Metabolite profiling of alkaloids and strictosidine synthase activity in camptothecin producing plants
Camptothecin derivatives are clinically used anti-neoplastic alkaloids that biogenetically belong to monoterpenoid indole alkaloids. Camptothecin-related alkaloids from the methanol extracts of Ophiorrhiza pumila, Camptotheca acuminata and Nothapodytes foetida plants were profiled and identified usi...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2003-02, Vol.62 (3), p.461-470 |
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| creator | Yamazaki, Yasuyo Urano, Akiko Sudo, Hiroshi Kitajima, Mariko Takayama, Hiromitsu Yamazaki, Mami Aimi, Norio Saito, Kazuki |
| description | Camptothecin derivatives are clinically used anti-neoplastic alkaloids that biogenetically belong to monoterpenoid indole alkaloids. Camptothecin-related alkaloids from the methanol extracts of
Ophiorrhiza pumila,
Camptotheca acuminata and
Nothapodytes foetida plants were profiled and identified using a reverse-phase high performance liquid chromatography coupled with on-line photodiode array detection and electrospray-ionization ion-trap mass spectrometry. A natural 10-glycosyloxy camptothecin, chaboside, was accumulated in tissues of
O. pumila but not in
C. acuminata and
N. foetida. Anthraquinones regarded as phytoalexins were present in the extracts of hairy roots and calli but not in the differentiated plants of
O. pumila. These findings demonstrated a remarkable difference in the constituents between the differentiated plants and the hairy roots or calli tissues. The activity of strictosidine synthase, a key enzyme of camptothecin biosynthesis, was detected in the protein extracts of stems and roots of
O. pumila, being correlated with the pattern of strictosidine synthase mRNA expression.
Metabolite accumulation was profiled in camptothecin producing plants,
Ophiorrhiza pumila,
Camptotheca acuminata and
Nothapodytes foetida, using a reversed-phase HPLC/DAD/ESI/MS. The strictosidine synthase activity in different tissues of
O. pumila is also described. |
| doi_str_mv | 10.1016/S0031-9422(02)00543-5 |
| format | Article |
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Ophiorrhiza pumila,
Camptotheca acuminata and
Nothapodytes foetida plants were profiled and identified using a reverse-phase high performance liquid chromatography coupled with on-line photodiode array detection and electrospray-ionization ion-trap mass spectrometry. A natural 10-glycosyloxy camptothecin, chaboside, was accumulated in tissues of
O. pumila but not in
C. acuminata and
N. foetida. Anthraquinones regarded as phytoalexins were present in the extracts of hairy roots and calli but not in the differentiated plants of
O. pumila. These findings demonstrated a remarkable difference in the constituents between the differentiated plants and the hairy roots or calli tissues. The activity of strictosidine synthase, a key enzyme of camptothecin biosynthesis, was detected in the protein extracts of stems and roots of
O. pumila, being correlated with the pattern of strictosidine synthase mRNA expression.
Metabolite accumulation was profiled in camptothecin producing plants,
Ophiorrhiza pumila,
Camptotheca acuminata and
Nothapodytes foetida, using a reversed-phase HPLC/DAD/ESI/MS. The strictosidine synthase activity in different tissues of
O. pumila is also described.</description><identifier>ISSN: 0031-9422</identifier><identifier>EISSN: 1873-3700</identifier><identifier>DOI: 10.1016/S0031-9422(02)00543-5</identifier><identifier>PMID: 12620359</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Anthraquinone ; Anthraquinones - chemistry ; Anthraquinones - isolation & purification ; Anti-tumor alkaloid ; Antineoplastic Agents, Phytogenic - chemistry ; Antineoplastic Agents, Phytogenic - metabolism ; Biological and medical sciences ; Camptotheca acuminata ; Camptothecin ; Camptothecin - analogs & derivatives ; Camptothecin - biosynthesis ; Carbon-Nitrogen Lyases - metabolism ; Chemical constitution ; Chromatography, High Pressure Liquid ; Fundamental and applied biological sciences. Psychology ; Icacinaceae ; Indole Alkaloids - chemistry ; Indole Alkaloids - isolation & purification ; Indole Alkaloids - metabolism ; Nothapodytes foetida ; Nyssaceae ; Ophiorrhiza pumila ; Plant Extracts - chemistry ; Plant Extracts - isolation & purification ; Plant Leaves - chemistry ; Plant Leaves - enzymology ; Plant physiology and development ; Plant Roots - chemistry ; Plant Roots - enzymology ; Plant Stems - chemistry ; Plant Stems - enzymology ; Plants, Medicinal - metabolism ; RNA, Messenger - biosynthesis ; Rubiaceae ; Sesquiterpenes ; Spectrometry, Mass, Electrospray Ionization ; Strictosidine synthase (STR) ; Terpenes ; Tissue Distribution</subject><ispartof>Phytochemistry (Oxford), 2003-02, Vol.62 (3), p.461-470</ispartof><rights>2003 Elsevier Science Ltd</rights><rights>2003 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c457t-acccda94befcf39c8f34f8a9d125603cfb2a837ca2665c27620cc831204e19503</citedby><cites>FETCH-LOGICAL-c457t-acccda94befcf39c8f34f8a9d125603cfb2a837ca2665c27620cc831204e19503</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/S0031-9422(02)00543-5$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=14478770$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/12620359$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yamazaki, Yasuyo</creatorcontrib><creatorcontrib>Urano, Akiko</creatorcontrib><creatorcontrib>Sudo, Hiroshi</creatorcontrib><creatorcontrib>Kitajima, Mariko</creatorcontrib><creatorcontrib>Takayama, Hiromitsu</creatorcontrib><creatorcontrib>Yamazaki, Mami</creatorcontrib><creatorcontrib>Aimi, Norio</creatorcontrib><creatorcontrib>Saito, Kazuki</creatorcontrib><title>Metabolite profiling of alkaloids and strictosidine synthase activity in camptothecin producing plants</title><title>Phytochemistry (Oxford)</title><addtitle>Phytochemistry</addtitle><description>Camptothecin derivatives are clinically used anti-neoplastic alkaloids that biogenetically belong to monoterpenoid indole alkaloids. Camptothecin-related alkaloids from the methanol extracts of
Ophiorrhiza pumila,
Camptotheca acuminata and
Nothapodytes foetida plants were profiled and identified using a reverse-phase high performance liquid chromatography coupled with on-line photodiode array detection and electrospray-ionization ion-trap mass spectrometry. A natural 10-glycosyloxy camptothecin, chaboside, was accumulated in tissues of
O. pumila but not in
C. acuminata and
N. foetida. Anthraquinones regarded as phytoalexins were present in the extracts of hairy roots and calli but not in the differentiated plants of
O. pumila. These findings demonstrated a remarkable difference in the constituents between the differentiated plants and the hairy roots or calli tissues. The activity of strictosidine synthase, a key enzyme of camptothecin biosynthesis, was detected in the protein extracts of stems and roots of
O. pumila, being correlated with the pattern of strictosidine synthase mRNA expression.
Metabolite accumulation was profiled in camptothecin producing plants,
Ophiorrhiza pumila,
Camptotheca acuminata and
Nothapodytes foetida, using a reversed-phase HPLC/DAD/ESI/MS. The strictosidine synthase activity in different tissues of
O. pumila is also described.</description><subject>Anthraquinone</subject><subject>Anthraquinones - chemistry</subject><subject>Anthraquinones - isolation & purification</subject><subject>Anti-tumor alkaloid</subject><subject>Antineoplastic Agents, Phytogenic - chemistry</subject><subject>Antineoplastic Agents, Phytogenic - metabolism</subject><subject>Biological and medical sciences</subject><subject>Camptotheca acuminata</subject><subject>Camptothecin</subject><subject>Camptothecin - analogs & derivatives</subject><subject>Camptothecin - biosynthesis</subject><subject>Carbon-Nitrogen Lyases - metabolism</subject><subject>Chemical constitution</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Icacinaceae</subject><subject>Indole Alkaloids - chemistry</subject><subject>Indole Alkaloids - isolation & purification</subject><subject>Indole Alkaloids - metabolism</subject><subject>Nothapodytes foetida</subject><subject>Nyssaceae</subject><subject>Ophiorrhiza pumila</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - isolation & purification</subject><subject>Plant Leaves - chemistry</subject><subject>Plant Leaves - enzymology</subject><subject>Plant physiology and development</subject><subject>Plant Roots - chemistry</subject><subject>Plant Roots - enzymology</subject><subject>Plant Stems - chemistry</subject><subject>Plant Stems - enzymology</subject><subject>Plants, Medicinal - metabolism</subject><subject>RNA, Messenger - biosynthesis</subject><subject>Rubiaceae</subject><subject>Sesquiterpenes</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Strictosidine synthase (STR)</subject><subject>Terpenes</subject><subject>Tissue Distribution</subject><issn>0031-9422</issn><issn>1873-3700</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkF1rFDEUhoModlv9CcrcKHoxbT4mk5mrIsWq0OKFeh3OnpzY6OxkTbKF_ffNuIu9FAIh8Jw373kYeyX4ueCiv_jGuRLt2En5jsv3nOtOtfoJW4nBqFYZzp-y1T_khJ3m_ItXSvf9c3YiZC-50uOK-VsqsI5TKNRsU_RhCvPPJvoGpt8wxeByA7NrckkBS8zBhZmavJ_LHWRqAEu4D2XfhLlB2GxLLHeE9VGj3A6XqO0Ec8kv2DMPU6aXx_uM_bj--P3qc3vz9dOXqw83LXbalBYQ0cHYrcmjVyMOXnV-gNEJqXuu0K8lDMogyL7XKE3dAnFQQvKOxKi5OmNvD7m1wJ8d5WI3ISNNtQTFXbZG8X4cpKigPoCYYs6JvN2msIG0t4LbRbD9K9gu9iyvZxFsdZ17ffxgt96Qe5w6Gq3AmyMAGWHyCWYM-ZHrOjMYszS9PHBUddwHSjZjoBnJhURYrIvhP1UeAK_NmcY</recordid><startdate>20030201</startdate><enddate>20030201</enddate><creator>Yamazaki, Yasuyo</creator><creator>Urano, Akiko</creator><creator>Sudo, Hiroshi</creator><creator>Kitajima, Mariko</creator><creator>Takayama, Hiromitsu</creator><creator>Yamazaki, Mami</creator><creator>Aimi, Norio</creator><creator>Saito, Kazuki</creator><general>Elsevier Ltd</general><general>Elsevier</general><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>20030201</creationdate><title>Metabolite profiling of alkaloids and strictosidine synthase activity in camptothecin producing plants</title><author>Yamazaki, Yasuyo ; Urano, Akiko ; Sudo, Hiroshi ; Kitajima, Mariko ; Takayama, Hiromitsu ; Yamazaki, Mami ; Aimi, Norio ; Saito, Kazuki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c457t-acccda94befcf39c8f34f8a9d125603cfb2a837ca2665c27620cc831204e19503</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>Anthraquinone</topic><topic>Anthraquinones - chemistry</topic><topic>Anthraquinones - isolation & purification</topic><topic>Anti-tumor alkaloid</topic><topic>Antineoplastic Agents, Phytogenic - chemistry</topic><topic>Antineoplastic Agents, Phytogenic - metabolism</topic><topic>Biological and medical sciences</topic><topic>Camptotheca acuminata</topic><topic>Camptothecin</topic><topic>Camptothecin - analogs & derivatives</topic><topic>Camptothecin - biosynthesis</topic><topic>Carbon-Nitrogen Lyases - metabolism</topic><topic>Chemical constitution</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Icacinaceae</topic><topic>Indole Alkaloids - chemistry</topic><topic>Indole Alkaloids - isolation & purification</topic><topic>Indole Alkaloids - metabolism</topic><topic>Nothapodytes foetida</topic><topic>Nyssaceae</topic><topic>Ophiorrhiza pumila</topic><topic>Plant Extracts - chemistry</topic><topic>Plant Extracts - isolation & purification</topic><topic>Plant Leaves - chemistry</topic><topic>Plant Leaves - enzymology</topic><topic>Plant physiology and development</topic><topic>Plant Roots - chemistry</topic><topic>Plant Roots - enzymology</topic><topic>Plant Stems - chemistry</topic><topic>Plant Stems - enzymology</topic><topic>Plants, Medicinal - metabolism</topic><topic>RNA, Messenger - biosynthesis</topic><topic>Rubiaceae</topic><topic>Sesquiterpenes</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><topic>Strictosidine synthase (STR)</topic><topic>Terpenes</topic><topic>Tissue Distribution</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yamazaki, Yasuyo</creatorcontrib><creatorcontrib>Urano, Akiko</creatorcontrib><creatorcontrib>Sudo, Hiroshi</creatorcontrib><creatorcontrib>Kitajima, Mariko</creatorcontrib><creatorcontrib>Takayama, Hiromitsu</creatorcontrib><creatorcontrib>Yamazaki, Mami</creatorcontrib><creatorcontrib>Aimi, Norio</creatorcontrib><creatorcontrib>Saito, Kazuki</creatorcontrib><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>Yamazaki, Yasuyo</au><au>Urano, Akiko</au><au>Sudo, Hiroshi</au><au>Kitajima, Mariko</au><au>Takayama, Hiromitsu</au><au>Yamazaki, Mami</au><au>Aimi, Norio</au><au>Saito, Kazuki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Metabolite profiling of alkaloids and strictosidine synthase activity in camptothecin producing plants</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2003-02-01</date><risdate>2003</risdate><volume>62</volume><issue>3</issue><spage>461</spage><epage>470</epage><pages>461-470</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Camptothecin derivatives are clinically used anti-neoplastic alkaloids that biogenetically belong to monoterpenoid indole alkaloids. Camptothecin-related alkaloids from the methanol extracts of
Ophiorrhiza pumila,
Camptotheca acuminata and
Nothapodytes foetida plants were profiled and identified using a reverse-phase high performance liquid chromatography coupled with on-line photodiode array detection and electrospray-ionization ion-trap mass spectrometry. A natural 10-glycosyloxy camptothecin, chaboside, was accumulated in tissues of
O. pumila but not in
C. acuminata and
N. foetida. Anthraquinones regarded as phytoalexins were present in the extracts of hairy roots and calli but not in the differentiated plants of
O. pumila. These findings demonstrated a remarkable difference in the constituents between the differentiated plants and the hairy roots or calli tissues. The activity of strictosidine synthase, a key enzyme of camptothecin biosynthesis, was detected in the protein extracts of stems and roots of
O. pumila, being correlated with the pattern of strictosidine synthase mRNA expression.
Metabolite accumulation was profiled in camptothecin producing plants,
Ophiorrhiza pumila,
Camptotheca acuminata and
Nothapodytes foetida, using a reversed-phase HPLC/DAD/ESI/MS. The strictosidine synthase activity in different tissues of
O. pumila is also described.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>12620359</pmid><doi>10.1016/S0031-9422(02)00543-5</doi><tpages>10</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0031-9422 |
| ispartof | Phytochemistry (Oxford), 2003-02, Vol.62 (3), p.461-470 |
| issn | 0031-9422 1873-3700 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_73069821 |
| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Anthraquinone Anthraquinones - chemistry Anthraquinones - isolation & purification Anti-tumor alkaloid Antineoplastic Agents, Phytogenic - chemistry Antineoplastic Agents, Phytogenic - metabolism Biological and medical sciences Camptotheca acuminata Camptothecin Camptothecin - analogs & derivatives Camptothecin - biosynthesis Carbon-Nitrogen Lyases - metabolism Chemical constitution Chromatography, High Pressure Liquid Fundamental and applied biological sciences. Psychology Icacinaceae Indole Alkaloids - chemistry Indole Alkaloids - isolation & purification Indole Alkaloids - metabolism Nothapodytes foetida Nyssaceae Ophiorrhiza pumila Plant Extracts - chemistry Plant Extracts - isolation & purification Plant Leaves - chemistry Plant Leaves - enzymology Plant physiology and development Plant Roots - chemistry Plant Roots - enzymology Plant Stems - chemistry Plant Stems - enzymology Plants, Medicinal - metabolism RNA, Messenger - biosynthesis Rubiaceae Sesquiterpenes Spectrometry, Mass, Electrospray Ionization Strictosidine synthase (STR) Terpenes Tissue Distribution |
| title | Metabolite profiling of alkaloids and strictosidine synthase activity in camptothecin producing plants |
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