Structure–activity relationship of lupane-triterpene glycosides from Acanthopanax koreanum on spleen lymphocyte IL-2 and IFN-γ
Phytochemical investigation resulted in isolation of three new lupane-triterpene glycosides acankoreosides M–O ( 1, 2 and 8) from the leaves of Acanthopanax koreanum (Araliaceae). Compounds 4, 5, 7, and 11 (5, 25, and 100 μM) significantly increased IFN-γ and IL-2 release in spleen cells. Phytochemi...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2010-08, Vol.20 (16), p.4927-4931 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | Nhiem, Nguyen Xuan Kiem, Phan Van Minh, Chau Van Tai, Bui Huu Tung, Nguyen Huu Ha, Do Thi Soung, Kwang Su Kim, Jun Ho Ahn, Ji Young Lee, Young-Mi Kim, Young Ho |
| description | Phytochemical investigation resulted in isolation of three new lupane-triterpene glycosides acankoreosides M–O (
1,
2 and
8) from the leaves of
Acanthopanax koreanum (Araliaceae). Compounds
4,
5,
7, and
11 (5, 25, and 100
μM) significantly increased IFN-γ and IL-2 release in spleen cells.
Phytochemical investigation resulted in the isolation of three new lupane-triterpene glycosides acankoreosides M–O (
1,
2 and
8) together with eight known lupane-triterpene glycosides (
3–
7,
9–
11) from the leaves of
Acanthopanax koreanum (Araliaceae). Their chemical structures were elucidated by mass, 1D and 2D NMR spectroscopy. The effect of eleven lupane-triterpene glycosides on Con A-induced splenolytic production of IL-2 and IFN-γ were measured as markers of acquired immune responses. Compounds
4,
5,
7, and
11 (5, 25, and 100
μM) significantly increased IFN-γ and IL-2 release in spleen cells. |
| doi_str_mv | 10.1016/j.bmcl.2010.06.044 |
| format | Article |
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1,
2 and
8) from the leaves of
Acanthopanax koreanum (Araliaceae). Compounds
4,
5,
7, and
11 (5, 25, and 100
μM) significantly increased IFN-γ and IL-2 release in spleen cells.
Phytochemical investigation resulted in the isolation of three new lupane-triterpene glycosides acankoreosides M–O (
1,
2 and
8) together with eight known lupane-triterpene glycosides (
3–
7,
9–
11) from the leaves of
Acanthopanax koreanum (Araliaceae). Their chemical structures were elucidated by mass, 1D and 2D NMR spectroscopy. The effect of eleven lupane-triterpene glycosides on Con A-induced splenolytic production of IL-2 and IFN-γ were measured as markers of acquired immune responses. Compounds
4,
5,
7, and
11 (5, 25, and 100
μM) significantly increased IFN-γ and IL-2 release in spleen cells.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2010.06.044</identifier><identifier>PMID: 20621475</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Acankoreosides M–O ; Acanthopanax koreanum ; Araliaceae ; Biological and medical sciences ; Eleutherococcus - chemistry ; General pharmacology ; Glycosides - chemistry ; Glycosides - isolation & purification ; Glycosides - pharmacology ; IFN-γ ; IL-2 ; Interferon-gamma - metabolism ; Interleukin-2 - metabolism ; Lupane-triterpene glycoside ; Lymphocytes - drug effects ; Lymphocytes - immunology ; Magnetic Resonance Spectroscopy ; Medical sciences ; Molecular Conformation ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant Leaves - chemistry ; Saponins - chemistry ; Saponins - isolation & purification ; Saponins - pharmacology ; Spleen - cytology ; Spleen - immunology ; Structure-Activity Relationship ; Triterpenes - chemistry</subject><ispartof>Bioorganic & medicinal chemistry letters, 2010-08, Vol.20 (16), p.4927-4931</ispartof><rights>2010</rights><rights>2015 INIST-CNRS</rights><rights>Crown Copyright 2010. Published by Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c385t-8ca80eadf33ae2ded8088f98e46426b8e47e0299efb8696f3eb813326befcd303</citedby><cites>FETCH-LOGICAL-c385t-8ca80eadf33ae2ded8088f98e46426b8e47e0299efb8696f3eb813326befcd303</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X10008188$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=23099007$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20621475$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Nhiem, Nguyen Xuan</creatorcontrib><creatorcontrib>Kiem, Phan Van</creatorcontrib><creatorcontrib>Minh, Chau Van</creatorcontrib><creatorcontrib>Tai, Bui Huu</creatorcontrib><creatorcontrib>Tung, Nguyen Huu</creatorcontrib><creatorcontrib>Ha, Do Thi</creatorcontrib><creatorcontrib>Soung, Kwang Su</creatorcontrib><creatorcontrib>Kim, Jun Ho</creatorcontrib><creatorcontrib>Ahn, Ji Young</creatorcontrib><creatorcontrib>Lee, Young-Mi</creatorcontrib><creatorcontrib>Kim, Young Ho</creatorcontrib><title>Structure–activity relationship of lupane-triterpene glycosides from Acanthopanax koreanum on spleen lymphocyte IL-2 and IFN-γ</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Phytochemical investigation resulted in isolation of three new lupane-triterpene glycosides acankoreosides M–O (
1,
2 and
8) from the leaves of
Acanthopanax koreanum (Araliaceae). Compounds
4,
5,
7, and
11 (5, 25, and 100
μM) significantly increased IFN-γ and IL-2 release in spleen cells.
Phytochemical investigation resulted in the isolation of three new lupane-triterpene glycosides acankoreosides M–O (
1,
2 and
8) together with eight known lupane-triterpene glycosides (
3–
7,
9–
11) from the leaves of
Acanthopanax koreanum (Araliaceae). Their chemical structures were elucidated by mass, 1D and 2D NMR spectroscopy. The effect of eleven lupane-triterpene glycosides on Con A-induced splenolytic production of IL-2 and IFN-γ were measured as markers of acquired immune responses. Compounds
4,
5,
7, and
11 (5, 25, and 100
μM) significantly increased IFN-γ and IL-2 release in spleen cells.</description><subject>Acankoreosides M–O</subject><subject>Acanthopanax koreanum</subject><subject>Araliaceae</subject><subject>Biological and medical sciences</subject><subject>Eleutherococcus - chemistry</subject><subject>General pharmacology</subject><subject>Glycosides - chemistry</subject><subject>Glycosides - isolation & purification</subject><subject>Glycosides - pharmacology</subject><subject>IFN-γ</subject><subject>IL-2</subject><subject>Interferon-gamma - metabolism</subject><subject>Interleukin-2 - metabolism</subject><subject>Lupane-triterpene glycoside</subject><subject>Lymphocytes - drug effects</subject><subject>Lymphocytes - immunology</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Medical sciences</subject><subject>Molecular Conformation</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Leaves - chemistry</subject><subject>Saponins - chemistry</subject><subject>Saponins - isolation & purification</subject><subject>Saponins - pharmacology</subject><subject>Spleen - cytology</subject><subject>Spleen - immunology</subject><subject>Structure-Activity Relationship</subject><subject>Triterpenes - chemistry</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kMGO0zAQhiMEYsvCC3BAvqA9pUzsNHUkLqvVLlSq4ABI3CzHGVMXxw62s9rc4Bl4FN6Dh-BJcNUCN04jzXwzmv8riqcVLCuomhf7ZTcou6SQG9Asoa7vFYuqbuqS1bC6XyygbaDkbf3xrHgU4x6gqjP0sDij0NCqXq8Wxbd3KUwqTQF_ff0uVTK3Js0koJXJeBd3ZiReEzuN0mGZgkkYRnRIPtlZ-Wh6jEQHP5BLJV3a-YzJO_LZB5RuGoh3JI4W0RE7D-POqzkh2WxLSqTryebmTfnzx-PigZY24pNTPS8-3Fy_v3pdbt--2lxdbkvF-CqVXEkOKHvNmETaY8-Bc91yzHlp0-W6RqBti7rjTdtohh2vGMsj1KpnwM6Li-PdMfgvE8YkBhMVWpuT-SmKdd0CZdWKZpIeSRV8jAG1GIMZZJhFBeJgXuzFwbw4mBfQiCw1Lz07nZ-6Afu_K39UZ-D5CZBRSauDdMrEfxyDtgVYZ-7lkcMs49ZgEFEZdAp7E1Al0Xvzvz9-A6Pnpi4</recordid><startdate>20100815</startdate><enddate>20100815</enddate><creator>Nhiem, Nguyen Xuan</creator><creator>Kiem, Phan Van</creator><creator>Minh, Chau Van</creator><creator>Tai, Bui Huu</creator><creator>Tung, Nguyen Huu</creator><creator>Ha, Do Thi</creator><creator>Soung, Kwang Su</creator><creator>Kim, Jun Ho</creator><creator>Ahn, Ji Young</creator><creator>Lee, Young-Mi</creator><creator>Kim, Young Ho</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>20100815</creationdate><title>Structure–activity relationship of lupane-triterpene glycosides from Acanthopanax koreanum on spleen lymphocyte IL-2 and IFN-γ</title><author>Nhiem, Nguyen Xuan ; Kiem, Phan Van ; Minh, Chau Van ; Tai, Bui Huu ; Tung, Nguyen Huu ; Ha, Do Thi ; Soung, Kwang Su ; Kim, Jun Ho ; Ahn, Ji Young ; Lee, Young-Mi ; Kim, Young Ho</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c385t-8ca80eadf33ae2ded8088f98e46426b8e47e0299efb8696f3eb813326befcd303</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Acankoreosides M–O</topic><topic>Acanthopanax koreanum</topic><topic>Araliaceae</topic><topic>Biological and medical sciences</topic><topic>Eleutherococcus - chemistry</topic><topic>General pharmacology</topic><topic>Glycosides - chemistry</topic><topic>Glycosides - isolation & purification</topic><topic>Glycosides - pharmacology</topic><topic>IFN-γ</topic><topic>IL-2</topic><topic>Interferon-gamma - metabolism</topic><topic>Interleukin-2 - metabolism</topic><topic>Lupane-triterpene glycoside</topic><topic>Lymphocytes - drug effects</topic><topic>Lymphocytes - immunology</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Medical sciences</topic><topic>Molecular Conformation</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Leaves - chemistry</topic><topic>Saponins - chemistry</topic><topic>Saponins - isolation & purification</topic><topic>Saponins - pharmacology</topic><topic>Spleen - cytology</topic><topic>Spleen - immunology</topic><topic>Structure-Activity Relationship</topic><topic>Triterpenes - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nhiem, Nguyen Xuan</creatorcontrib><creatorcontrib>Kiem, Phan Van</creatorcontrib><creatorcontrib>Minh, Chau Van</creatorcontrib><creatorcontrib>Tai, Bui Huu</creatorcontrib><creatorcontrib>Tung, Nguyen Huu</creatorcontrib><creatorcontrib>Ha, Do Thi</creatorcontrib><creatorcontrib>Soung, Kwang Su</creatorcontrib><creatorcontrib>Kim, Jun Ho</creatorcontrib><creatorcontrib>Ahn, Ji Young</creatorcontrib><creatorcontrib>Lee, Young-Mi</creatorcontrib><creatorcontrib>Kim, Young Ho</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>Nhiem, Nguyen Xuan</au><au>Kiem, Phan Van</au><au>Minh, Chau Van</au><au>Tai, Bui Huu</au><au>Tung, Nguyen Huu</au><au>Ha, Do Thi</au><au>Soung, Kwang Su</au><au>Kim, Jun Ho</au><au>Ahn, Ji Young</au><au>Lee, Young-Mi</au><au>Kim, Young Ho</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structure–activity relationship of lupane-triterpene glycosides from Acanthopanax koreanum on spleen lymphocyte IL-2 and IFN-γ</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2010-08-15</date><risdate>2010</risdate><volume>20</volume><issue>16</issue><spage>4927</spage><epage>4931</epage><pages>4927-4931</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Phytochemical investigation resulted in isolation of three new lupane-triterpene glycosides acankoreosides M–O (
1,
2 and
8) from the leaves of
Acanthopanax koreanum (Araliaceae). Compounds
4,
5,
7, and
11 (5, 25, and 100
μM) significantly increased IFN-γ and IL-2 release in spleen cells.
Phytochemical investigation resulted in the isolation of three new lupane-triterpene glycosides acankoreosides M–O (
1,
2 and
8) together with eight known lupane-triterpene glycosides (
3–
7,
9–
11) from the leaves of
Acanthopanax koreanum (Araliaceae). Their chemical structures were elucidated by mass, 1D and 2D NMR spectroscopy. The effect of eleven lupane-triterpene glycosides on Con A-induced splenolytic production of IL-2 and IFN-γ were measured as markers of acquired immune responses. Compounds
4,
5,
7, and
11 (5, 25, and 100
μM) significantly increased IFN-γ and IL-2 release in spleen cells.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>20621475</pmid><doi>10.1016/j.bmcl.2010.06.044</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2010-08, Vol.20 (16), p.4927-4931 |
| issn | 0960-894X 1464-3405 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Acankoreosides M–O Acanthopanax koreanum Araliaceae Biological and medical sciences Eleutherococcus - chemistry General pharmacology Glycosides - chemistry Glycosides - isolation & purification Glycosides - pharmacology IFN-γ IL-2 Interferon-gamma - metabolism Interleukin-2 - metabolism Lupane-triterpene glycoside Lymphocytes - drug effects Lymphocytes - immunology Magnetic Resonance Spectroscopy Medical sciences Molecular Conformation Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Leaves - chemistry Saponins - chemistry Saponins - isolation & purification Saponins - pharmacology Spleen - cytology Spleen - immunology Structure-Activity Relationship Triterpenes - chemistry |
| title | Structure–activity relationship of lupane-triterpene glycosides from Acanthopanax koreanum on spleen lymphocyte IL-2 and IFN-γ |
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