BACE1 (Beta-Secretase) Inhibitory Phenolic Acids and a Novel Sesquiterpenoid from Homalomena occulta
Four phenolic acids, namely 2‐[(Z)‐heptadec‐11‐enyl]‐6‐hydroxybenzoic acid (1), 2‐[(6Z,9Z,12Z)‐heptadeca‐6,9,12‐trienyl]‐6‐hydroxybenzoic acid (2), 2‐[(9Z,12Z)‐heptadeca‐9,12‐dienyl]‐6‐hydroxybenzoic acid (3), and 2‐hydroxy‐6‐(12‐phenyldodecyl)benzoic acid (4), and one sesquiterpene, asperpenoid (5)...
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| Veröffentlicht in: | Chemistry & biodiversity 2010-04, Vol.7 (4), p.984-992 |
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| creator | Tian, Xiao-Yan Zhao, Ying Yu, Shi-Shan Fang, Wei-Shuo |
| description | Four phenolic acids, namely 2‐[(Z)‐heptadec‐11‐enyl]‐6‐hydroxybenzoic acid (1), 2‐[(6Z,9Z,12Z)‐heptadeca‐6,9,12‐trienyl]‐6‐hydroxybenzoic acid (2), 2‐[(9Z,12Z)‐heptadeca‐9,12‐dienyl]‐6‐hydroxybenzoic acid (3), and 2‐hydroxy‐6‐(12‐phenyldodecyl)benzoic acid (4), and one sesquiterpene, asperpenoid (5), were isolated from the 95% EtOH extract of the roots of Homalomena occulta, among which 1, 2, and 5 represent new compounds. Further, the phenolic acids 1–4 exhibited BACE1 (β‐secretase) inhibitory activity with IC50 values of 6.23±0.94, 6.28±0.63, 7.93±0.38, and 7.65±0.62 μM, respectively. |
| doi_str_mv | 10.1002/cbdv.200900280 |
| format | Article |
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Further, the phenolic acids 1–4 exhibited BACE1 (β‐secretase) inhibitory activity with IC50 values of 6.23±0.94, 6.28±0.63, 7.93±0.38, and 7.65±0.62 μM, respectively.</description><identifier>ISSN: 1612-1872</identifier><identifier>ISSN: 1612-1880</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.200900280</identifier><identifier>PMID: 20397233</identifier><language>eng</language><publisher>Zürich: WILEY-VCH Verlag</publisher><subject>Amyloid Precursor Protein Secretases - antagonists & inhibitors ; Amyloid Precursor Protein Secretases - metabolism ; Araceae - chemistry ; Aspartic Acid Endopeptidases - antagonists & inhibitors ; Aspartic Acid Endopeptidases - metabolism ; BACE1 Inhibitory activity ; Homalomena occulta ; Humans ; Hydroxybenzoates - chemistry ; Hydroxybenzoates - isolation & purification ; Hydroxybenzoates - pharmacology ; Inhibitors ; Magnetic Resonance Spectroscopy ; Molecular Conformation ; Neuroprotective Agents - chemistry ; Neuroprotective Agents - isolation & purification ; Neuroprotective Agents - pharmacology ; Phenolic acids ; Plant Roots - chemistry ; Salicylates - chemistry ; Salicylates - isolation & purification ; Salicylates - pharmacology</subject><ispartof>Chemistry & biodiversity, 2010-04, Vol.7 (4), p.984-992</ispartof><rights>Copyright © 2010 Verlag Helvetica Chimica Acta AG, Zürich</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4150-dff6670bff41087556780eef5edd7c0e7eb12b261c97cad13640a4f234197ec63</citedby><cites>FETCH-LOGICAL-c4150-dff6670bff41087556780eef5edd7c0e7eb12b261c97cad13640a4f234197ec63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcbdv.200900280$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbdv.200900280$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27903,27904,45553,45554</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20397233$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tian, Xiao-Yan</creatorcontrib><creatorcontrib>Zhao, Ying</creatorcontrib><creatorcontrib>Yu, Shi-Shan</creatorcontrib><creatorcontrib>Fang, Wei-Shuo</creatorcontrib><title>BACE1 (Beta-Secretase) Inhibitory Phenolic Acids and a Novel Sesquiterpenoid from Homalomena occulta</title><title>Chemistry & biodiversity</title><addtitle>Chemistry & Biodiversity</addtitle><description>Four phenolic acids, namely 2‐[(Z)‐heptadec‐11‐enyl]‐6‐hydroxybenzoic acid (1), 2‐[(6Z,9Z,12Z)‐heptadeca‐6,9,12‐trienyl]‐6‐hydroxybenzoic acid (2), 2‐[(9Z,12Z)‐heptadeca‐9,12‐dienyl]‐6‐hydroxybenzoic acid (3), and 2‐hydroxy‐6‐(12‐phenyldodecyl)benzoic acid (4), and one sesquiterpene, asperpenoid (5), were isolated from the 95% EtOH extract of the roots of Homalomena occulta, among which 1, 2, and 5 represent new compounds. Further, the phenolic acids 1–4 exhibited BACE1 (β‐secretase) inhibitory activity with IC50 values of 6.23±0.94, 6.28±0.63, 7.93±0.38, and 7.65±0.62 μM, respectively.</description><subject>Amyloid Precursor Protein Secretases - antagonists & inhibitors</subject><subject>Amyloid Precursor Protein Secretases - metabolism</subject><subject>Araceae - chemistry</subject><subject>Aspartic Acid Endopeptidases - antagonists & inhibitors</subject><subject>Aspartic Acid Endopeptidases - metabolism</subject><subject>BACE1 Inhibitory activity</subject><subject>Homalomena occulta</subject><subject>Humans</subject><subject>Hydroxybenzoates - chemistry</subject><subject>Hydroxybenzoates - isolation & purification</subject><subject>Hydroxybenzoates - pharmacology</subject><subject>Inhibitors</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Molecular Conformation</subject><subject>Neuroprotective Agents - chemistry</subject><subject>Neuroprotective Agents - isolation & purification</subject><subject>Neuroprotective Agents - pharmacology</subject><subject>Phenolic acids</subject><subject>Plant Roots - chemistry</subject><subject>Salicylates - chemistry</subject><subject>Salicylates - isolation & purification</subject><subject>Salicylates - pharmacology</subject><issn>1612-1872</issn><issn>1612-1880</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqF0UtP3DAUBWALFQGlbLusvCssMvUjiZ3lzPCURrQqlHZnOfa1cJvEg51Q5t-T0cCIVbu619J3z8IHoY-UTCgh7Iup7eOEEVKND0l20AEtKcuolOTddhdsH71P6feaSCL30D4jvBKM8wNkZ9P5GcXHM-h1dgMmjjPBCb7q7n3t-xBX-Ns9dKHxBk-NtwnrzmKNr8MjNPgG0sPge4jLkXiLXQwtvgytbkILncbBmKHp9Qe063ST4OhlHqIf52e388ts8fXiaj5dZCanBcmsc2UpSO1cTokURVEKSQBcAdYKQ0BATVnNSmoqYbSlvMyJzh3jOa0EmJIfos-b3GUMDwOkXrU-GWga3UEYkhKcV4RKLkd5_E9JCRWVqCRjI51sqIkhpQhOLaNvdVyNSK07UOsO1LaD8eDTS_ZQt2C3_PXTR1BtwF_fwOo_cWo-O717G55tbn3q4Wl7q-MfVQouCvXz-kJ9l6e3v3K5UJw_Aw31oRc</recordid><startdate>201004</startdate><enddate>201004</enddate><creator>Tian, Xiao-Yan</creator><creator>Zhao, Ying</creator><creator>Yu, Shi-Shan</creator><creator>Fang, Wei-Shuo</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</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>7ST</scope><scope>7U6</scope><scope>C1K</scope><scope>7X8</scope></search><sort><creationdate>201004</creationdate><title>BACE1 (Beta-Secretase) Inhibitory Phenolic Acids and a Novel Sesquiterpenoid from Homalomena occulta</title><author>Tian, Xiao-Yan ; Zhao, Ying ; Yu, Shi-Shan ; Fang, Wei-Shuo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4150-dff6670bff41087556780eef5edd7c0e7eb12b261c97cad13640a4f234197ec63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Amyloid Precursor Protein Secretases - antagonists & inhibitors</topic><topic>Amyloid Precursor Protein Secretases - metabolism</topic><topic>Araceae - chemistry</topic><topic>Aspartic Acid Endopeptidases - antagonists & inhibitors</topic><topic>Aspartic Acid Endopeptidases - metabolism</topic><topic>BACE1 Inhibitory activity</topic><topic>Homalomena occulta</topic><topic>Humans</topic><topic>Hydroxybenzoates - chemistry</topic><topic>Hydroxybenzoates - isolation & purification</topic><topic>Hydroxybenzoates - pharmacology</topic><topic>Inhibitors</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Molecular Conformation</topic><topic>Neuroprotective Agents - chemistry</topic><topic>Neuroprotective Agents - isolation & purification</topic><topic>Neuroprotective Agents - pharmacology</topic><topic>Phenolic acids</topic><topic>Plant Roots - chemistry</topic><topic>Salicylates - chemistry</topic><topic>Salicylates - isolation & purification</topic><topic>Salicylates - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tian, Xiao-Yan</creatorcontrib><creatorcontrib>Zhao, Ying</creatorcontrib><creatorcontrib>Yu, Shi-Shan</creatorcontrib><creatorcontrib>Fang, Wei-Shuo</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Environment Abstracts</collection><collection>Sustainability Science Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry & biodiversity</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tian, Xiao-Yan</au><au>Zhao, Ying</au><au>Yu, Shi-Shan</au><au>Fang, Wei-Shuo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>BACE1 (Beta-Secretase) Inhibitory Phenolic Acids and a Novel Sesquiterpenoid from Homalomena occulta</atitle><jtitle>Chemistry & biodiversity</jtitle><addtitle>Chemistry & Biodiversity</addtitle><date>2010-04</date><risdate>2010</risdate><volume>7</volume><issue>4</issue><spage>984</spage><epage>992</epage><pages>984-992</pages><issn>1612-1872</issn><issn>1612-1880</issn><eissn>1612-1880</eissn><abstract>Four phenolic acids, namely 2‐[(Z)‐heptadec‐11‐enyl]‐6‐hydroxybenzoic acid (1), 2‐[(6Z,9Z,12Z)‐heptadeca‐6,9,12‐trienyl]‐6‐hydroxybenzoic acid (2), 2‐[(9Z,12Z)‐heptadeca‐9,12‐dienyl]‐6‐hydroxybenzoic acid (3), and 2‐hydroxy‐6‐(12‐phenyldodecyl)benzoic acid (4), and one sesquiterpene, asperpenoid (5), were isolated from the 95% EtOH extract of the roots of Homalomena occulta, among which 1, 2, and 5 represent new compounds. Further, the phenolic acids 1–4 exhibited BACE1 (β‐secretase) inhibitory activity with IC50 values of 6.23±0.94, 6.28±0.63, 7.93±0.38, and 7.65±0.62 μM, respectively.</abstract><cop>Zürich</cop><pub>WILEY-VCH Verlag</pub><pmid>20397233</pmid><doi>10.1002/cbdv.200900280</doi><tpages>9</tpages></addata></record> |
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| subjects | Amyloid Precursor Protein Secretases - antagonists & inhibitors Amyloid Precursor Protein Secretases - metabolism Araceae - chemistry Aspartic Acid Endopeptidases - antagonists & inhibitors Aspartic Acid Endopeptidases - metabolism BACE1 Inhibitory activity Homalomena occulta Humans Hydroxybenzoates - chemistry Hydroxybenzoates - isolation & purification Hydroxybenzoates - pharmacology Inhibitors Magnetic Resonance Spectroscopy Molecular Conformation Neuroprotective Agents - chemistry Neuroprotective Agents - isolation & purification Neuroprotective Agents - pharmacology Phenolic acids Plant Roots - chemistry Salicylates - chemistry Salicylates - isolation & purification Salicylates - pharmacology |
| title | BACE1 (Beta-Secretase) Inhibitory Phenolic Acids and a Novel Sesquiterpenoid from Homalomena occulta |
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