Efficient and safe extraction of an antioxidant, 3,5,4’-trihydroxy-6,7-methylenedioxyflavone-3-O-glycoside, from indigo leaves using alkaline hydrolysis of modifying ester moieties
Indigo plant (Persicaria tinctoria (Aiton) Spach) has been utilized as a dye material with antioxidant activity. To increase polyphenol yield, alkaline water was used for the extraction of indigo leaves. Total polyphenol content and hydrophilic oxygen radical absorbance capacity value of the alkalin...
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| Veröffentlicht in: | FOOD SCIENCE AND TECHNOLOGY RESEARCH 2024, Vol.30(3), pp.313-321 |
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| creator | Kimura, Hideto Ishihara, Tomoe Ishida, Miki Hirabayashi, Yu Jisaka, Mitsuo Murota, Kaeko |
| description | Indigo plant (Persicaria tinctoria (Aiton) Spach) has been utilized as a dye material with antioxidant activity. To increase polyphenol yield, alkaline water was used for the extraction of indigo leaves. Total polyphenol content and hydrophilic oxygen radical absorbance capacity value of the alkaline water extract were higher than those of the pure water extract, whereas its β-carotene bleaching inhibitory activity and 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity were lower. The predominant compound in the alkaline water extract was 3,5,4′-trihydroxy-6,7-methylenedioxyflavone (TMF)-3-O-β- d -glucopyranoside. β-Carotene bleaching inhibitory activity of TMF was higher than those of TMF-O-glycosides. TMF-3-O-β- d -glucopyranoside was hydrolyzed by β-glucosidase from rat small intestine most effectively among the TMF-O-glycosides. Our results showed that alkaline water extraction of indigo leaves is a useful method to increase the recovery of polyphenols, in which TMF-3-O-β- d -glucopyranoside is the predominant compound, which can be easily hydrolyzed in the small intestine to TMF with high antioxidant activity against lipid peroxidation. |
| doi_str_mv | 10.3136/fstr.FSTR-D-23-00208 |
| format | Article |
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To increase polyphenol yield, alkaline water was used for the extraction of indigo leaves. Total polyphenol content and hydrophilic oxygen radical absorbance capacity value of the alkaline water extract were higher than those of the pure water extract, whereas its β-carotene bleaching inhibitory activity and 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity were lower. The predominant compound in the alkaline water extract was 3,5,4′-trihydroxy-6,7-methylenedioxyflavone (TMF)-3-O-β- d -glucopyranoside. β-Carotene bleaching inhibitory activity of TMF was higher than those of TMF-O-glycosides. TMF-3-O-β- d -glucopyranoside was hydrolyzed by β-glucosidase from rat small intestine most effectively among the TMF-O-glycosides. Our results showed that alkaline water extraction of indigo leaves is a useful method to increase the recovery of polyphenols, in which TMF-3-O-β- d -glucopyranoside is the predominant compound, which can be easily hydrolyzed in the small intestine to TMF with high antioxidant activity against lipid peroxidation.</description><identifier>ISSN: 1344-6606</identifier><identifier>EISSN: 1881-3984</identifier><identifier>DOI: 10.3136/fstr.FSTR-D-23-00208</identifier><language>eng ; jpn</language><publisher>Tsukuba: Japanese Society for Food Science and Technology</publisher><subject>3,5,4′-trihydroxy-6,7-methylenedioxyflavone ; Alkaline water ; alkaline water extraction ; antioxidant ; Antioxidants ; Bleaching ; Carotene ; flavonol-O-glycosides ; Glucosidase ; Glycosides ; Indigo ; indigo plant ; Intestine ; Leaves ; Lipid peroxidation ; Lipids ; Peroxidation ; Polyphenols ; Scavenging ; Small intestine ; β-Carotene ; β-carotene bleaching activity ; β-Glucosidase</subject><ispartof>Food Science and Technology Research, 2024, Vol.30(3), pp.313-321</ispartof><rights>2024 by Japanese Society for Food Science and Technology</rights><rights>Copyright Japan Science and Technology Agency 2024</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c3278-a5c806b5323433a84bf5bbf5d0082a5417810e7bb194011fc2be1942d3a976263</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4022,27922,27923,27924</link.rule.ids></links><search><creatorcontrib>Kimura, Hideto</creatorcontrib><creatorcontrib>Ishihara, Tomoe</creatorcontrib><creatorcontrib>Ishida, Miki</creatorcontrib><creatorcontrib>Hirabayashi, Yu</creatorcontrib><creatorcontrib>Jisaka, Mitsuo</creatorcontrib><creatorcontrib>Murota, Kaeko</creatorcontrib><creatorcontrib>Department of Research and Development</creatorcontrib><creatorcontrib>Life Sciences Course</creatorcontrib><creatorcontrib>Department of Life Sciences</creatorcontrib><creatorcontrib>Faculty of Life and Environmental Sciences</creatorcontrib><creatorcontrib>Ltd</creatorcontrib><creatorcontrib>Major in Agricultural and Life Sciences</creatorcontrib><creatorcontrib>Shimane University</creatorcontrib><creatorcontrib>Kotobuki Seika Co</creatorcontrib><creatorcontrib>Graduate School of Natural Science and Technology</creatorcontrib><title>Efficient and safe extraction of an antioxidant, 3,5,4’-trihydroxy-6,7-methylenedioxyflavone-3-O-glycoside, from indigo leaves using alkaline hydrolysis of modifying ester moieties</title><title>FOOD SCIENCE AND TECHNOLOGY RESEARCH</title><addtitle>Food Science and Technology Research</addtitle><description>Indigo plant (Persicaria tinctoria (Aiton) Spach) has been utilized as a dye material with antioxidant activity. To increase polyphenol yield, alkaline water was used for the extraction of indigo leaves. Total polyphenol content and hydrophilic oxygen radical absorbance capacity value of the alkaline water extract were higher than those of the pure water extract, whereas its β-carotene bleaching inhibitory activity and 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity were lower. The predominant compound in the alkaline water extract was 3,5,4′-trihydroxy-6,7-methylenedioxyflavone (TMF)-3-O-β- d -glucopyranoside. β-Carotene bleaching inhibitory activity of TMF was higher than those of TMF-O-glycosides. TMF-3-O-β- d -glucopyranoside was hydrolyzed by β-glucosidase from rat small intestine most effectively among the TMF-O-glycosides. Our results showed that alkaline water extraction of indigo leaves is a useful method to increase the recovery of polyphenols, in which TMF-3-O-β- d -glucopyranoside is the predominant compound, which can be easily hydrolyzed in the small intestine to TMF with high antioxidant activity against lipid peroxidation.</description><subject>3,5,4′-trihydroxy-6,7-methylenedioxyflavone</subject><subject>Alkaline water</subject><subject>alkaline water extraction</subject><subject>antioxidant</subject><subject>Antioxidants</subject><subject>Bleaching</subject><subject>Carotene</subject><subject>flavonol-O-glycosides</subject><subject>Glucosidase</subject><subject>Glycosides</subject><subject>Indigo</subject><subject>indigo plant</subject><subject>Intestine</subject><subject>Leaves</subject><subject>Lipid peroxidation</subject><subject>Lipids</subject><subject>Peroxidation</subject><subject>Polyphenols</subject><subject>Scavenging</subject><subject>Small intestine</subject><subject>β-Carotene</subject><subject>β-carotene bleaching activity</subject><subject>β-Glucosidase</subject><issn>1344-6606</issn><issn>1881-3984</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNpdUdtu1DAQjRBIlMIf8GCJ13XrWxLvI-qNokqVoDxbTjLe9ZLYxc5Wm7f-Bj_CB_ElTBpUJKTxXKwz54xmiuI9ZyeSy-rU5TGdXH69-0LPqZCUMcH0i-KIa82pXGv1EnOpFK0qVr0u3uS8Y4yXay2Oil8XzvnWQxiJDR3J1gGBw5hsO_oYSHT4jYbFwXcYV0SuypX6_fiTjslvpy7Fw0SrVU0HGLdTDwE6xE6utw8xAJX0lm76qY3Zd7AiLsWB-ND5TSQ92AfIZJ992BDbf7e9D0CeKPsp-zyLD7HzbpoBkEdIWHsYPeS3xStn-wzv_sbj4tvlxd3ZJ3pze3V99vGGtlLUmtqy1axqSimkktJq1biywdcxpoUtFa81Z1A3DV8rxrlrRQOYik7adV2JSh4XHxbe-xR_7HEGs4v7FFDSSLaWDCmYRpRaUG2KOSdw5j75wabJcGbmC5n5Qma-kDk3QpqnC2Hb1dI24M5a28cwb-CfghuUi7HLRjChsEeiYSgNQ050giupce4amT4vTLs82g08y9s0-raHRV7iLLP7b4xnULu1yUCQfwBoiLoo</recordid><startdate>2024</startdate><enddate>2024</enddate><creator>Kimura, Hideto</creator><creator>Ishihara, Tomoe</creator><creator>Ishida, Miki</creator><creator>Hirabayashi, Yu</creator><creator>Jisaka, Mitsuo</creator><creator>Murota, Kaeko</creator><general>Japanese Society for Food Science and Technology</general><general>The Japanese Society for Food Science and Technology</general><general>Japan Science and Technology Agency</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7QR</scope><scope>7T7</scope><scope>8FD</scope><scope>C1K</scope><scope>F28</scope><scope>FR3</scope><scope>K9.</scope><scope>P64</scope></search><sort><creationdate>2024</creationdate><title>Efficient and safe extraction of an antioxidant, 3,5,4’-trihydroxy-6,7-methylenedioxyflavone-3-O-glycoside, from indigo leaves using alkaline hydrolysis of modifying ester moieties</title><author>Kimura, Hideto ; Ishihara, Tomoe ; Ishida, Miki ; Hirabayashi, Yu ; Jisaka, Mitsuo ; Murota, Kaeko</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3278-a5c806b5323433a84bf5bbf5d0082a5417810e7bb194011fc2be1942d3a976263</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng ; jpn</language><creationdate>2024</creationdate><topic>3,5,4′-trihydroxy-6,7-methylenedioxyflavone</topic><topic>Alkaline water</topic><topic>alkaline water extraction</topic><topic>antioxidant</topic><topic>Antioxidants</topic><topic>Bleaching</topic><topic>Carotene</topic><topic>flavonol-O-glycosides</topic><topic>Glucosidase</topic><topic>Glycosides</topic><topic>Indigo</topic><topic>indigo plant</topic><topic>Intestine</topic><topic>Leaves</topic><topic>Lipid peroxidation</topic><topic>Lipids</topic><topic>Peroxidation</topic><topic>Polyphenols</topic><topic>Scavenging</topic><topic>Small intestine</topic><topic>β-Carotene</topic><topic>β-carotene bleaching activity</topic><topic>β-Glucosidase</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kimura, Hideto</creatorcontrib><creatorcontrib>Ishihara, Tomoe</creatorcontrib><creatorcontrib>Ishida, Miki</creatorcontrib><creatorcontrib>Hirabayashi, Yu</creatorcontrib><creatorcontrib>Jisaka, Mitsuo</creatorcontrib><creatorcontrib>Murota, Kaeko</creatorcontrib><creatorcontrib>Department of Research and Development</creatorcontrib><creatorcontrib>Life Sciences Course</creatorcontrib><creatorcontrib>Department of Life Sciences</creatorcontrib><creatorcontrib>Faculty of Life and Environmental Sciences</creatorcontrib><creatorcontrib>Ltd</creatorcontrib><creatorcontrib>Major in Agricultural and Life Sciences</creatorcontrib><creatorcontrib>Shimane University</creatorcontrib><creatorcontrib>Kotobuki Seika Co</creatorcontrib><creatorcontrib>Graduate School of Natural Science and Technology</creatorcontrib><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>FOOD SCIENCE AND TECHNOLOGY RESEARCH</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kimura, Hideto</au><au>Ishihara, Tomoe</au><au>Ishida, Miki</au><au>Hirabayashi, Yu</au><au>Jisaka, Mitsuo</au><au>Murota, Kaeko</au><aucorp>Department of Research and Development</aucorp><aucorp>Life Sciences Course</aucorp><aucorp>Department of Life Sciences</aucorp><aucorp>Faculty of Life and Environmental Sciences</aucorp><aucorp>Ltd</aucorp><aucorp>Major in Agricultural and Life Sciences</aucorp><aucorp>Shimane University</aucorp><aucorp>Kotobuki Seika Co</aucorp><aucorp>Graduate School of Natural Science and Technology</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Efficient and safe extraction of an antioxidant, 3,5,4’-trihydroxy-6,7-methylenedioxyflavone-3-O-glycoside, from indigo leaves using alkaline hydrolysis of modifying ester moieties</atitle><jtitle>FOOD SCIENCE AND TECHNOLOGY RESEARCH</jtitle><addtitle>Food Science and Technology Research</addtitle><date>2024</date><risdate>2024</risdate><volume>30</volume><issue>3</issue><spage>313</spage><epage>321</epage><pages>313-321</pages><artnum>FSTR-D-23-00208</artnum><issn>1344-6606</issn><eissn>1881-3984</eissn><abstract>Indigo plant (Persicaria tinctoria (Aiton) Spach) has been utilized as a dye material with antioxidant activity. To increase polyphenol yield, alkaline water was used for the extraction of indigo leaves. Total polyphenol content and hydrophilic oxygen radical absorbance capacity value of the alkaline water extract were higher than those of the pure water extract, whereas its β-carotene bleaching inhibitory activity and 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity were lower. The predominant compound in the alkaline water extract was 3,5,4′-trihydroxy-6,7-methylenedioxyflavone (TMF)-3-O-β- d -glucopyranoside. β-Carotene bleaching inhibitory activity of TMF was higher than those of TMF-O-glycosides. TMF-3-O-β- d -glucopyranoside was hydrolyzed by β-glucosidase from rat small intestine most effectively among the TMF-O-glycosides. Our results showed that alkaline water extraction of indigo leaves is a useful method to increase the recovery of polyphenols, in which TMF-3-O-β- d -glucopyranoside is the predominant compound, which can be easily hydrolyzed in the small intestine to TMF with high antioxidant activity against lipid peroxidation.</abstract><cop>Tsukuba</cop><pub>Japanese Society for Food Science and Technology</pub><doi>10.3136/fstr.FSTR-D-23-00208</doi><tpages>9</tpages></addata></record> |
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| ispartof | Food Science and Technology Research, 2024, Vol.30(3), pp.313-321 |
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| subjects | 3,5,4′-trihydroxy-6,7-methylenedioxyflavone Alkaline water alkaline water extraction antioxidant Antioxidants Bleaching Carotene flavonol-O-glycosides Glucosidase Glycosides Indigo indigo plant Intestine Leaves Lipid peroxidation Lipids Peroxidation Polyphenols Scavenging Small intestine β-Carotene β-carotene bleaching activity β-Glucosidase |
| title | Efficient and safe extraction of an antioxidant, 3,5,4’-trihydroxy-6,7-methylenedioxyflavone-3-O-glycoside, from indigo leaves using alkaline hydrolysis of modifying ester moieties |
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