Catechol-Type Flavonoids from the Branches of Elaeagnus glabra f. oxyphylla Exert Antioxidant Activity and an Inhibitory Effect on Amyloid-beta Aggregation
Elaeagnus glabra f. oxyphylla (Elaeagnaceae) is a small evergreen tree with narrow lanceolate leaves that is native to Korea. In this work, we studied the chemical composition of E. glabra f. oxyphylla branches (EGFOB) for the first time. Additionally, we evaluated the effects of the ethanol extract...
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| Veröffentlicht in: | Molecules (Basel, Switzerland) Switzerland), 2020-10, Vol.25 (21), p.4917, Article 4917 |
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| description | Elaeagnus glabra f. oxyphylla (Elaeagnaceae) is a small evergreen tree with narrow lanceolate leaves that is native to Korea. In this work, we studied the chemical composition of E. glabra f. oxyphylla branches (EGFOB) for the first time. Additionally, we evaluated the effects of the ethanol extract of EGFOB and each of its chemical components on key mediators of Alzheimer's disease (AD), namely, amyloid-beta (A beta) aggregation and oxidative stress. The ethanol extract of EGFOB decreased A beta aggregation (IC50 = 32.01 mu g/mL) and the levels of the oxidative free radicals 2,2 '-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) (IC50 = 11.35 and 12.32 mu g/mL, respectively). Sixteen compounds were isolated from EGFOB. Among them, procyanidin B3 (8), procyanidin B4 (9), and helichrysoside (13) significantly inhibited A beta aggregation (IC50 = 14.59, 32.64, and 44.45 mu M, respectively), indicating their potential as bioactive compounds to control A beta aggregation. Furthermore, these compounds markedly enhanced in vitro scavenging activity against ABTS (IC50 = 3.21-4.61 mu M). In the DPPH test, they showed lower scavenging activity than in the ABTS test (IC50 >= 54.88 mu M). Thus, these results suggest that EGFOB and specifically compounds 8, 9, and 13 may be beneficial in AD prevention and treatment through their antioxidant and anti-A beta aggregation activities. |
| doi_str_mv | 10.3390/molecules25214917 |
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In this work, we studied the chemical composition of E. glabra f. oxyphylla branches (EGFOB) for the first time. Additionally, we evaluated the effects of the ethanol extract of EGFOB and each of its chemical components on key mediators of Alzheimer's disease (AD), namely, amyloid-beta (A beta) aggregation and oxidative stress. The ethanol extract of EGFOB decreased A beta aggregation (IC50 = 32.01 mu g/mL) and the levels of the oxidative free radicals 2,2 '-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) (IC50 = 11.35 and 12.32 mu g/mL, respectively). Sixteen compounds were isolated from EGFOB. Among them, procyanidin B3 (8), procyanidin B4 (9), and helichrysoside (13) significantly inhibited A beta aggregation (IC50 = 14.59, 32.64, and 44.45 mu M, respectively), indicating their potential as bioactive compounds to control A beta aggregation. Furthermore, these compounds markedly enhanced in vitro scavenging activity against ABTS (IC50 = 3.21-4.61 mu M). In the DPPH test, they showed lower scavenging activity than in the ABTS test (IC50 >= 54.88 mu M). Thus, these results suggest that EGFOB and specifically compounds 8, 9, and 13 may be beneficial in AD prevention and treatment through their antioxidant and anti-A beta aggregation activities.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules25214917</identifier><identifier>PMID: 33114256</identifier><language>eng</language><publisher>BASEL: Mdpi</publisher><subject>Alzheimer's disease ; Amyloid ; Amyloid beta-Peptides - chemistry ; amyloid-β ; antioxidant ; Antioxidants ; Antioxidants - chemistry ; Antioxidants - pharmacology ; Apoptosis ; Bioactive compounds ; Biochemistry & Molecular Biology ; Biomarkers ; Branches ; Catechol ; Catechols - chemistry ; Chemical composition ; Chemistry ; Chemistry, Multidisciplinary ; Chromatography ; Dementia ; Elaeagnaceae ; Elaeagnaceae - chemistry ; Elaeagnus ; Elaeagnus glabra f. oxyphylla ; Ethanol ; Evergreen trees ; flavonoid ; Flavonoids ; Flavonoids - chemistry ; Flavonoids - pharmacology ; Free radicals ; Life Sciences & Biomedicine ; Memory ; Natural products ; Oxidative stress ; Oxidative Stress - drug effects ; Pathogenesis ; Physical Sciences ; Phytochemicals ; Plant Leaves - chemistry ; Protein Aggregates - drug effects ; Scavenging ; Science & Technology ; Sulfonic acid</subject><ispartof>Molecules (Basel, Switzerland), 2020-10, Vol.25 (21), p.4917, Article 4917</ispartof><rights>2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2020 by the authors. 2020</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>true</woscitedreferencessubscribed><woscitedreferencescount>17</woscitedreferencescount><woscitedreferencesoriginalsourcerecordid>wos000589265000001</woscitedreferencesoriginalsourcerecordid><citedby>FETCH-LOGICAL-c493t-ad53c0ecaeb83d50a9fb78294ccd7a9bdc0dc5f8d8abe783779e052c8e8f8afb3</citedby><cites>FETCH-LOGICAL-c493t-ad53c0ecaeb83d50a9fb78294ccd7a9bdc0dc5f8d8abe783779e052c8e8f8afb3</cites><orcidid>0000-0001-6529-1767 ; 0000-0002-1248-9152 ; 0000-0001-5152-9439 ; 0000-0002-4865-6506</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC7660689/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC7660689/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,315,728,781,785,865,886,2103,2115,27929,27930,28253,53796,53798</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33114256$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kim, Yu Jin</creatorcontrib><creatorcontrib>Sohn, Eunjin</creatorcontrib><creatorcontrib>Kim, Joo-Hwan</creatorcontrib><creatorcontrib>Na, MinKyun</creatorcontrib><creatorcontrib>Jeong, Soo-Jin</creatorcontrib><title>Catechol-Type Flavonoids from the Branches of Elaeagnus glabra f. oxyphylla Exert Antioxidant Activity and an Inhibitory Effect on Amyloid-beta Aggregation</title><title>Molecules (Basel, Switzerland)</title><addtitle>MOLECULES</addtitle><addtitle>Molecules</addtitle><description>Elaeagnus glabra f. oxyphylla (Elaeagnaceae) is a small evergreen tree with narrow lanceolate leaves that is native to Korea. In this work, we studied the chemical composition of E. glabra f. oxyphylla branches (EGFOB) for the first time. Additionally, we evaluated the effects of the ethanol extract of EGFOB and each of its chemical components on key mediators of Alzheimer's disease (AD), namely, amyloid-beta (A beta) aggregation and oxidative stress. The ethanol extract of EGFOB decreased A beta aggregation (IC50 = 32.01 mu g/mL) and the levels of the oxidative free radicals 2,2 '-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) (IC50 = 11.35 and 12.32 mu g/mL, respectively). Sixteen compounds were isolated from EGFOB. Among them, procyanidin B3 (8), procyanidin B4 (9), and helichrysoside (13) significantly inhibited A beta aggregation (IC50 = 14.59, 32.64, and 44.45 mu M, respectively), indicating their potential as bioactive compounds to control A beta aggregation. Furthermore, these compounds markedly enhanced in vitro scavenging activity against ABTS (IC50 = 3.21-4.61 mu M). In the DPPH test, they showed lower scavenging activity than in the ABTS test (IC50 >= 54.88 mu M). Thus, these results suggest that EGFOB and specifically compounds 8, 9, and 13 may be beneficial in AD prevention and treatment through their antioxidant and anti-A beta aggregation activities.</description><subject>Alzheimer's disease</subject><subject>Amyloid</subject><subject>Amyloid beta-Peptides - chemistry</subject><subject>amyloid-β</subject><subject>antioxidant</subject><subject>Antioxidants</subject><subject>Antioxidants - chemistry</subject><subject>Antioxidants - pharmacology</subject><subject>Apoptosis</subject><subject>Bioactive compounds</subject><subject>Biochemistry & Molecular Biology</subject><subject>Biomarkers</subject><subject>Branches</subject><subject>Catechol</subject><subject>Catechols - chemistry</subject><subject>Chemical composition</subject><subject>Chemistry</subject><subject>Chemistry, Multidisciplinary</subject><subject>Chromatography</subject><subject>Dementia</subject><subject>Elaeagnaceae</subject><subject>Elaeagnaceae - chemistry</subject><subject>Elaeagnus</subject><subject>Elaeagnus glabra f. oxyphylla</subject><subject>Ethanol</subject><subject>Evergreen trees</subject><subject>flavonoid</subject><subject>Flavonoids</subject><subject>Flavonoids - chemistry</subject><subject>Flavonoids - pharmacology</subject><subject>Free radicals</subject><subject>Life Sciences & Biomedicine</subject><subject>Memory</subject><subject>Natural products</subject><subject>Oxidative stress</subject><subject>Oxidative Stress - drug effects</subject><subject>Pathogenesis</subject><subject>Physical Sciences</subject><subject>Phytochemicals</subject><subject>Plant Leaves - chemistry</subject><subject>Protein Aggregates - drug effects</subject><subject>Scavenging</subject><subject>Science & Technology</subject><subject>Sulfonic acid</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>AOWDO</sourceid><sourceid>EIF</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>DOA</sourceid><recordid>eNqNkkFv0zAUgCMEYmPwA7ggS1yQUIYTx419QSpVB5MmcRnn6MV5Tl2ldrGdrvkt_FncdVQbXLBk2bK_99nPfln2tqCXjEn6aeMGVOOAoeRlUcmifpadF1VJc0Yr-fzR_Cx7FcKa0kQV_GV2xliR9vjsPPu1gIhq5Yb8dtoiuRpg56wzXSDauw2JKyRfPFi1wkCcJssBEHo7BtIP0Hog-pK4_bRdTcMAZLlHH8ncRuP2pgOb5iqanYkTAdulTq7tyrQmOj-RpdaoInGWzDfTkI7MW4xA5n3vsYeksK-zFxqGgG8exovsx9XydvEtv_n-9Xoxv8lVJVnMoeNMUVSArWAdpyB1W4tSVkp1Nci2U7RTXItOQIu1YHUtkfJSCRRagG7ZRXZ99HYO1s3Wmw34qXFgmvsF5_sGfDRqwEYqwZSWqmSyqGbIDgbQIBVHhhy75Pp8dG3HdoOdQhs9DE-kT3esWTW92zX1bEZnQibBhweBdz9HDLHZmKAwPa9FN4amrDgXVUqiTuj7v9C1G71NT9WUnNOSVSnNRBVHSnkXgkd9ukxBm0MZNf-UUYp59ziLU8SfuknAxyNwh63TQRm0Ck8YpZQLWc44PbQi0eL_6YWJ97-_cKON7Dcepus7</recordid><startdate>20201023</startdate><enddate>20201023</enddate><creator>Kim, Yu Jin</creator><creator>Sohn, Eunjin</creator><creator>Kim, Joo-Hwan</creator><creator>Na, MinKyun</creator><creator>Jeong, Soo-Jin</creator><general>Mdpi</general><general>MDPI AG</general><general>MDPI</general><scope>AOWDO</scope><scope>BLEPL</scope><scope>DTL</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>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope><orcidid>https://orcid.org/0000-0001-6529-1767</orcidid><orcidid>https://orcid.org/0000-0002-1248-9152</orcidid><orcidid>https://orcid.org/0000-0001-5152-9439</orcidid><orcidid>https://orcid.org/0000-0002-4865-6506</orcidid></search><sort><creationdate>20201023</creationdate><title>Catechol-Type Flavonoids from the Branches of Elaeagnus glabra f. oxyphylla Exert Antioxidant Activity and an Inhibitory Effect on Amyloid-beta Aggregation</title><author>Kim, Yu Jin ; Sohn, Eunjin ; Kim, Joo-Hwan ; Na, MinKyun ; Jeong, Soo-Jin</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c493t-ad53c0ecaeb83d50a9fb78294ccd7a9bdc0dc5f8d8abe783779e052c8e8f8afb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Alzheimer's disease</topic><topic>Amyloid</topic><topic>Amyloid beta-Peptides - chemistry</topic><topic>amyloid-β</topic><topic>antioxidant</topic><topic>Antioxidants</topic><topic>Antioxidants - chemistry</topic><topic>Antioxidants - pharmacology</topic><topic>Apoptosis</topic><topic>Bioactive compounds</topic><topic>Biochemistry & Molecular Biology</topic><topic>Biomarkers</topic><topic>Branches</topic><topic>Catechol</topic><topic>Catechols - chemistry</topic><topic>Chemical composition</topic><topic>Chemistry</topic><topic>Chemistry, Multidisciplinary</topic><topic>Chromatography</topic><topic>Dementia</topic><topic>Elaeagnaceae</topic><topic>Elaeagnaceae - chemistry</topic><topic>Elaeagnus</topic><topic>Elaeagnus glabra f. oxyphylla</topic><topic>Ethanol</topic><topic>Evergreen trees</topic><topic>flavonoid</topic><topic>Flavonoids</topic><topic>Flavonoids - chemistry</topic><topic>Flavonoids - pharmacology</topic><topic>Free radicals</topic><topic>Life Sciences & Biomedicine</topic><topic>Memory</topic><topic>Natural products</topic><topic>Oxidative stress</topic><topic>Oxidative Stress - drug effects</topic><topic>Pathogenesis</topic><topic>Physical Sciences</topic><topic>Phytochemicals</topic><topic>Plant Leaves - chemistry</topic><topic>Protein Aggregates - drug effects</topic><topic>Scavenging</topic><topic>Science & Technology</topic><topic>Sulfonic acid</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kim, Yu Jin</creatorcontrib><creatorcontrib>Sohn, Eunjin</creatorcontrib><creatorcontrib>Kim, Joo-Hwan</creatorcontrib><creatorcontrib>Na, MinKyun</creatorcontrib><creatorcontrib>Jeong, Soo-Jin</creatorcontrib><collection>Web of Science - Science Citation Index Expanded - 2020</collection><collection>Web of Science Core Collection</collection><collection>Science Citation Index Expanded</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health & Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central Korea</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Health & Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Publicly Available Content Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>DOAJ Directory of Open Access Journals</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kim, Yu Jin</au><au>Sohn, Eunjin</au><au>Kim, Joo-Hwan</au><au>Na, MinKyun</au><au>Jeong, Soo-Jin</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Catechol-Type Flavonoids from the Branches of Elaeagnus glabra f. oxyphylla Exert Antioxidant Activity and an Inhibitory Effect on Amyloid-beta Aggregation</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><stitle>MOLECULES</stitle><addtitle>Molecules</addtitle><date>2020-10-23</date><risdate>2020</risdate><volume>25</volume><issue>21</issue><spage>4917</spage><pages>4917-</pages><artnum>4917</artnum><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>Elaeagnus glabra f. oxyphylla (Elaeagnaceae) is a small evergreen tree with narrow lanceolate leaves that is native to Korea. In this work, we studied the chemical composition of E. glabra f. oxyphylla branches (EGFOB) for the first time. Additionally, we evaluated the effects of the ethanol extract of EGFOB and each of its chemical components on key mediators of Alzheimer's disease (AD), namely, amyloid-beta (A beta) aggregation and oxidative stress. The ethanol extract of EGFOB decreased A beta aggregation (IC50 = 32.01 mu g/mL) and the levels of the oxidative free radicals 2,2 '-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) and 2,2-diphenyl-1-picrylhydrazyl (DPPH) (IC50 = 11.35 and 12.32 mu g/mL, respectively). Sixteen compounds were isolated from EGFOB. Among them, procyanidin B3 (8), procyanidin B4 (9), and helichrysoside (13) significantly inhibited A beta aggregation (IC50 = 14.59, 32.64, and 44.45 mu M, respectively), indicating their potential as bioactive compounds to control A beta aggregation. Furthermore, these compounds markedly enhanced in vitro scavenging activity against ABTS (IC50 = 3.21-4.61 mu M). In the DPPH test, they showed lower scavenging activity than in the ABTS test (IC50 >= 54.88 mu M). Thus, these results suggest that EGFOB and specifically compounds 8, 9, and 13 may be beneficial in AD prevention and treatment through their antioxidant and anti-A beta aggregation activities.</abstract><cop>BASEL</cop><pub>Mdpi</pub><pmid>33114256</pmid><doi>10.3390/molecules25214917</doi><tpages>15</tpages><orcidid>https://orcid.org/0000-0001-6529-1767</orcidid><orcidid>https://orcid.org/0000-0002-1248-9152</orcidid><orcidid>https://orcid.org/0000-0001-5152-9439</orcidid><orcidid>https://orcid.org/0000-0002-4865-6506</orcidid><oa>free_for_read</oa></addata></record> |
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| subjects | Alzheimer's disease Amyloid Amyloid beta-Peptides - chemistry amyloid-β antioxidant Antioxidants Antioxidants - chemistry Antioxidants - pharmacology Apoptosis Bioactive compounds Biochemistry & Molecular Biology Biomarkers Branches Catechol Catechols - chemistry Chemical composition Chemistry Chemistry, Multidisciplinary Chromatography Dementia Elaeagnaceae Elaeagnaceae - chemistry Elaeagnus Elaeagnus glabra f. oxyphylla Ethanol Evergreen trees flavonoid Flavonoids Flavonoids - chemistry Flavonoids - pharmacology Free radicals Life Sciences & Biomedicine Memory Natural products Oxidative stress Oxidative Stress - drug effects Pathogenesis Physical Sciences Phytochemicals Plant Leaves - chemistry Protein Aggregates - drug effects Scavenging Science & Technology Sulfonic acid |
| title | Catechol-Type Flavonoids from the Branches of Elaeagnus glabra f. oxyphylla Exert Antioxidant Activity and an Inhibitory Effect on Amyloid-beta Aggregation |
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