The effect of methyl jasmonate on triterpene and sterol metabolisms of Centella asiatica, Ruscus aculeatus and Galphimia glauca cultured plants

In this work we have studied the effect of treatment with the elicitor methyl jasmonate on the biosynthesis of bioactive terpenoids and free sterols of C. asiatica, R. aculeatus and G. glauca plantlets. Considering that exogenously applied methyl jasmonate can enhance secondary metabolite production...

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Veröffentlicht in:Phytochemistry (Oxford) 2006-09, Vol.67 (18), p.2041-2049
Hauptverfasser: Mangas, Susana, Bonfill, Mercè, Osuna, Lidia, Moyano, Elisabeth, Tortoriello, Jaime, Cusido, Rosa M., Teresa Piñol, M., Palazón, Javier
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container_issue 18
container_start_page 2041
container_title Phytochemistry (Oxford)
container_volume 67
creator Mangas, Susana
Bonfill, Mercè
Osuna, Lidia
Moyano, Elisabeth
Tortoriello, Jaime
Cusido, Rosa M.
Teresa Piñol, M.
Palazón, Javier
description In this work we have studied the effect of treatment with the elicitor methyl jasmonate on the biosynthesis of bioactive terpenoids and free sterols of C. asiatica, R. aculeatus and G. glauca plantlets. Considering that exogenously applied methyl jasmonate can enhance secondary metabolite production in a variety of plant species and that 2,3-oxidosqualene is a common precursor of triterpenes and sterols in plants, we have studied Centella asiatica and Galphimia glauca (both synthesizing triterpenoid secondary compounds) and Ruscus aculeatus (which synthesizes steroidal secondary compounds) for their growth rate and content of free sterols and respective secondary compounds, after culturing with or without 100 μM methyl jasmonate. Our results show that elicited plantlets of G. glauca and to a higher degree C. asiatica (up to 152-times more) increased their content of triterpenoids directly synthesized from 2,3-oxidosqualene (ursane saponins and nor-seco-friedelane galphimines, respectively) at the same time as growth decreased. In contrast, the free sterol content of C. asiatica decreased notably, and remained practically unaltered in G. glauca. However, in the case of R. aculeatus, which synthesizes steroidal saponins (mainly spirostane type) indirectly from 2,3-oxidosqualene after the latter is converted to the plant phytosterol-precursor cycloartenol, while the growth rate and free sterol content clearly decreased, the spirostane saponine content was virtually unchanged (aerial part) or somewhat lower (roots) in presence of the same elicitor concentration. Our results suggest that while methyl jasmonate may be used as an inducer of enzymes involved in the triterpenoid synthesis downstream from 2,3-oxidosqualene in both C. asiatica and G. glauca plantlets, in those of C. asiatica and R. aculeatus it inhibited the enzymes involved in sterol synthesis downstream from cycloartenol.
doi_str_mv 10.1016/j.phytochem.2006.06.025
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Considering that exogenously applied methyl jasmonate can enhance secondary metabolite production in a variety of plant species and that 2,3-oxidosqualene is a common precursor of triterpenes and sterols in plants, we have studied Centella asiatica and Galphimia glauca (both synthesizing triterpenoid secondary compounds) and Ruscus aculeatus (which synthesizes steroidal secondary compounds) for their growth rate and content of free sterols and respective secondary compounds, after culturing with or without 100 μM methyl jasmonate. Our results show that elicited plantlets of G. glauca and to a higher degree C. asiatica (up to 152-times more) increased their content of triterpenoids directly synthesized from 2,3-oxidosqualene (ursane saponins and nor-seco-friedelane galphimines, respectively) at the same time as growth decreased. In contrast, the free sterol content of C. asiatica decreased notably, and remained practically unaltered in G. glauca. However, in the case of R. aculeatus, which synthesizes steroidal saponins (mainly spirostane type) indirectly from 2,3-oxidosqualene after the latter is converted to the plant phytosterol-precursor cycloartenol, while the growth rate and free sterol content clearly decreased, the spirostane saponine content was virtually unchanged (aerial part) or somewhat lower (roots) in presence of the same elicitor concentration. 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Psychology</subject><subject>Galphimia</subject><subject>Galphimia - drug effects</subject><subject>Galphimia - metabolism</subject><subject>Galphimia glauca</subject><subject>Galphimine-B</subject><subject>herbaceous plants</subject><subject>medicinal plants</subject><subject>Metabolism</subject><subject>Metabolism. Physicochemical requirements</subject><subject>methyl jasmonate</subject><subject>Molecular Structure</subject><subject>Oxylipins</subject><subject>Phytosterols</subject><subject>plant biochemistry</subject><subject>plant growth</subject><subject>Plant Growth Regulators - pharmacology</subject><subject>Plant physiology and development</subject><subject>Ruscus - drug effects</subject><subject>Ruscus - metabolism</subject><subject>Ruscus aculeatus</subject><subject>secondary metabolites</subject><subject>shrubs</subject><subject>Spirostane saponins</subject><subject>Sterols - chemistry</subject><subject>Sterols - metabolism</subject><subject>terpenoids</subject><subject>Triterpenes</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - metabolism</subject><subject>triterpenoids</subject><subject>Ursane saponins</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkcFu1DAQhiMEoqXwCtQXOLHL2Ekc51itoCBVQoL2bE2cSdcrJw62U2mfglfG0a7oEXkkj-Xvn7HnL4prDlsOXH4-bOf9MXmzp3ErAOR2DVG_KC65aspN2QC8LC4BSr5pKyEuijcxHgCgrqV8XVxwqRqpSnFZ_LnfE6NhIJOYH9hIaX907IBx9BMmYn5iKdhEYaaJGE49i_ng3Upi552NY1yFO5oSOYcMo8VkDX5iP5dolsjQLI4wrVlW36Kb93a0yB4dLgZZvk1LoJ7NDqcU3xavBnSR3p33q-Lh65f73bfN3Y_b77ubu42pVJs2spWy7IRSHFreqI63ikpjRFPzHhqlTI6KBoMou7puVV11pRFcdA2ovOryqvh4qjsH_3uhmPRoo1l_MJFfopZKiQqqNoPNCTTBxxho0HOwI4aj5qBXL_RB__NCr17oNcTa4v25xdKN1D_rzsPPwIczgNGgGwJOxsZnTnEOQq6Frk_cgF7jY8jMwy8BvIQMAIcyEzcngvLIniwFHY2lyVBvQ3ZW997-97l_AfWXtwY</recordid><startdate>20060901</startdate><enddate>20060901</enddate><creator>Mangas, Susana</creator><creator>Bonfill, Mercè</creator><creator>Osuna, Lidia</creator><creator>Moyano, Elisabeth</creator><creator>Tortoriello, Jaime</creator><creator>Cusido, Rosa M.</creator><creator>Teresa Piñol, M.</creator><creator>Palazón, Javier</creator><general>Elsevier Ltd</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>20060901</creationdate><title>The effect of methyl jasmonate on triterpene and sterol metabolisms of Centella asiatica, Ruscus aculeatus and Galphimia glauca cultured plants</title><author>Mangas, Susana ; Bonfill, Mercè ; Osuna, Lidia ; Moyano, Elisabeth ; Tortoriello, Jaime ; Cusido, Rosa M. ; Teresa Piñol, M. ; Palazón, Javier</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c489t-69663b288109178b198e3cc2751d0788c88c4efcaa6b559854b3c212b70808053</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Acetates - pharmacology</topic><topic>Biological and medical sciences</topic><topic>Centella - chemistry</topic><topic>Centella - drug effects</topic><topic>Centella - metabolism</topic><topic>Centella asiatica</topic><topic>centelloside</topic><topic>Chemical constitution</topic><topic>Cyclopentanes - pharmacology</topic><topic>Elicitation</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Galphimia</topic><topic>Galphimia - drug effects</topic><topic>Galphimia - metabolism</topic><topic>Galphimia glauca</topic><topic>Galphimine-B</topic><topic>herbaceous plants</topic><topic>medicinal plants</topic><topic>Metabolism</topic><topic>Metabolism. Physicochemical requirements</topic><topic>methyl jasmonate</topic><topic>Molecular Structure</topic><topic>Oxylipins</topic><topic>Phytosterols</topic><topic>plant biochemistry</topic><topic>plant growth</topic><topic>Plant Growth Regulators - pharmacology</topic><topic>Plant physiology and development</topic><topic>Ruscus - drug effects</topic><topic>Ruscus - metabolism</topic><topic>Ruscus aculeatus</topic><topic>secondary metabolites</topic><topic>shrubs</topic><topic>Spirostane saponins</topic><topic>Sterols - chemistry</topic><topic>Sterols - metabolism</topic><topic>terpenoids</topic><topic>Triterpenes</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - metabolism</topic><topic>triterpenoids</topic><topic>Ursane saponins</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mangas, Susana</creatorcontrib><creatorcontrib>Bonfill, Mercè</creatorcontrib><creatorcontrib>Osuna, Lidia</creatorcontrib><creatorcontrib>Moyano, Elisabeth</creatorcontrib><creatorcontrib>Tortoriello, Jaime</creatorcontrib><creatorcontrib>Cusido, Rosa M.</creatorcontrib><creatorcontrib>Teresa Piñol, M.</creatorcontrib><creatorcontrib>Palazón, Javier</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>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mangas, Susana</au><au>Bonfill, Mercè</au><au>Osuna, Lidia</au><au>Moyano, Elisabeth</au><au>Tortoriello, Jaime</au><au>Cusido, Rosa M.</au><au>Teresa Piñol, M.</au><au>Palazón, Javier</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The effect of methyl jasmonate on triterpene and sterol metabolisms of Centella asiatica, Ruscus aculeatus and Galphimia glauca cultured plants</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2006-09-01</date><risdate>2006</risdate><volume>67</volume><issue>18</issue><spage>2041</spage><epage>2049</epage><pages>2041-2049</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>In this work we have studied the effect of treatment with the elicitor methyl jasmonate on the biosynthesis of bioactive terpenoids and free sterols of C. asiatica, R. aculeatus and G. glauca plantlets. Considering that exogenously applied methyl jasmonate can enhance secondary metabolite production in a variety of plant species and that 2,3-oxidosqualene is a common precursor of triterpenes and sterols in plants, we have studied Centella asiatica and Galphimia glauca (both synthesizing triterpenoid secondary compounds) and Ruscus aculeatus (which synthesizes steroidal secondary compounds) for their growth rate and content of free sterols and respective secondary compounds, after culturing with or without 100 μM methyl jasmonate. Our results show that elicited plantlets of G. glauca and to a higher degree C. asiatica (up to 152-times more) increased their content of triterpenoids directly synthesized from 2,3-oxidosqualene (ursane saponins and nor-seco-friedelane galphimines, respectively) at the same time as growth decreased. In contrast, the free sterol content of C. asiatica decreased notably, and remained practically unaltered in G. glauca. However, in the case of R. aculeatus, which synthesizes steroidal saponins (mainly spirostane type) indirectly from 2,3-oxidosqualene after the latter is converted to the plant phytosterol-precursor cycloartenol, while the growth rate and free sterol content clearly decreased, the spirostane saponine content was virtually unchanged (aerial part) or somewhat lower (roots) in presence of the same elicitor concentration. Our results suggest that while methyl jasmonate may be used as an inducer of enzymes involved in the triterpenoid synthesis downstream from 2,3-oxidosqualene in both C. asiatica and G. glauca plantlets, in those of C. asiatica and R. aculeatus it inhibited the enzymes involved in sterol synthesis downstream from cycloartenol.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>16876832</pmid><doi>10.1016/j.phytochem.2006.06.025</doi><tpages>9</tpages></addata></record>
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subjects Acetates - pharmacology
Biological and medical sciences
Centella - chemistry
Centella - drug effects
Centella - metabolism
Centella asiatica
centelloside
Chemical constitution
Cyclopentanes - pharmacology
Elicitation
Fundamental and applied biological sciences. Psychology
Galphimia
Galphimia - drug effects
Galphimia - metabolism
Galphimia glauca
Galphimine-B
herbaceous plants
medicinal plants
Metabolism
Metabolism. Physicochemical requirements
methyl jasmonate
Molecular Structure
Oxylipins
Phytosterols
plant biochemistry
plant growth
Plant Growth Regulators - pharmacology
Plant physiology and development
Ruscus - drug effects
Ruscus - metabolism
Ruscus aculeatus
secondary metabolites
shrubs
Spirostane saponins
Sterols - chemistry
Sterols - metabolism
terpenoids
Triterpenes
Triterpenes - chemistry
Triterpenes - metabolism
triterpenoids
Ursane saponins
title The effect of methyl jasmonate on triterpene and sterol metabolisms of Centella asiatica, Ruscus aculeatus and Galphimia glauca cultured plants
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