Chemical and Genetic Diversity of Ligularia kanaitzensis in the Hengduan Mountains Area. Chemical Relationship with L. subspicata
Root chemicals and the sequences of the internal transcribed spacers (ITSs) were analyzed for 9 Ligularia kanaitzensis and 3 L. subspicata samples collected in northwestern Yunnan and southwestern Sichuan, China. Subspicatins A and C were isolated from two L. kanaitzensis samples. Introgression of g...
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| Veröffentlicht in: | Chemistry & biodiversity 2021-11, Vol.18 (11), p.e2100444-n/a |
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| creator | Hanai, Ryo Okamoto, Yasuko Hashida, Takuya Shiojiri, Kosuzu Ohsaki, Ayumi Saito, Yoshinori Tori, Motoo Gong, Xun Kuroda, Chiaki |
| description | Root chemicals and the sequences of the internal transcribed spacers (ITSs) were analyzed for 9 Ligularia kanaitzensis and 3 L. subspicata samples collected in northwestern Yunnan and southwestern Sichuan, China. Subspicatins A and C were isolated from two L. kanaitzensis samples. Introgression of genes responsible for these compounds from L. subspicata was suggested by their strong connection with L. subspicata/L. lamarum and the geographical proximity of the samples to L. subspicata. DNA analysis of a set of 27 L. kanaitzensis samples including those analyzed previously showed that they belong to two clades, designated A and B. Together with the presence/absence of furanoeremophilane, the 27 samples were sorted into three groups: clade A/furan, clade B/furan, and clade B/non‐furan. The ancestral plant presumably belonged to clade B/non‐furan, because furanoeremophilanes are biosynthesized from eremophilan‐8‐ones. 1β‐Angeloyloxyfukinone, a likely intermediate between fukinone and subspicatin C, was isolated for the first time. This finding allowed us to propose plausible biosynthetic pathways of subspicatins A and C. |
| doi_str_mv | 10.1002/cbdv.202100444 |
| format | Article |
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Chemical Relationship with L. subspicata</title><source>Wiley Online Library - AutoHoldings Journals</source><source>MEDLINE</source><creator>Hanai, Ryo ; Okamoto, Yasuko ; Hashida, Takuya ; Shiojiri, Kosuzu ; Ohsaki, Ayumi ; Saito, Yoshinori ; Tori, Motoo ; Gong, Xun ; Kuroda, Chiaki</creator><creatorcontrib>Hanai, Ryo ; Okamoto, Yasuko ; Hashida, Takuya ; Shiojiri, Kosuzu ; Ohsaki, Ayumi ; Saito, Yoshinori ; Tori, Motoo ; Gong, Xun ; Kuroda, Chiaki</creatorcontrib><description>Root chemicals and the sequences of the internal transcribed spacers (ITSs) were analyzed for 9 Ligularia kanaitzensis and 3 L. subspicata samples collected in northwestern Yunnan and southwestern Sichuan, China. Subspicatins A and C were isolated from two L. kanaitzensis samples. Introgression of genes responsible for these compounds from L. subspicata was suggested by their strong connection with L. subspicata/L. lamarum and the geographical proximity of the samples to L. subspicata. DNA analysis of a set of 27 L. kanaitzensis samples including those analyzed previously showed that they belong to two clades, designated A and B. Together with the presence/absence of furanoeremophilane, the 27 samples were sorted into three groups: clade A/furan, clade B/furan, and clade B/non‐furan. The ancestral plant presumably belonged to clade B/non‐furan, because furanoeremophilanes are biosynthesized from eremophilan‐8‐ones. 1β‐Angeloyloxyfukinone, a likely intermediate between fukinone and subspicatin C, was isolated for the first time. This finding allowed us to propose plausible biosynthetic pathways of subspicatins A and C.</description><identifier>ISSN: 1612-1872</identifier><identifier>EISSN: 1612-1880</identifier><identifier>DOI: 10.1002/cbdv.202100444</identifier><identifier>PMID: 34605603</identifier><language>eng</language><publisher>Switzerland: Wiley Subscription Services, Inc</publisher><subject>Asteraceae ; China ; Deoxyribonucleic acid ; DNA ; Genetic diversity ; Ligularia - chemistry ; Ligularia - genetics ; Ligularia kanaitzensis ; Ligularia subspicata ; Lonicera subspicata ; Molecular Conformation ; molecular evolution ; Mountains ; Plant Extracts - chemistry ; Plant Extracts - genetics ; Plant Extracts - isolation & purification ; Plant Roots - chemistry ; Plant Roots - genetics ; terpenoids</subject><ispartof>Chemistry & biodiversity, 2021-11, Vol.18 (11), p.e2100444-n/a</ispartof><rights>2021 Wiley‐VHCA AG, Zurich, Switzerland</rights><rights>2021 Wiley-VHCA AG, Zurich, Switzerland.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3734-2b9d754e0e4b30f64dba722c174066bd000d6ec1dd697f219be9ab73adb6c6153</citedby><cites>FETCH-LOGICAL-c3734-2b9d754e0e4b30f64dba722c174066bd000d6ec1dd697f219be9ab73adb6c6153</cites><orcidid>0000-0001-9579-9270 ; 0000-0002-6561-7613 ; 0000-0003-1705-6935 ; 0000-0003-4895-7613</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcbdv.202100444$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcbdv.202100444$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/34605603$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hanai, Ryo</creatorcontrib><creatorcontrib>Okamoto, Yasuko</creatorcontrib><creatorcontrib>Hashida, Takuya</creatorcontrib><creatorcontrib>Shiojiri, Kosuzu</creatorcontrib><creatorcontrib>Ohsaki, Ayumi</creatorcontrib><creatorcontrib>Saito, Yoshinori</creatorcontrib><creatorcontrib>Tori, Motoo</creatorcontrib><creatorcontrib>Gong, Xun</creatorcontrib><creatorcontrib>Kuroda, Chiaki</creatorcontrib><title>Chemical and Genetic Diversity of Ligularia kanaitzensis in the Hengduan Mountains Area. Chemical Relationship with L. subspicata</title><title>Chemistry & biodiversity</title><addtitle>Chem Biodivers</addtitle><description>Root chemicals and the sequences of the internal transcribed spacers (ITSs) were analyzed for 9 Ligularia kanaitzensis and 3 L. subspicata samples collected in northwestern Yunnan and southwestern Sichuan, China. Subspicatins A and C were isolated from two L. kanaitzensis samples. Introgression of genes responsible for these compounds from L. subspicata was suggested by their strong connection with L. subspicata/L. lamarum and the geographical proximity of the samples to L. subspicata. DNA analysis of a set of 27 L. kanaitzensis samples including those analyzed previously showed that they belong to two clades, designated A and B. Together with the presence/absence of furanoeremophilane, the 27 samples were sorted into three groups: clade A/furan, clade B/furan, and clade B/non‐furan. The ancestral plant presumably belonged to clade B/non‐furan, because furanoeremophilanes are biosynthesized from eremophilan‐8‐ones. 1β‐Angeloyloxyfukinone, a likely intermediate between fukinone and subspicatin C, was isolated for the first time. This finding allowed us to propose plausible biosynthetic pathways of subspicatins A and C.</description><subject>Asteraceae</subject><subject>China</subject><subject>Deoxyribonucleic acid</subject><subject>DNA</subject><subject>Genetic diversity</subject><subject>Ligularia - chemistry</subject><subject>Ligularia - genetics</subject><subject>Ligularia kanaitzensis</subject><subject>Ligularia subspicata</subject><subject>Lonicera subspicata</subject><subject>Molecular Conformation</subject><subject>molecular evolution</subject><subject>Mountains</subject><subject>Plant Extracts - chemistry</subject><subject>Plant Extracts - genetics</subject><subject>Plant Extracts - isolation & purification</subject><subject>Plant Roots - chemistry</subject><subject>Plant Roots - genetics</subject><subject>terpenoids</subject><issn>1612-1872</issn><issn>1612-1880</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkT1PHDEQhi1EFD6SljKyRENzG9vrtXdLcgSIdBESStJa_pjlTPa8h-0FXbr88xgdOaQ0qTyeeebRSC9CJ5RUlBD20Rr3WDHCyodzvocOqaBsRtuW7O9qyQ7QUUr3hS_99i06qLkgjSD1Ifo9X8LKWz1gHRy-ggDZW3zhHyEmnzd47PHC302Djl7jnzpon39BSD5hH3BeAr6GcOcmHfDXcQpZ-5DweQRd4Z34Fgad_RjS0q_xk89LvKhwmkxal3HW79CbXg8J3r-8x-j75edv8-vZ4ubqy_x8MbO1rPmMmc7JhgMBbmrSC-6MloxZKjkRwjhCiBNgqXOikz2jnYFOG1lrZ4QVtKmP0dnWu47jwwQpq5VPFoZBBxinpFgjO9LKumkLevoPej9OMZTrFBO0ZYw2oitUtaVsHFOK0Kt19CsdN4oS9RyOeg5H7cIpCx9etJNZgdvhf9MoQLcFnvwAm__o1PzTxY9X-R8qypvd</recordid><startdate>202111</startdate><enddate>202111</enddate><creator>Hanai, Ryo</creator><creator>Okamoto, Yasuko</creator><creator>Hashida, Takuya</creator><creator>Shiojiri, Kosuzu</creator><creator>Ohsaki, Ayumi</creator><creator>Saito, Yoshinori</creator><creator>Tori, Motoo</creator><creator>Gong, Xun</creator><creator>Kuroda, Chiaki</creator><general>Wiley Subscription Services, Inc</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>7QO</scope><scope>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>K9.</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-9579-9270</orcidid><orcidid>https://orcid.org/0000-0002-6561-7613</orcidid><orcidid>https://orcid.org/0000-0003-1705-6935</orcidid><orcidid>https://orcid.org/0000-0003-4895-7613</orcidid></search><sort><creationdate>202111</creationdate><title>Chemical and Genetic Diversity of Ligularia kanaitzensis in the Hengduan Mountains Area. 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Together with the presence/absence of furanoeremophilane, the 27 samples were sorted into three groups: clade A/furan, clade B/furan, and clade B/non‐furan. The ancestral plant presumably belonged to clade B/non‐furan, because furanoeremophilanes are biosynthesized from eremophilan‐8‐ones. 1β‐Angeloyloxyfukinone, a likely intermediate between fukinone and subspicatin C, was isolated for the first time. This finding allowed us to propose plausible biosynthetic pathways of subspicatins A and C.</abstract><cop>Switzerland</cop><pub>Wiley Subscription Services, Inc</pub><pmid>34605603</pmid><doi>10.1002/cbdv.202100444</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0001-9579-9270</orcidid><orcidid>https://orcid.org/0000-0002-6561-7613</orcidid><orcidid>https://orcid.org/0000-0003-1705-6935</orcidid><orcidid>https://orcid.org/0000-0003-4895-7613</orcidid></addata></record> |
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| source | Wiley Online Library - AutoHoldings Journals; MEDLINE |
| subjects | Asteraceae China Deoxyribonucleic acid DNA Genetic diversity Ligularia - chemistry Ligularia - genetics Ligularia kanaitzensis Ligularia subspicata Lonicera subspicata Molecular Conformation molecular evolution Mountains Plant Extracts - chemistry Plant Extracts - genetics Plant Extracts - isolation & purification Plant Roots - chemistry Plant Roots - genetics terpenoids |
| title | Chemical and Genetic Diversity of Ligularia kanaitzensis in the Hengduan Mountains Area. Chemical Relationship with L. subspicata |
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