Anti-allergic activity of compounds from Kaempferia parviflora
Kaempferia parviflora is one of the plants in the Zingiberaceae family, locally known in Thai as kra-chai-dam. In Thai traditional medicine, the decoction of Kaempferia parviflora powder with alcohol has been reported to cure allergy, asthma, impotence, gout, diarrhea, dysentery, peptic ulcer and di...
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| Veröffentlicht in: | Journal of ethnopharmacology 2008-02, Vol.116 (1), p.191-193 |
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| creator | Tewtrakul, Supinya Subhadhirasakul, Sanan Kummee, Sopa |
| description | Kaempferia parviflora is one of the plants in the Zingiberaceae family, locally known in Thai as kra-chai-dam. In Thai traditional medicine, the decoction of
Kaempferia parviflora powder with alcohol has been reported to cure allergy, asthma, impotence, gout, diarrhea, dysentery, peptic ulcer and diabetes. Therefore, the present study aimed to investigate anti-allergic substances from this plant. Bioassay-guided fractionation led to the isolation of seven methoxyflavone derivatives (
1–
7) from
Kaempferia parviflora extract and they were identified on the basis of spectroscopic methods. Among the compounds tested, 5-hydroxy-3,7,3′,4′-tetramethoxyflavone (
5) possessed the highest anti-allergic activity against antigen-induced β-hexosaminidase release as a marker of degranulation in RBL-2H3 cells with an IC
50 value of 8.0
μM, followed by 5-hydroxy-7-methoxyflavone (
2, IC
50
=
20.6
μM) and 5-hydroxy-7,4′-dimethoxyflavone (
4, IC
50
=
26.0
μM), whereas others showed moderate activities (IC
50
=
37.5–66.5
μM). Structure–activity trends of 7-methoxyflavone derivatives on anti-allergic activity can be summarized as follows: (1) substitution with vicinal methoxyl groups at positions 3′ and 4′ conferred higher activity than only one methoxylation, (2) methoxylation at position 3 reduced activity and (3) methoxylation at position 5 showed higher activity than hydroxylation. Compounds
2,
4 and
5 were also determined for their mechanisms on ionomycin-induced β-hexosaminidase release. The results indicated that the mechanism on inhibition of cell degranulation of compounds
2 and
5 mainly involve the inhibition of Ca
2+ influx to the cells, whereas that of
4 may be partly due to this inhibition.
In regards to the active constituents for anti-allergic activity of
Kaempferia parviflora, 5-hydroxy-3,7,3′,4′-tetramethoxyflavone (
5), 5-hydroxy-7-methoxyflavone (
2) and 5-hydroxy-7,4′-dimethoxyflavone (
4) are responsible for anti-allergic effect of this plant. The findings support the traditional use of
Kaempferia parviflora rhizomes for treatment of allergy and allergy-related diseases. |
| doi_str_mv | 10.1016/j.jep.2007.10.042 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_70257098</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0378874107005909</els_id><sourcerecordid>70257098</sourcerecordid><originalsourceid>FETCH-LOGICAL-c471t-31fa7afd9e76ea515670ceac31d578e3560e3468814bb540914810c0625d029b3</originalsourceid><addsrcrecordid>eNp90EFrFDEUwPEgit1WP4AXnYveZn1vJplkEQqlWBULHrTn8DbzUrLMTMZkdqHf3iy76M1TSPi9R_gL8QZhjYDdx916x_O6AdDlvgbZPBMrNLqptdLtc7GCVpvaaIkX4jLnHRSIEl6KCzSgNaJZieubaQk1DQOnx-Aqcks4hOWpir5ycZzjfupz5VMcq-_E4-w5BapmSofgh5jolXjhacj8-nxeiYe7z79uv9b3P758u725r53UuNQtetLk-w3rjkmh6jQ4Jtdir7ThVnXAreyMQbndKgkblAbBQdeoHprNtr0SH0575xR_7zkvdgzZ8TDQxHGfrYZGadiYAvEEXYo5J_Z2TmGk9GQR7DGa3dkSzR6jHZ9KtDLz9rx8vx25_zdxrlTA-zOg7GjwiSYX8l9XdqnWyK64dyfnKVp6TMU8_GwAWwDT6UaqIj6dBJdYh8DJZhd4ctyHxG6xfQz_-egfx2GRng</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>70257098</pqid></control><display><type>article</type><title>Anti-allergic activity of compounds from Kaempferia parviflora</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals</source><creator>Tewtrakul, Supinya ; Subhadhirasakul, Sanan ; Kummee, Sopa</creator><creatorcontrib>Tewtrakul, Supinya ; Subhadhirasakul, Sanan ; Kummee, Sopa</creatorcontrib><description>Kaempferia parviflora is one of the plants in the Zingiberaceae family, locally known in Thai as kra-chai-dam. In Thai traditional medicine, the decoction of
Kaempferia parviflora powder with alcohol has been reported to cure allergy, asthma, impotence, gout, diarrhea, dysentery, peptic ulcer and diabetes. Therefore, the present study aimed to investigate anti-allergic substances from this plant. Bioassay-guided fractionation led to the isolation of seven methoxyflavone derivatives (
1–
7) from
Kaempferia parviflora extract and they were identified on the basis of spectroscopic methods. Among the compounds tested, 5-hydroxy-3,7,3′,4′-tetramethoxyflavone (
5) possessed the highest anti-allergic activity against antigen-induced β-hexosaminidase release as a marker of degranulation in RBL-2H3 cells with an IC
50 value of 8.0
μM, followed by 5-hydroxy-7-methoxyflavone (
2, IC
50
=
20.6
μM) and 5-hydroxy-7,4′-dimethoxyflavone (
4, IC
50
=
26.0
μM), whereas others showed moderate activities (IC
50
=
37.5–66.5
μM). Structure–activity trends of 7-methoxyflavone derivatives on anti-allergic activity can be summarized as follows: (1) substitution with vicinal methoxyl groups at positions 3′ and 4′ conferred higher activity than only one methoxylation, (2) methoxylation at position 3 reduced activity and (3) methoxylation at position 5 showed higher activity than hydroxylation. Compounds
2,
4 and
5 were also determined for their mechanisms on ionomycin-induced β-hexosaminidase release. The results indicated that the mechanism on inhibition of cell degranulation of compounds
2 and
5 mainly involve the inhibition of Ca
2+ influx to the cells, whereas that of
4 may be partly due to this inhibition.
In regards to the active constituents for anti-allergic activity of
Kaempferia parviflora, 5-hydroxy-3,7,3′,4′-tetramethoxyflavone (
5), 5-hydroxy-7-methoxyflavone (
2) and 5-hydroxy-7,4′-dimethoxyflavone (
4) are responsible for anti-allergic effect of this plant. The findings support the traditional use of
Kaempferia parviflora rhizomes for treatment of allergy and allergy-related diseases.</description><identifier>ISSN: 0378-8741</identifier><identifier>EISSN: 1872-7573</identifier><identifier>DOI: 10.1016/j.jep.2007.10.042</identifier><identifier>PMID: 18077118</identifier><identifier>CODEN: JOETD7</identifier><language>eng</language><publisher>Shannon: Elsevier Ireland Ltd</publisher><subject>Animals ; Anti-allergic activity ; Anti-Allergic Agents - pharmacology ; anti-allergy activity ; antigens ; beta-N-acetylhexosaminidase ; bioassays ; Biological and medical sciences ; Cell Line ; chemical constituents of plants ; chemical structure ; cultured cells ; dosage ; enzyme inhibitors ; flavones ; fractionation ; General pharmacology ; hypersensitivity ; Kaempferia ; Kaempferia parviflora ; Medical sciences ; medicinal plants ; medicinal properties ; Methoxyflavones ; minimum inhibitory concentration ; Pharmacognosy. Homeopathy. Health food ; Pharmacology. Drug treatments ; plant extracts ; Plant Extracts - pharmacology ; Rats ; RBL-2H3 cells ; rhizomes ; Structure-Activity Relationship ; structure-activity relationships ; traditional medicine ; uptake mechanisms ; Zingiberaceae ; Zingiberaceae - chemistry</subject><ispartof>Journal of ethnopharmacology, 2008-02, Vol.116 (1), p.191-193</ispartof><rights>2007 Elsevier Ireland Ltd</rights><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c471t-31fa7afd9e76ea515670ceac31d578e3560e3468814bb540914810c0625d029b3</citedby><cites>FETCH-LOGICAL-c471t-31fa7afd9e76ea515670ceac31d578e3560e3468814bb540914810c0625d029b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0378874107005909$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20053846$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18077118$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tewtrakul, Supinya</creatorcontrib><creatorcontrib>Subhadhirasakul, Sanan</creatorcontrib><creatorcontrib>Kummee, Sopa</creatorcontrib><title>Anti-allergic activity of compounds from Kaempferia parviflora</title><title>Journal of ethnopharmacology</title><addtitle>J Ethnopharmacol</addtitle><description>Kaempferia parviflora is one of the plants in the Zingiberaceae family, locally known in Thai as kra-chai-dam. In Thai traditional medicine, the decoction of
Kaempferia parviflora powder with alcohol has been reported to cure allergy, asthma, impotence, gout, diarrhea, dysentery, peptic ulcer and diabetes. Therefore, the present study aimed to investigate anti-allergic substances from this plant. Bioassay-guided fractionation led to the isolation of seven methoxyflavone derivatives (
1–
7) from
Kaempferia parviflora extract and they were identified on the basis of spectroscopic methods. Among the compounds tested, 5-hydroxy-3,7,3′,4′-tetramethoxyflavone (
5) possessed the highest anti-allergic activity against antigen-induced β-hexosaminidase release as a marker of degranulation in RBL-2H3 cells with an IC
50 value of 8.0
μM, followed by 5-hydroxy-7-methoxyflavone (
2, IC
50
=
20.6
μM) and 5-hydroxy-7,4′-dimethoxyflavone (
4, IC
50
=
26.0
μM), whereas others showed moderate activities (IC
50
=
37.5–66.5
μM). Structure–activity trends of 7-methoxyflavone derivatives on anti-allergic activity can be summarized as follows: (1) substitution with vicinal methoxyl groups at positions 3′ and 4′ conferred higher activity than only one methoxylation, (2) methoxylation at position 3 reduced activity and (3) methoxylation at position 5 showed higher activity than hydroxylation. Compounds
2,
4 and
5 were also determined for their mechanisms on ionomycin-induced β-hexosaminidase release. The results indicated that the mechanism on inhibition of cell degranulation of compounds
2 and
5 mainly involve the inhibition of Ca
2+ influx to the cells, whereas that of
4 may be partly due to this inhibition.
In regards to the active constituents for anti-allergic activity of
Kaempferia parviflora, 5-hydroxy-3,7,3′,4′-tetramethoxyflavone (
5), 5-hydroxy-7-methoxyflavone (
2) and 5-hydroxy-7,4′-dimethoxyflavone (
4) are responsible for anti-allergic effect of this plant. The findings support the traditional use of
Kaempferia parviflora rhizomes for treatment of allergy and allergy-related diseases.</description><subject>Animals</subject><subject>Anti-allergic activity</subject><subject>Anti-Allergic Agents - pharmacology</subject><subject>anti-allergy activity</subject><subject>antigens</subject><subject>beta-N-acetylhexosaminidase</subject><subject>bioassays</subject><subject>Biological and medical sciences</subject><subject>Cell Line</subject><subject>chemical constituents of plants</subject><subject>chemical structure</subject><subject>cultured cells</subject><subject>dosage</subject><subject>enzyme inhibitors</subject><subject>flavones</subject><subject>fractionation</subject><subject>General pharmacology</subject><subject>hypersensitivity</subject><subject>Kaempferia</subject><subject>Kaempferia parviflora</subject><subject>Medical sciences</subject><subject>medicinal plants</subject><subject>medicinal properties</subject><subject>Methoxyflavones</subject><subject>minimum inhibitory concentration</subject><subject>Pharmacognosy. Homeopathy. Health food</subject><subject>Pharmacology. Drug treatments</subject><subject>plant extracts</subject><subject>Plant Extracts - pharmacology</subject><subject>Rats</subject><subject>RBL-2H3 cells</subject><subject>rhizomes</subject><subject>Structure-Activity Relationship</subject><subject>structure-activity relationships</subject><subject>traditional medicine</subject><subject>uptake mechanisms</subject><subject>Zingiberaceae</subject><subject>Zingiberaceae - chemistry</subject><issn>0378-8741</issn><issn>1872-7573</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp90EFrFDEUwPEgit1WP4AXnYveZn1vJplkEQqlWBULHrTn8DbzUrLMTMZkdqHf3iy76M1TSPi9R_gL8QZhjYDdx916x_O6AdDlvgbZPBMrNLqptdLtc7GCVpvaaIkX4jLnHRSIEl6KCzSgNaJZieubaQk1DQOnx-Aqcks4hOWpir5ycZzjfupz5VMcq-_E4-w5BapmSofgh5jolXjhacj8-nxeiYe7z79uv9b3P758u725r53UuNQtetLk-w3rjkmh6jQ4Jtdir7ThVnXAreyMQbndKgkblAbBQdeoHprNtr0SH0575xR_7zkvdgzZ8TDQxHGfrYZGadiYAvEEXYo5J_Z2TmGk9GQR7DGa3dkSzR6jHZ9KtDLz9rx8vx25_zdxrlTA-zOg7GjwiSYX8l9XdqnWyK64dyfnKVp6TMU8_GwAWwDT6UaqIj6dBJdYh8DJZhd4ctyHxG6xfQz_-egfx2GRng</recordid><startdate>20080228</startdate><enddate>20080228</enddate><creator>Tewtrakul, Supinya</creator><creator>Subhadhirasakul, Sanan</creator><creator>Kummee, Sopa</creator><general>Elsevier Ireland Ltd</general><general>Amsterdam; New York: Elsevier</general><general>Elsevier</general><scope>FBQ</scope><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>7X8</scope></search><sort><creationdate>20080228</creationdate><title>Anti-allergic activity of compounds from Kaempferia parviflora</title><author>Tewtrakul, Supinya ; Subhadhirasakul, Sanan ; Kummee, Sopa</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c471t-31fa7afd9e76ea515670ceac31d578e3560e3468814bb540914810c0625d029b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Animals</topic><topic>Anti-allergic activity</topic><topic>Anti-Allergic Agents - pharmacology</topic><topic>anti-allergy activity</topic><topic>antigens</topic><topic>beta-N-acetylhexosaminidase</topic><topic>bioassays</topic><topic>Biological and medical sciences</topic><topic>Cell Line</topic><topic>chemical constituents of plants</topic><topic>chemical structure</topic><topic>cultured cells</topic><topic>dosage</topic><topic>enzyme inhibitors</topic><topic>flavones</topic><topic>fractionation</topic><topic>General pharmacology</topic><topic>hypersensitivity</topic><topic>Kaempferia</topic><topic>Kaempferia parviflora</topic><topic>Medical sciences</topic><topic>medicinal plants</topic><topic>medicinal properties</topic><topic>Methoxyflavones</topic><topic>minimum inhibitory concentration</topic><topic>Pharmacognosy. Homeopathy. Health food</topic><topic>Pharmacology. Drug treatments</topic><topic>plant extracts</topic><topic>Plant Extracts - pharmacology</topic><topic>Rats</topic><topic>RBL-2H3 cells</topic><topic>rhizomes</topic><topic>Structure-Activity Relationship</topic><topic>structure-activity relationships</topic><topic>traditional medicine</topic><topic>uptake mechanisms</topic><topic>Zingiberaceae</topic><topic>Zingiberaceae - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tewtrakul, Supinya</creatorcontrib><creatorcontrib>Subhadhirasakul, Sanan</creatorcontrib><creatorcontrib>Kummee, Sopa</creatorcontrib><collection>AGRIS</collection><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>MEDLINE - Academic</collection><jtitle>Journal of ethnopharmacology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tewtrakul, Supinya</au><au>Subhadhirasakul, Sanan</au><au>Kummee, Sopa</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Anti-allergic activity of compounds from Kaempferia parviflora</atitle><jtitle>Journal of ethnopharmacology</jtitle><addtitle>J Ethnopharmacol</addtitle><date>2008-02-28</date><risdate>2008</risdate><volume>116</volume><issue>1</issue><spage>191</spage><epage>193</epage><pages>191-193</pages><issn>0378-8741</issn><eissn>1872-7573</eissn><coden>JOETD7</coden><abstract>Kaempferia parviflora is one of the plants in the Zingiberaceae family, locally known in Thai as kra-chai-dam. In Thai traditional medicine, the decoction of
Kaempferia parviflora powder with alcohol has been reported to cure allergy, asthma, impotence, gout, diarrhea, dysentery, peptic ulcer and diabetes. Therefore, the present study aimed to investigate anti-allergic substances from this plant. Bioassay-guided fractionation led to the isolation of seven methoxyflavone derivatives (
1–
7) from
Kaempferia parviflora extract and they were identified on the basis of spectroscopic methods. Among the compounds tested, 5-hydroxy-3,7,3′,4′-tetramethoxyflavone (
5) possessed the highest anti-allergic activity against antigen-induced β-hexosaminidase release as a marker of degranulation in RBL-2H3 cells with an IC
50 value of 8.0
μM, followed by 5-hydroxy-7-methoxyflavone (
2, IC
50
=
20.6
μM) and 5-hydroxy-7,4′-dimethoxyflavone (
4, IC
50
=
26.0
μM), whereas others showed moderate activities (IC
50
=
37.5–66.5
μM). Structure–activity trends of 7-methoxyflavone derivatives on anti-allergic activity can be summarized as follows: (1) substitution with vicinal methoxyl groups at positions 3′ and 4′ conferred higher activity than only one methoxylation, (2) methoxylation at position 3 reduced activity and (3) methoxylation at position 5 showed higher activity than hydroxylation. Compounds
2,
4 and
5 were also determined for their mechanisms on ionomycin-induced β-hexosaminidase release. The results indicated that the mechanism on inhibition of cell degranulation of compounds
2 and
5 mainly involve the inhibition of Ca
2+ influx to the cells, whereas that of
4 may be partly due to this inhibition.
In regards to the active constituents for anti-allergic activity of
Kaempferia parviflora, 5-hydroxy-3,7,3′,4′-tetramethoxyflavone (
5), 5-hydroxy-7-methoxyflavone (
2) and 5-hydroxy-7,4′-dimethoxyflavone (
4) are responsible for anti-allergic effect of this plant. The findings support the traditional use of
Kaempferia parviflora rhizomes for treatment of allergy and allergy-related diseases.</abstract><cop>Shannon</cop><pub>Elsevier Ireland Ltd</pub><pmid>18077118</pmid><doi>10.1016/j.jep.2007.10.042</doi><tpages>3</tpages></addata></record> |
| fulltext | fulltext |
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| ispartof | Journal of ethnopharmacology, 2008-02, Vol.116 (1), p.191-193 |
| issn | 0378-8741 1872-7573 |
| language | eng |
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| source | MEDLINE; Elsevier ScienceDirect Journals |
| subjects | Animals Anti-allergic activity Anti-Allergic Agents - pharmacology anti-allergy activity antigens beta-N-acetylhexosaminidase bioassays Biological and medical sciences Cell Line chemical constituents of plants chemical structure cultured cells dosage enzyme inhibitors flavones fractionation General pharmacology hypersensitivity Kaempferia Kaempferia parviflora Medical sciences medicinal plants medicinal properties Methoxyflavones minimum inhibitory concentration Pharmacognosy. Homeopathy. Health food Pharmacology. Drug treatments plant extracts Plant Extracts - pharmacology Rats RBL-2H3 cells rhizomes Structure-Activity Relationship structure-activity relationships traditional medicine uptake mechanisms Zingiberaceae Zingiberaceae - chemistry |
| title | Anti-allergic activity of compounds from Kaempferia parviflora |
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