Evaluation of human neutrophil elastase inhibitory effect of iridoid glycosides from Hedyotis diffusa
Five iridoid glycosides ( 1– 5) were isolated from Hedyotis diffusa and their human neutrophil elastase inhibitory effects were evaluated. Five iridoid glycosides were isolated from the MeOH extract of Hedyotis diffusa, and their structures were elucidated as E-6- O- p-methoxycinnamoyl scandoside me...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2010-01, Vol.20 (2), p.513-515 |
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| creator | Xu, Guang-Hua Kim, Young-Hee Chi, Seung-Wook Choo, Soo-Jin Ryoo, In-Ja Ahn, Jong-Seog Yoo, Ick-Dong |
| description | Five iridoid glycosides (
1–
5) were isolated from
Hedyotis diffusa and their human neutrophil elastase inhibitory effects were evaluated.
Five iridoid glycosides were isolated from the MeOH extract of
Hedyotis diffusa, and their structures were elucidated as
E-6-
O-
p-methoxycinnamoyl scandoside methyl ester (
1),
Z-6-
O-
p-methoxycinnamoyl scandoside methyl ester (
2),
E-6-
O-
p-feruloyl scandoside methyl ester (
3),
E-6-
O-
p-coumaroyl scandoside methyl ester (
4), and
Z-6-
O-
p-coumaroyl scandoside methyl ester (
5) by interpretation of their spectroscopic data. All the isolated compounds were evaluated for human neutrophil elastase inhibitory effect, and compound
1 showed potent activity with an IC
50 value of 18.0
μM. The molecular docking simulation suggested a structural model for the inhibition of human neutrophil elastase by compound
1. |
| doi_str_mv | 10.1016/j.bmcl.2009.11.109 |
| format | Article |
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1–
5) were isolated from
Hedyotis diffusa and their human neutrophil elastase inhibitory effects were evaluated.
Five iridoid glycosides were isolated from the MeOH extract of
Hedyotis diffusa, and their structures were elucidated as
E-6-
O-
p-methoxycinnamoyl scandoside methyl ester (
1),
Z-6-
O-
p-methoxycinnamoyl scandoside methyl ester (
2),
E-6-
O-
p-feruloyl scandoside methyl ester (
3),
E-6-
O-
p-coumaroyl scandoside methyl ester (
4), and
Z-6-
O-
p-coumaroyl scandoside methyl ester (
5) by interpretation of their spectroscopic data. All the isolated compounds were evaluated for human neutrophil elastase inhibitory effect, and compound
1 showed potent activity with an IC
50 value of 18.0
μM. The molecular docking simulation suggested a structural model for the inhibition of human neutrophil elastase by compound
1.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2009.11.109</identifier><identifier>PMID: 20004577</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Binding Sites ; Biological and medical sciences ; Computer Simulation ; General pharmacology ; Hedyotis ; Hedyotis - chemistry ; Hedyotis diffusa ; Human neutrophil elastase ; Humans ; Iridoid glycosides ; Iridoids - chemistry ; Iridoids - isolation & purification ; Iridoids - pharmacology ; Leukocyte Elastase - antagonists & inhibitors ; Leukocyte Elastase - metabolism ; Medical sciences ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; Plant Extracts - chemistry ; Protease Inhibitors - chemistry ; Protease Inhibitors - isolation & purification ; Protease Inhibitors - pharmacology</subject><ispartof>Bioorganic & medicinal chemistry letters, 2010-01, Vol.20 (2), p.513-515</ispartof><rights>2009 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright 2009 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c482t-5ebc2e6617aceb88fc46181fb097d62e4c8cc631d73c397ebcd77c25b6d59113</citedby><cites>FETCH-LOGICAL-c482t-5ebc2e6617aceb88fc46181fb097d62e4c8cc631d73c397ebcd77c25b6d59113</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X09016795$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=22389460$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20004577$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Xu, Guang-Hua</creatorcontrib><creatorcontrib>Kim, Young-Hee</creatorcontrib><creatorcontrib>Chi, Seung-Wook</creatorcontrib><creatorcontrib>Choo, Soo-Jin</creatorcontrib><creatorcontrib>Ryoo, In-Ja</creatorcontrib><creatorcontrib>Ahn, Jong-Seog</creatorcontrib><creatorcontrib>Yoo, Ick-Dong</creatorcontrib><title>Evaluation of human neutrophil elastase inhibitory effect of iridoid glycosides from Hedyotis diffusa</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Five iridoid glycosides (
1–
5) were isolated from
Hedyotis diffusa and their human neutrophil elastase inhibitory effects were evaluated.
Five iridoid glycosides were isolated from the MeOH extract of
Hedyotis diffusa, and their structures were elucidated as
E-6-
O-
p-methoxycinnamoyl scandoside methyl ester (
1),
Z-6-
O-
p-methoxycinnamoyl scandoside methyl ester (
2),
E-6-
O-
p-feruloyl scandoside methyl ester (
3),
E-6-
O-
p-coumaroyl scandoside methyl ester (
4), and
Z-6-
O-
p-coumaroyl scandoside methyl ester (
5) by interpretation of their spectroscopic data. All the isolated compounds were evaluated for human neutrophil elastase inhibitory effect, and compound
1 showed potent activity with an IC
50 value of 18.0
μM. The molecular docking simulation suggested a structural model for the inhibition of human neutrophil elastase by compound
1.</description><subject>Binding Sites</subject><subject>Biological and medical sciences</subject><subject>Computer Simulation</subject><subject>General pharmacology</subject><subject>Hedyotis</subject><subject>Hedyotis - chemistry</subject><subject>Hedyotis diffusa</subject><subject>Human neutrophil elastase</subject><subject>Humans</subject><subject>Iridoid glycosides</subject><subject>Iridoids - chemistry</subject><subject>Iridoids - isolation & purification</subject><subject>Iridoids - pharmacology</subject><subject>Leukocyte Elastase - antagonists & inhibitors</subject><subject>Leukocyte Elastase - metabolism</subject><subject>Medical sciences</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>Plant Extracts - chemistry</subject><subject>Protease Inhibitors - chemistry</subject><subject>Protease Inhibitors - isolation & purification</subject><subject>Protease Inhibitors - pharmacology</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>eNp9kUGLFDEUhIMo7rj6BzxILuqpxySdTnfAiyyrKyx42YO3kH55cTKkO2PSvTD_3gwz6m1PD4qvikcVIW8523LG1af9dpwgbgVjest51fQzsuFSyaaVrHtONkwr1gxa_rwir0rZM8Ylk_IluaoWJru-3xC8fbRxtUtIM02e7tbJznTGdcnpsAuRYrRlsQVpmHdhDEvKR4reIywnPOTgUnD0VzxCKsFhoT6nid6hO6YlFOqC92uxr8kLb2PBN5d7TR6-3j7c3DX3P759v_ly34AcxNJ0OIJApXhvAcdh8CAVH7gfme6dEihhAFAtd30Lre4r7foeRDcq12nO22vy8Rx7yOn3imUxUyiAMdoZ01pM37aD7mpkJT88SQouOy2FrKA4g5BTKRm9OeQw2Xw0nJnTCmZvTiuY0wqG86rpanp3SV_HCd0_y9_aK_D-AtgCNvpsZwjlPyfqn1Kxyn0-c1hLewyYTYGAM6ALuU5gavlP_fEHlsCndw</recordid><startdate>20100115</startdate><enddate>20100115</enddate><creator>Xu, Guang-Hua</creator><creator>Kim, Young-Hee</creator><creator>Chi, Seung-Wook</creator><creator>Choo, Soo-Jin</creator><creator>Ryoo, In-Ja</creator><creator>Ahn, Jong-Seog</creator><creator>Yoo, Ick-Dong</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>7QO</scope><scope>7T5</scope><scope>8FD</scope><scope>FR3</scope><scope>H94</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20100115</creationdate><title>Evaluation of human neutrophil elastase inhibitory effect of iridoid glycosides from Hedyotis diffusa</title><author>Xu, Guang-Hua ; Kim, Young-Hee ; Chi, Seung-Wook ; Choo, Soo-Jin ; Ryoo, In-Ja ; Ahn, Jong-Seog ; Yoo, Ick-Dong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c482t-5ebc2e6617aceb88fc46181fb097d62e4c8cc631d73c397ebcd77c25b6d59113</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Binding Sites</topic><topic>Biological and medical sciences</topic><topic>Computer Simulation</topic><topic>General pharmacology</topic><topic>Hedyotis</topic><topic>Hedyotis - chemistry</topic><topic>Hedyotis diffusa</topic><topic>Human neutrophil elastase</topic><topic>Humans</topic><topic>Iridoid glycosides</topic><topic>Iridoids - chemistry</topic><topic>Iridoids - isolation & purification</topic><topic>Iridoids - pharmacology</topic><topic>Leukocyte Elastase - antagonists & inhibitors</topic><topic>Leukocyte Elastase - metabolism</topic><topic>Medical sciences</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>Plant Extracts - chemistry</topic><topic>Protease Inhibitors - chemistry</topic><topic>Protease Inhibitors - isolation & purification</topic><topic>Protease Inhibitors - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Xu, Guang-Hua</creatorcontrib><creatorcontrib>Kim, Young-Hee</creatorcontrib><creatorcontrib>Chi, Seung-Wook</creatorcontrib><creatorcontrib>Choo, Soo-Jin</creatorcontrib><creatorcontrib>Ryoo, In-Ja</creatorcontrib><creatorcontrib>Ahn, Jong-Seog</creatorcontrib><creatorcontrib>Yoo, Ick-Dong</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>Biotechnology Research Abstracts</collection><collection>Immunology Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Xu, Guang-Hua</au><au>Kim, Young-Hee</au><au>Chi, Seung-Wook</au><au>Choo, Soo-Jin</au><au>Ryoo, In-Ja</au><au>Ahn, Jong-Seog</au><au>Yoo, Ick-Dong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Evaluation of human neutrophil elastase inhibitory effect of iridoid glycosides from Hedyotis diffusa</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2010-01-15</date><risdate>2010</risdate><volume>20</volume><issue>2</issue><spage>513</spage><epage>515</epage><pages>513-515</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Five iridoid glycosides (
1–
5) were isolated from
Hedyotis diffusa and their human neutrophil elastase inhibitory effects were evaluated.
Five iridoid glycosides were isolated from the MeOH extract of
Hedyotis diffusa, and their structures were elucidated as
E-6-
O-
p-methoxycinnamoyl scandoside methyl ester (
1),
Z-6-
O-
p-methoxycinnamoyl scandoside methyl ester (
2),
E-6-
O-
p-feruloyl scandoside methyl ester (
3),
E-6-
O-
p-coumaroyl scandoside methyl ester (
4), and
Z-6-
O-
p-coumaroyl scandoside methyl ester (
5) by interpretation of their spectroscopic data. All the isolated compounds were evaluated for human neutrophil elastase inhibitory effect, and compound
1 showed potent activity with an IC
50 value of 18.0
μM. The molecular docking simulation suggested a structural model for the inhibition of human neutrophil elastase by compound
1.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>20004577</pmid><doi>10.1016/j.bmcl.2009.11.109</doi><tpages>3</tpages></addata></record> |
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| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Binding Sites Biological and medical sciences Computer Simulation General pharmacology Hedyotis Hedyotis - chemistry Hedyotis diffusa Human neutrophil elastase Humans Iridoid glycosides Iridoids - chemistry Iridoids - isolation & purification Iridoids - pharmacology Leukocyte Elastase - antagonists & inhibitors Leukocyte Elastase - metabolism Medical sciences Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments Plant Extracts - chemistry Protease Inhibitors - chemistry Protease Inhibitors - isolation & purification Protease Inhibitors - pharmacology |
| title | Evaluation of human neutrophil elastase inhibitory effect of iridoid glycosides from Hedyotis diffusa |
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