Rapid identification of triterpenoid saponins in the roots of Codonopsis lanceolata by liquid chromatography–mass spectrometry
Liquid chromatography coupled with sequential mass spectrometry (LC–MS n ) has been used to identify 3,28-bidesmosidic triterpenoid saponins, lancemaside A ( 1 ), foetidissimoside A ( 2 ), aster saponin Hb ( 3 ), lancemaside E ( 4 ), lancemaside B ( 5 ), lancemaside F ( 6 ), lancemaside G ( 7 ), lan...
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Veröffentlicht in: | Journal of natural medicines 2008-10, Vol.62 (4), p.423-429 |
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container_title | Journal of natural medicines |
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creator | Ichikawa, Makoto Ohta, Sanae Komoto, Noriko Ushijima, Mitsuyasu Kodera, Yukihiro Hayama, Minoru Shirota, Osamu Sekita, Setsuko Kuroyanagi, Masanori |
description | Liquid chromatography coupled with sequential mass spectrometry (LC–MS
n
) has been used to identify 3,28-bidesmosidic triterpenoid saponins, lancemaside A (
1
), foetidissimoside A (
2
), aster saponin Hb (
3
), lancemaside E (
4
), lancemaside B (
5
), lancemaside F (
6
), lancemaside G (
7
), lancemaside C (
8
), and lancemaside D (
9
) in the roots of
Codonopsis lanceolata
. Structural information about both the aglycone and the sugar moiety at the C-3 position of saponins was obtained in the negative-ion mode. On the other hand, positive-ion spectra mainly provide structural information about the sugar chains of saponins, especially the oligosaccharide moiety at the C-28 position. During subsequent fragmentation of the product ions derived from the oligosaccharide moiety at the C-28 position, fragments produced by sequential loss of a monosaccharide unit were observed. Furthermore, the structural features of two unknown saponins in the roots of
C. lanceolata
were assigned on the basis of the fragmentation patterns of the known saponins. These studies demonstrate that LC–MS
n
analysis has great potential for the identification and characterization of triterpenoid saponins in plant extracts. |
doi_str_mv | 10.1007/s11418-008-0270-z |
format | Article |
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n
) has been used to identify 3,28-bidesmosidic triterpenoid saponins, lancemaside A (
1
), foetidissimoside A (
2
), aster saponin Hb (
3
), lancemaside E (
4
), lancemaside B (
5
), lancemaside F (
6
), lancemaside G (
7
), lancemaside C (
8
), and lancemaside D (
9
) in the roots of
Codonopsis lanceolata
. Structural information about both the aglycone and the sugar moiety at the C-3 position of saponins was obtained in the negative-ion mode. On the other hand, positive-ion spectra mainly provide structural information about the sugar chains of saponins, especially the oligosaccharide moiety at the C-28 position. During subsequent fragmentation of the product ions derived from the oligosaccharide moiety at the C-28 position, fragments produced by sequential loss of a monosaccharide unit were observed. Furthermore, the structural features of two unknown saponins in the roots of
C. lanceolata
were assigned on the basis of the fragmentation patterns of the known saponins. These studies demonstrate that LC–MS
n
analysis has great potential for the identification and characterization of triterpenoid saponins in plant extracts.</description><identifier>ISSN: 1340-3443</identifier><identifier>EISSN: 1861-0293</identifier><identifier>DOI: 10.1007/s11418-008-0270-z</identifier><identifier>PMID: 18636312</identifier><language>eng</language><publisher>Japan: Springer Japan</publisher><subject>Biomedical and Life Sciences ; Biomedicine ; Chromatography, Liquid - methods ; Codonopsis - chemistry ; Complementary & Alternative Medicine ; Mass Spectrometry - methods ; Medicinal Chemistry ; Original Paper ; Pharmacology/Toxicology ; Pharmacy ; Plant Roots ; Plant Sciences ; Saponins - chemistry ; Saponins - isolation & purification ; Triterpenes - chemistry ; Triterpenes - isolation & purification</subject><ispartof>Journal of natural medicines, 2008-10, Vol.62 (4), p.423-429</ispartof><rights>The Japanese Society of Pharmacognosy and Springer 2008</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c391t-b5c760ce7f3237d3e0f73c6923f60bc442203382f3131cb02195f385acd1eea63</citedby><cites>FETCH-LOGICAL-c391t-b5c760ce7f3237d3e0f73c6923f60bc442203382f3131cb02195f385acd1eea63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s11418-008-0270-z$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s11418-008-0270-z$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18636312$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ichikawa, Makoto</creatorcontrib><creatorcontrib>Ohta, Sanae</creatorcontrib><creatorcontrib>Komoto, Noriko</creatorcontrib><creatorcontrib>Ushijima, Mitsuyasu</creatorcontrib><creatorcontrib>Kodera, Yukihiro</creatorcontrib><creatorcontrib>Hayama, Minoru</creatorcontrib><creatorcontrib>Shirota, Osamu</creatorcontrib><creatorcontrib>Sekita, Setsuko</creatorcontrib><creatorcontrib>Kuroyanagi, Masanori</creatorcontrib><title>Rapid identification of triterpenoid saponins in the roots of Codonopsis lanceolata by liquid chromatography–mass spectrometry</title><title>Journal of natural medicines</title><addtitle>J Nat Med</addtitle><addtitle>J Nat Med</addtitle><description>Liquid chromatography coupled with sequential mass spectrometry (LC–MS
n
) has been used to identify 3,28-bidesmosidic triterpenoid saponins, lancemaside A (
1
), foetidissimoside A (
2
), aster saponin Hb (
3
), lancemaside E (
4
), lancemaside B (
5
), lancemaside F (
6
), lancemaside G (
7
), lancemaside C (
8
), and lancemaside D (
9
) in the roots of
Codonopsis lanceolata
. Structural information about both the aglycone and the sugar moiety at the C-3 position of saponins was obtained in the negative-ion mode. On the other hand, positive-ion spectra mainly provide structural information about the sugar chains of saponins, especially the oligosaccharide moiety at the C-28 position. During subsequent fragmentation of the product ions derived from the oligosaccharide moiety at the C-28 position, fragments produced by sequential loss of a monosaccharide unit were observed. Furthermore, the structural features of two unknown saponins in the roots of
C. lanceolata
were assigned on the basis of the fragmentation patterns of the known saponins. These studies demonstrate that LC–MS
n
analysis has great potential for the identification and characterization of triterpenoid saponins in plant extracts.</description><subject>Biomedical and Life Sciences</subject><subject>Biomedicine</subject><subject>Chromatography, Liquid - methods</subject><subject>Codonopsis - chemistry</subject><subject>Complementary & Alternative Medicine</subject><subject>Mass Spectrometry - methods</subject><subject>Medicinal Chemistry</subject><subject>Original Paper</subject><subject>Pharmacology/Toxicology</subject><subject>Pharmacy</subject><subject>Plant Roots</subject><subject>Plant Sciences</subject><subject>Saponins - chemistry</subject><subject>Saponins - isolation & purification</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - isolation & purification</subject><issn>1340-3443</issn><issn>1861-0293</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kM1q3DAQx0VJadJtH6CXoFNubiWN114fw5K0hUChtGchy6Osgi05GvmwOe079A37JNWyC7n1IEbi_4Hmx9gnKT5LIdovJGUtN5UQ5ahWVC9v2JXcNLK8Orgod6hFBXUNl-w90ZMQtQKQ79hlMUEDUl2xw08z-4H7AUP2zluTfQw8Op6Tz5hmDLHIZOYYfCDuA8875CnGTEfXNg4xxJk88dEEi3E02fB-z0f_vJSg3aU4mRwfk5l3-7-HP5Mh4jSjzUXAnPYf2FtnRsKP57liv-_vfm2_VQ8_vn7f3j5UFjqZq35t20ZYbB0oaAdA4VqwTafANaK3da2UANgoBxKk7YWS3drBZm3sIBFNAyt2c-qdU3xekLKePFkcy7cxLqSbbg3QFVYrJk9GmyJRQqfn5CeT9loKfcSuT9h1wa6P2PVLyVyfy5d-wuE1ceZcDOpkoCKFR0z6KS4plIX_0_oP20mSNA</recordid><startdate>20081001</startdate><enddate>20081001</enddate><creator>Ichikawa, Makoto</creator><creator>Ohta, Sanae</creator><creator>Komoto, Noriko</creator><creator>Ushijima, Mitsuyasu</creator><creator>Kodera, Yukihiro</creator><creator>Hayama, Minoru</creator><creator>Shirota, Osamu</creator><creator>Sekita, Setsuko</creator><creator>Kuroyanagi, Masanori</creator><general>Springer Japan</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>7X8</scope></search><sort><creationdate>20081001</creationdate><title>Rapid identification of triterpenoid saponins in the roots of Codonopsis lanceolata by liquid chromatography–mass spectrometry</title><author>Ichikawa, Makoto ; Ohta, Sanae ; Komoto, Noriko ; Ushijima, Mitsuyasu ; Kodera, Yukihiro ; Hayama, Minoru ; Shirota, Osamu ; Sekita, Setsuko ; Kuroyanagi, Masanori</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c391t-b5c760ce7f3237d3e0f73c6923f60bc442203382f3131cb02195f385acd1eea63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Biomedical and Life Sciences</topic><topic>Biomedicine</topic><topic>Chromatography, Liquid - methods</topic><topic>Codonopsis - chemistry</topic><topic>Complementary & Alternative Medicine</topic><topic>Mass Spectrometry - methods</topic><topic>Medicinal Chemistry</topic><topic>Original Paper</topic><topic>Pharmacology/Toxicology</topic><topic>Pharmacy</topic><topic>Plant Roots</topic><topic>Plant Sciences</topic><topic>Saponins - chemistry</topic><topic>Saponins - isolation & purification</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - isolation & purification</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ichikawa, Makoto</creatorcontrib><creatorcontrib>Ohta, Sanae</creatorcontrib><creatorcontrib>Komoto, Noriko</creatorcontrib><creatorcontrib>Ushijima, Mitsuyasu</creatorcontrib><creatorcontrib>Kodera, Yukihiro</creatorcontrib><creatorcontrib>Hayama, Minoru</creatorcontrib><creatorcontrib>Shirota, Osamu</creatorcontrib><creatorcontrib>Sekita, Setsuko</creatorcontrib><creatorcontrib>Kuroyanagi, Masanori</creatorcontrib><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 natural medicines</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ichikawa, Makoto</au><au>Ohta, Sanae</au><au>Komoto, Noriko</au><au>Ushijima, Mitsuyasu</au><au>Kodera, Yukihiro</au><au>Hayama, Minoru</au><au>Shirota, Osamu</au><au>Sekita, Setsuko</au><au>Kuroyanagi, Masanori</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rapid identification of triterpenoid saponins in the roots of Codonopsis lanceolata by liquid chromatography–mass spectrometry</atitle><jtitle>Journal of natural medicines</jtitle><stitle>J Nat Med</stitle><addtitle>J Nat Med</addtitle><date>2008-10-01</date><risdate>2008</risdate><volume>62</volume><issue>4</issue><spage>423</spage><epage>429</epage><pages>423-429</pages><issn>1340-3443</issn><eissn>1861-0293</eissn><abstract>Liquid chromatography coupled with sequential mass spectrometry (LC–MS
n
) has been used to identify 3,28-bidesmosidic triterpenoid saponins, lancemaside A (
1
), foetidissimoside A (
2
), aster saponin Hb (
3
), lancemaside E (
4
), lancemaside B (
5
), lancemaside F (
6
), lancemaside G (
7
), lancemaside C (
8
), and lancemaside D (
9
) in the roots of
Codonopsis lanceolata
. Structural information about both the aglycone and the sugar moiety at the C-3 position of saponins was obtained in the negative-ion mode. On the other hand, positive-ion spectra mainly provide structural information about the sugar chains of saponins, especially the oligosaccharide moiety at the C-28 position. During subsequent fragmentation of the product ions derived from the oligosaccharide moiety at the C-28 position, fragments produced by sequential loss of a monosaccharide unit were observed. Furthermore, the structural features of two unknown saponins in the roots of
C. lanceolata
were assigned on the basis of the fragmentation patterns of the known saponins. These studies demonstrate that LC–MS
n
analysis has great potential for the identification and characterization of triterpenoid saponins in plant extracts.</abstract><cop>Japan</cop><pub>Springer Japan</pub><pmid>18636312</pmid><doi>10.1007/s11418-008-0270-z</doi><tpages>7</tpages></addata></record> |
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source | MEDLINE; SpringerLink Journals |
subjects | Biomedical and Life Sciences Biomedicine Chromatography, Liquid - methods Codonopsis - chemistry Complementary & Alternative Medicine Mass Spectrometry - methods Medicinal Chemistry Original Paper Pharmacology/Toxicology Pharmacy Plant Roots Plant Sciences Saponins - chemistry Saponins - isolation & purification Triterpenes - chemistry Triterpenes - isolation & purification |
title | Rapid identification of triterpenoid saponins in the roots of Codonopsis lanceolata by liquid chromatography–mass spectrometry |
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