJIxjx0mkXhAFirQSh7Zqb9bEnkheknhr71LB0-NlV8CJi8fWfPOP9TH2hUPBgauzRdGNZihKgLYAWXCpPrBZOmUuJFR7bAatgrxp5d8DdhjjAoBLkPIjO-CtlLXicsb-_KQQcEWPfnQTxex7hpPNLk-zif5n8wfjl9669ZjhcIeDdzZmffDj2058DkiXewzFy-sT2-9xiPR5V4_Y76vLXxc_8vnt9c3F-Tw3soJV3jVWqtL0hLyyqqwNb5QkI6padkA1KrS2bOsGO6or24CouRFdWaFA1QAIccS-bnOXwf9bU1zp0UVDw4AT-XXUqhZCcVUlsNyCJvgYA_V6GdyI4UFz0BudeqE3OvVGpwapk8g0dLxLX3cj2deRnb8EnOwAjAaHPuBkXHzhyrQZeNkk7tuWo-Ti3lHQ0TiaDFkXyKy09e69fzwB7UmThw</recordid><startdate>20090701</startdate><enddate>20090701</enddate><creator>Kubota, Takaaki</creator><creator>Yahata, Hiroko</creator><creator>Yamamoto, Sunao</creator><creator>Hayashi, Shigeki</creator><creator>Shibata, Toshiro</creator><creator>Kobayashi, Jun’ichi</creator><general>Elsevier Ltd</general><general>Elsevier</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></search><sort><creationdate>20090701</creationdate><title>Serratezomines D and E, new Lycopodium alkaloids from Lycopodium serratum var. serratum</title><author>Kubota, Takaaki ; Yahata, Hiroko ; Yamamoto, Sunao ; Hayashi, Shigeki ; Shibata, Toshiro ; Kobayashi, Jun’ichi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c450t-b8d462cfea15d627c1864ec3574b0e7a6add2978abe75d80371c3b25a3a680033</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Acetylcholinesterase</topic><topic>Acetylcholinesterase - chemistry</topic><topic>Acetylcholinesterase - metabolism</topic><topic>Alkaloids - chemistry</topic><topic>Alkaloids - isolation & purification</topic><topic>Alkaloids - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Cholinesterase Inhibitors - chemistry</topic><topic>Cholinesterase Inhibitors - isolation & purification</topic><topic>Cholinesterase Inhibitors - pharmacology</topic><topic>General pharmacology</topic><topic>Heterocyclic Compounds, 2-Ring - chemistry</topic><topic>Heterocyclic Compounds, 2-Ring - isolation & purification</topic><topic>Heterocyclic Compounds, 2-Ring - pharmacology</topic><topic>Heterocyclic Compounds, 3-Ring - chemistry</topic><topic>Heterocyclic Compounds, 3-Ring - isolation & purification</topic><topic>Heterocyclic Compounds, 3-Ring - pharmacology</topic><topic>Lycopodium - chemistry</topic><topic>Lycopodium alkaloids</topic><topic>Medical sciences</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Extracts - chemistry</topic><topic>Quinolines - chemistry</topic><topic>Quinolines - isolation & purification</topic><topic>Quinolines - pharmacology</topic><topic>Serratezomines D and E</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kubota, Takaaki</creatorcontrib><creatorcontrib>Yahata, Hiroko</creatorcontrib><creatorcontrib>Yamamoto, Sunao</creatorcontrib><creatorcontrib>Hayashi, Shigeki</creatorcontrib><creatorcontrib>Shibata, Toshiro</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><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kubota, Takaaki</au><au>Yahata, Hiroko</au><au>Yamamoto, Sunao</au><au>Hayashi, Shigeki</au><au>Shibata, Toshiro</au><au>Kobayashi, Jun’ichi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Serratezomines D and E, new Lycopodium alkaloids from Lycopodium serratum var. serratum</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2009-07-01</date><risdate>2009</risdate><volume>19</volume><issue>13</issue><spage>3577</spage><epage>3580</epage><pages>3577-3580</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Two new
Lycopodium alkaloids, serratezomines D (
1) and E (
2), were isolated from the club moss
Lycopodium serratum var.
serratum. Serratezomine D (
1) is a new lucidine-type alkaloid, while serratezomine E (
2) is a new phlegmarane-type alkaloid. The structures and relative stereochemistry of
1 and
2 were elucidated on the basis of spectroscopic data. Serratezomine D (
1) exhibited an inhibitory activity against acetylcholinesterase.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>19447614</pmid><doi>10.1016/j.bmcl.2009.04.146</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2009-07, Vol.19 (13), p.3577-3580 |
| issn | 0960-894X 1464-3405 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_67336165 |
| source | ScienceDirect Freedom Collection |
| subjects | Acetylcholinesterase Acetylcholinesterase - chemistry Acetylcholinesterase - metabolism Alkaloids - chemistry Alkaloids - isolation & purification Alkaloids - pharmacology Biological and medical sciences Cholinesterase Inhibitors - chemistry Cholinesterase Inhibitors - isolation & purification Cholinesterase Inhibitors - pharmacology General pharmacology Heterocyclic Compounds, 2-Ring - chemistry Heterocyclic Compounds, 2-Ring - isolation & purification Heterocyclic Compounds, 2-Ring - pharmacology Heterocyclic Compounds, 3-Ring - chemistry Heterocyclic Compounds, 3-Ring - isolation & purification Heterocyclic Compounds, 3-Ring - pharmacology Lycopodium - chemistry Lycopodium alkaloids Medical sciences Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Extracts - chemistry Quinolines - chemistry Quinolines - isolation & purification Quinolines - pharmacology Serratezomines D and E Stereoisomerism |
| title | Serratezomines D and E, new Lycopodium alkaloids from Lycopodium serratum var. serratum |
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