Development of Bioactive Functions in Hydrangeae Dulcis Folium. V. On the Antiallergic and Antimicrobial Principles of Hydrangeae Dulcis Folium. (2). Thunberginols C, D, and E, Thunberginol G 3'-O-Glucoside, (-)-Hydrangenol 4'-O-Glucoside, and (+)-Hydrangenol 4'-O-Glucoside
Following the characterization of thunberginols A, B, and F, six bioactive principles, thunberginols C, D, and E, thunberginol G 3'-O-glucoside, (-)-hydrangenol 4'-O-glucoside, and (+)-hydrangenol 4'-O-glucoside, were isolated from Hydrangeae Dulcis Folium, the processed leaves of Hyd...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 1996/08/15, Vol.44(8), pp.1440-1447 |
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| creator | YOSHIKAWA, Masayuki MATSUDA, Hisashi SHIMODA, Hiroshi SHIMADA, Hiromi HARADA, Emiko NAITOH, Yoshikazu MIKI, Akiko YAMAHARA, Johji MURAKAMI, Nobutoshi |
| description | Following the characterization of thunberginols A, B, and F, six bioactive principles, thunberginols C, D, and E, thunberginol G 3'-O-glucoside, (-)-hydrangenol 4'-O-glucoside, and (+)-hydrangenol 4'-O-glucoside, were isolated from Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO, together with four kaempferol and quercetin oligoglycosides. Their chemical structures have been determined on the basis of chemical and physicochemical evidence. Thunberginols C, D, E, and G and (-)-hydrangenol 4'-O-glucoside showed antiallergic activity in the in vitro bioassay using the Schultz-Dale reaction. These components also exhibited inhibitory activities on the histamine release from rat mast cells and on the histamine-induced contraction in isolated guinea pig tracheal chain. In addition, thunberginols C, D, E, and G showed antimicrobial activities against oral bacteria. |
| doi_str_mv | 10.1248/cpb.44.1440 |
| format | Article |
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V. On the Antiallergic and Antimicrobial Principles of Hydrangeae Dulcis Folium. (2). Thunberginols C, D, and E, Thunberginol G 3'-O-Glucoside, (-)-Hydrangenol 4'-O-Glucoside, and (+)-Hydrangenol 4'-O-Glucoside</title><source>J-STAGE Free</source><source>MEDLINE</source><source>EZB-FREE-00999 freely available EZB journals</source><source>Free Full-Text Journals in Chemistry</source><creator>YOSHIKAWA, Masayuki ; MATSUDA, Hisashi ; SHIMODA, Hiroshi ; SHIMADA, Hiromi ; HARADA, Emiko ; NAITOH, Yoshikazu ; MIKI, Akiko ; YAMAHARA, Johji ; MURAKAMI, Nobutoshi</creator><creatorcontrib>YOSHIKAWA, Masayuki ; MATSUDA, Hisashi ; SHIMODA, Hiroshi ; SHIMADA, Hiromi ; HARADA, Emiko ; NAITOH, Yoshikazu ; MIKI, Akiko ; YAMAHARA, Johji ; MURAKAMI, Nobutoshi</creatorcontrib><description>Following the characterization of thunberginols A, B, and F, six bioactive principles, thunberginols C, D, and E, thunberginol G 3'-O-glucoside, (-)-hydrangenol 4'-O-glucoside, and (+)-hydrangenol 4'-O-glucoside, were isolated from Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO, together with four kaempferol and quercetin oligoglycosides. Their chemical structures have been determined on the basis of chemical and physicochemical evidence. Thunberginols C, D, E, and G and (-)-hydrangenol 4'-O-glucoside showed antiallergic activity in the in vitro bioassay using the Schultz-Dale reaction. These components also exhibited inhibitory activities on the histamine release from rat mast cells and on the histamine-induced contraction in isolated guinea pig tracheal chain. In addition, thunberginols C, D, E, and G showed antimicrobial activities against oral bacteria.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.44.1440</identifier><identifier>PMID: 8795265</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Animals ; Anti-Allergic Agents - isolation & purification ; Anti-Allergic Agents - pharmacology ; Anti-Bacterial Agents ; Anti-Infective Agents - isolation & purification ; Anti-Infective Agents - pharmacology ; antiallergic activity ; Bacteria - drug effects ; dihydroisocoumarin glucoside ; Fungi - drug effects ; Glucosides - isolation & purification ; Glucosides - pharmacology ; Guinea Pigs ; Histamine Release - drug effects ; Hydrangea macrophylla var. thunbergii ; Hydrangeae Dulcis Folium ; In Vitro Techniques ; Magnetic Resonance Spectroscopy ; Mast Cells - drug effects ; Mast Cells - metabolism ; Microbial Sensitivity Tests ; Muscle Contraction - drug effects ; Muscle, Smooth - drug effects ; oral bacteria antimicrobial activity ; Plants, Medicinal - chemistry ; Rats ; Spectrophotometry, Ultraviolet ; thunberginol</subject><ispartof>Chemical and Pharmaceutical Bulletin, 1996/08/15, Vol.44(8), pp.1440-1447</ispartof><rights>The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 1996</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4220-1e90cc43c4ad92ef05fd09e7e0a18294a46ba3ea6b1a2d500ecc7e8cd9fdc78c3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1877,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/8795265$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>YOSHIKAWA, Masayuki</creatorcontrib><creatorcontrib>MATSUDA, Hisashi</creatorcontrib><creatorcontrib>SHIMODA, Hiroshi</creatorcontrib><creatorcontrib>SHIMADA, Hiromi</creatorcontrib><creatorcontrib>HARADA, Emiko</creatorcontrib><creatorcontrib>NAITOH, Yoshikazu</creatorcontrib><creatorcontrib>MIKI, Akiko</creatorcontrib><creatorcontrib>YAMAHARA, Johji</creatorcontrib><creatorcontrib>MURAKAMI, Nobutoshi</creatorcontrib><title>Development of Bioactive Functions in Hydrangeae Dulcis Folium. V. On the Antiallergic and Antimicrobial Principles of Hydrangeae Dulcis Folium. (2). Thunberginols C, D, and E, Thunberginol G 3'-O-Glucoside, (-)-Hydrangenol 4'-O-Glucoside, and (+)-Hydrangenol 4'-O-Glucoside</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>Following the characterization of thunberginols A, B, and F, six bioactive principles, thunberginols C, D, and E, thunberginol G 3'-O-glucoside, (-)-hydrangenol 4'-O-glucoside, and (+)-hydrangenol 4'-O-glucoside, were isolated from Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO, together with four kaempferol and quercetin oligoglycosides. Their chemical structures have been determined on the basis of chemical and physicochemical evidence. Thunberginols C, D, E, and G and (-)-hydrangenol 4'-O-glucoside showed antiallergic activity in the in vitro bioassay using the Schultz-Dale reaction. These components also exhibited inhibitory activities on the histamine release from rat mast cells and on the histamine-induced contraction in isolated guinea pig tracheal chain. In addition, thunberginols C, D, E, and G showed antimicrobial activities against oral bacteria.</description><subject>Animals</subject><subject>Anti-Allergic Agents - isolation & purification</subject><subject>Anti-Allergic Agents - pharmacology</subject><subject>Anti-Bacterial Agents</subject><subject>Anti-Infective Agents - isolation & purification</subject><subject>Anti-Infective Agents - pharmacology</subject><subject>antiallergic activity</subject><subject>Bacteria - drug effects</subject><subject>dihydroisocoumarin glucoside</subject><subject>Fungi - drug effects</subject><subject>Glucosides - isolation & purification</subject><subject>Glucosides - pharmacology</subject><subject>Guinea Pigs</subject><subject>Histamine Release - drug effects</subject><subject>Hydrangea macrophylla var. thunbergii</subject><subject>Hydrangeae Dulcis Folium</subject><subject>In Vitro Techniques</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Mast Cells - drug effects</subject><subject>Mast Cells - metabolism</subject><subject>Microbial Sensitivity Tests</subject><subject>Muscle Contraction - drug effects</subject><subject>Muscle, Smooth - drug effects</subject><subject>oral bacteria antimicrobial activity</subject><subject>Plants, Medicinal - chemistry</subject><subject>Rats</subject><subject>Spectrophotometry, Ultraviolet</subject><subject>thunberginol</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1996</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFks1v0zAYhwMCjTK4wBnJEhJ0WhP8la_jaNcOaVI5DK6W47xpXTl2sZNJ--9J1jLEJOBiW-_v0WNZ_kXRW4ITQnnxSe2rhPOEcI6fRhPCeB6nlLJn0QRjXMaUZexF9DKEHcY0xTk7iU6KvExplk6evFnALRi3b8F2yDXos3ZSdfoW0LK3w8HZgLRFV3e1l3YDEtCiN0oHtHRG922CvidobVG3BXRhOy2NAb_RCklb3w9arbyrhjn66rVVem8gjPf8XTilZwm62fa2Gk3WmYDmM7SY3SsvZ39EaIXYx3gdr0yvXNA1zNA0Pot_yUeCP8pHy_T8X8yr6HkjTYDXx_00-ra8vJlfxdfr1Zf5xXWsOKU4JlBipThTXNYlhQanTY1LyAFLUtCSS55VkoHMKiJpnWIMSuVQqLpsapUXip1GHw7evXc_egidaHVQYIy04Pog8oIRUubkvyBJs5xRnA3g-0fgzvXeDo8QhGeYFsXgG6jzAzX8TAgeGrH3upX-ThAsxkKJoVCCczEWaqDfHZ191UL9wB4bNOSLQ74LndzAQy59p5WB0UXKtBh9x2XU_o630guw7Cdk5Nz-</recordid><startdate>1996</startdate><enddate>1996</enddate><creator>YOSHIKAWA, Masayuki</creator><creator>MATSUDA, Hisashi</creator><creator>SHIMODA, Hiroshi</creator><creator>SHIMADA, Hiromi</creator><creator>HARADA, Emiko</creator><creator>NAITOH, Yoshikazu</creator><creator>MIKI, Akiko</creator><creator>YAMAHARA, Johji</creator><creator>MURAKAMI, Nobutoshi</creator><general>The Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><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>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7T7</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>1996</creationdate><title>Development of Bioactive Functions in Hydrangeae Dulcis Folium. V. On the Antiallergic and Antimicrobial Principles of Hydrangeae Dulcis Folium. (2). Thunberginols C, D, and E, Thunberginol G 3'-O-Glucoside, (-)-Hydrangenol 4'-O-Glucoside, and (+)-Hydrangenol 4'-O-Glucoside</title><author>YOSHIKAWA, Masayuki ; MATSUDA, Hisashi ; SHIMODA, Hiroshi ; SHIMADA, Hiromi ; HARADA, Emiko ; NAITOH, Yoshikazu ; MIKI, Akiko ; YAMAHARA, Johji ; MURAKAMI, Nobutoshi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4220-1e90cc43c4ad92ef05fd09e7e0a18294a46ba3ea6b1a2d500ecc7e8cd9fdc78c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1996</creationdate><topic>Animals</topic><topic>Anti-Allergic Agents - isolation & purification</topic><topic>Anti-Allergic Agents - pharmacology</topic><topic>Anti-Bacterial Agents</topic><topic>Anti-Infective Agents - isolation & purification</topic><topic>Anti-Infective Agents - pharmacology</topic><topic>antiallergic activity</topic><topic>Bacteria - drug effects</topic><topic>dihydroisocoumarin glucoside</topic><topic>Fungi - drug effects</topic><topic>Glucosides - isolation & purification</topic><topic>Glucosides - pharmacology</topic><topic>Guinea Pigs</topic><topic>Histamine Release - drug effects</topic><topic>Hydrangea macrophylla var. thunbergii</topic><topic>Hydrangeae Dulcis Folium</topic><topic>In Vitro Techniques</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Mast Cells - drug effects</topic><topic>Mast Cells - metabolism</topic><topic>Microbial Sensitivity Tests</topic><topic>Muscle Contraction - drug effects</topic><topic>Muscle, Smooth - drug effects</topic><topic>oral bacteria antimicrobial activity</topic><topic>Plants, Medicinal - chemistry</topic><topic>Rats</topic><topic>Spectrophotometry, Ultraviolet</topic><topic>thunberginol</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>YOSHIKAWA, Masayuki</creatorcontrib><creatorcontrib>MATSUDA, Hisashi</creatorcontrib><creatorcontrib>SHIMODA, Hiroshi</creatorcontrib><creatorcontrib>SHIMADA, Hiromi</creatorcontrib><creatorcontrib>HARADA, Emiko</creatorcontrib><creatorcontrib>NAITOH, Yoshikazu</creatorcontrib><creatorcontrib>MIKI, Akiko</creatorcontrib><creatorcontrib>YAMAHARA, Johji</creatorcontrib><creatorcontrib>MURAKAMI, Nobutoshi</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>YOSHIKAWA, Masayuki</au><au>MATSUDA, Hisashi</au><au>SHIMODA, Hiroshi</au><au>SHIMADA, Hiromi</au><au>HARADA, Emiko</au><au>NAITOH, Yoshikazu</au><au>MIKI, Akiko</au><au>YAMAHARA, Johji</au><au>MURAKAMI, Nobutoshi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Development of Bioactive Functions in Hydrangeae Dulcis Folium. V. On the Antiallergic and Antimicrobial Principles of Hydrangeae Dulcis Folium. (2). Thunberginols C, D, and E, Thunberginol G 3'-O-Glucoside, (-)-Hydrangenol 4'-O-Glucoside, and (+)-Hydrangenol 4'-O-Glucoside</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>1996</date><risdate>1996</risdate><volume>44</volume><issue>8</issue><spage>1440</spage><epage>1447</epage><pages>1440-1447</pages><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>Following the characterization of thunberginols A, B, and F, six bioactive principles, thunberginols C, D, and E, thunberginol G 3'-O-glucoside, (-)-hydrangenol 4'-O-glucoside, and (+)-hydrangenol 4'-O-glucoside, were isolated from Hydrangeae Dulcis Folium, the processed leaves of Hydrangea macrophylla SERINGE var. thunbergii MAKINO, together with four kaempferol and quercetin oligoglycosides. Their chemical structures have been determined on the basis of chemical and physicochemical evidence. Thunberginols C, D, E, and G and (-)-hydrangenol 4'-O-glucoside showed antiallergic activity in the in vitro bioassay using the Schultz-Dale reaction. These components also exhibited inhibitory activities on the histamine release from rat mast cells and on the histamine-induced contraction in isolated guinea pig tracheal chain. In addition, thunberginols C, D, E, and G showed antimicrobial activities against oral bacteria.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>8795265</pmid><doi>10.1248/cpb.44.1440</doi><tpages>8</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0009-2363 |
| ispartof | Chemical and Pharmaceutical Bulletin, 1996/08/15, Vol.44(8), pp.1440-1447 |
| issn | 0009-2363 1347-5223 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_78311971 |
| source | J-STAGE Free; MEDLINE; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | Animals Anti-Allergic Agents - isolation & purification Anti-Allergic Agents - pharmacology Anti-Bacterial Agents Anti-Infective Agents - isolation & purification Anti-Infective Agents - pharmacology antiallergic activity Bacteria - drug effects dihydroisocoumarin glucoside Fungi - drug effects Glucosides - isolation & purification Glucosides - pharmacology Guinea Pigs Histamine Release - drug effects Hydrangea macrophylla var. thunbergii Hydrangeae Dulcis Folium In Vitro Techniques Magnetic Resonance Spectroscopy Mast Cells - drug effects Mast Cells - metabolism Microbial Sensitivity Tests Muscle Contraction - drug effects Muscle, Smooth - drug effects oral bacteria antimicrobial activity Plants, Medicinal - chemistry Rats Spectrophotometry, Ultraviolet thunberginol |
| title | Development of Bioactive Functions in Hydrangeae Dulcis Folium. V. On the Antiallergic and Antimicrobial Principles of Hydrangeae Dulcis Folium. (2). Thunberginols C, D, and E, Thunberginol G 3'-O-Glucoside, (-)-Hydrangenol 4'-O-Glucoside, and (+)-Hydrangenol 4'-O-Glucoside |
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