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Characterization of alkaloid profile of Hyoscyamus reticulatus L. and Atropa belladonna subsp. caucasica (Kreyer) Avet by LC-MS and NMR
The alkaloid profile of L. and subsp. (Kreyer) Avet have not been characterized yet. UHPLC-PDA-Q-TOF-MS/MS and LC-DAD-QqQ-MS/MS methods were used herein to characterize the metabolite profiles of these plants. Flash chromatography in combination with preparative- and semi preparative HPLC were utili...
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Published in: | Natural product research 2023-10, Vol.37 (19), p.1-3362 |
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creator | Valiyeva, Adila Felegyi-Tóth, Csenge Anna Várnai, Bianka Garaev, Eldar Béni, Szabolcs Kursinszki, László |
description | The alkaloid profile of
L. and
subsp.
(Kreyer) Avet have not been characterized yet. UHPLC-PDA-Q-TOF-MS/MS and LC-DAD-QqQ-MS/MS methods were used herein to characterize the metabolite profiles of these plants. Flash chromatography in combination with preparative- and semi preparative HPLC were utilized for the isolation of the compounds of interest. The structure of the isolated compounds was proposed based on their MS/MS fragmentation and NMR characteristics. As a total of 19 tropane derivatives, two tyramine derivatives (
-
- and
-
- feruloyl tyramine), a lignanamide (grossamide), an alkylamide (pellitorine) were identified in the root and herb extracts of
. Moreover, rutin and caffeoylquinic acids were found in the leaves and fruits, while kaempferol-3-
-glucoside-7-
-rhamnoside and quercetin-3-
-glucoside-rhamnoside-rhamnoside were exclusively characteristic for the leaves of
. The root and herb extracts of
contained 16 tropane alkaloid derivatives along with methyl tropate and two tyramine derivatives. |
doi_str_mv | 10.1080/14786419.2022.2072841 |
format | article |
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L. and
subsp.
(Kreyer) Avet have not been characterized yet. UHPLC-PDA-Q-TOF-MS/MS and LC-DAD-QqQ-MS/MS methods were used herein to characterize the metabolite profiles of these plants. Flash chromatography in combination with preparative- and semi preparative HPLC were utilized for the isolation of the compounds of interest. The structure of the isolated compounds was proposed based on their MS/MS fragmentation and NMR characteristics. As a total of 19 tropane derivatives, two tyramine derivatives (
-
- and
-
- feruloyl tyramine), a lignanamide (grossamide), an alkylamide (pellitorine) were identified in the root and herb extracts of
. Moreover, rutin and caffeoylquinic acids were found in the leaves and fruits, while kaempferol-3-
-glucoside-7-
-rhamnoside and quercetin-3-
-glucoside-rhamnoside-rhamnoside were exclusively characteristic for the leaves of
. The root and herb extracts of
contained 16 tropane alkaloid derivatives along with methyl tropate and two tyramine derivatives.</description><identifier>ISSN: 1478-6419</identifier><identifier>EISSN: 1478-6427</identifier><identifier>DOI: 10.1080/14786419.2022.2072841</identifier><identifier>PMID: 35587174</identifier><language>eng</language><publisher>England: Taylor & Francis Ltd</publisher><subject>Alkaloids ; Atropa belladonna ; Caffeoylquinic acid ; Glucosides ; Herbs ; High performance liquid chromatography ; Hyoscyamus reticulatus ; Kaempferol ; Leaves ; Liquid chromatography ; Metabolites ; NMR ; Nuclear magnetic resonance ; Quercetin ; Rutin ; Tropane ; Tyramine</subject><ispartof>Natural product research, 2023-10, Vol.37 (19), p.1-3362</ispartof><rights>2022 Informa UK Limited, trading as Taylor & Francis Group</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c384t-4fbce87921573eafba892d337f7d9107f86fe05dc062b0c88d51f4a54ba8407e3</citedby><cites>FETCH-LOGICAL-c384t-4fbce87921573eafba892d337f7d9107f86fe05dc062b0c88d51f4a54ba8407e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35587174$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Valiyeva, Adila</creatorcontrib><creatorcontrib>Felegyi-Tóth, Csenge Anna</creatorcontrib><creatorcontrib>Várnai, Bianka</creatorcontrib><creatorcontrib>Garaev, Eldar</creatorcontrib><creatorcontrib>Béni, Szabolcs</creatorcontrib><creatorcontrib>Kursinszki, László</creatorcontrib><title>Characterization of alkaloid profile of Hyoscyamus reticulatus L. and Atropa belladonna subsp. caucasica (Kreyer) Avet by LC-MS and NMR</title><title>Natural product research</title><addtitle>Nat Prod Res</addtitle><description>The alkaloid profile of
L. and
subsp.
(Kreyer) Avet have not been characterized yet. UHPLC-PDA-Q-TOF-MS/MS and LC-DAD-QqQ-MS/MS methods were used herein to characterize the metabolite profiles of these plants. Flash chromatography in combination with preparative- and semi preparative HPLC were utilized for the isolation of the compounds of interest. The structure of the isolated compounds was proposed based on their MS/MS fragmentation and NMR characteristics. As a total of 19 tropane derivatives, two tyramine derivatives (
-
- and
-
- feruloyl tyramine), a lignanamide (grossamide), an alkylamide (pellitorine) were identified in the root and herb extracts of
. Moreover, rutin and caffeoylquinic acids were found in the leaves and fruits, while kaempferol-3-
-glucoside-7-
-rhamnoside and quercetin-3-
-glucoside-rhamnoside-rhamnoside were exclusively characteristic for the leaves of
. The root and herb extracts of
contained 16 tropane alkaloid derivatives along with methyl tropate and two tyramine derivatives.</description><subject>Alkaloids</subject><subject>Atropa belladonna</subject><subject>Caffeoylquinic acid</subject><subject>Glucosides</subject><subject>Herbs</subject><subject>High performance liquid chromatography</subject><subject>Hyoscyamus reticulatus</subject><subject>Kaempferol</subject><subject>Leaves</subject><subject>Liquid chromatography</subject><subject>Metabolites</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Quercetin</subject><subject>Rutin</subject><subject>Tropane</subject><subject>Tyramine</subject><issn>1478-6419</issn><issn>1478-6427</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpdkdtO3DAQhi1Exak8AsgSN_QiW9vxKZerFZSqSyv1cG1NHFsEsvFiJ0jpC_S1cWDhohdz0Oj7RzP6ETqjZEGJJp8pV1pyWi0YYSwnxTSne-honheSM7X_3tPqEB2ndE8Io0KIA3RYCqEVVfwI_VvdQQQ7uNj-haENPQ4eQ_cAXWgbvI3Bt52bZzdTSHaCzZhwdENrxw6G3K8XGPoGL4cYtoBr13XQhL4HnMY6bRfYwmghtRbw5bfoJhc_4eWTG3A94fWquP31ov5--_Mj-uChS-50V0_Qn-ur36ubYv3jy9fVcl3YUvOh4L62TqsqP6JKB74GXbGmLJVXTUWJ8lp6R0RjiWQ1sVo3gnoOgmeQE-XKE3T5uje_9ji6NJhNm-x8du_CmAyTUlZE5cjoxX_ofRhjn68zTEsmaakUz5R4pWwMKUXnzTa2G4iTocTMTpk3p8zslNk5lXXnu-1jvXHNu-rNmvIZluCN7w</recordid><startdate>20231002</startdate><enddate>20231002</enddate><creator>Valiyeva, Adila</creator><creator>Felegyi-Tóth, Csenge Anna</creator><creator>Várnai, Bianka</creator><creator>Garaev, Eldar</creator><creator>Béni, Szabolcs</creator><creator>Kursinszki, László</creator><general>Taylor & Francis Ltd</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7QO</scope><scope>7QP</scope><scope>7QR</scope><scope>7T7</scope><scope>7TK</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20231002</creationdate><title>Characterization of alkaloid profile of Hyoscyamus reticulatus L. and Atropa belladonna subsp. caucasica (Kreyer) Avet by LC-MS and NMR</title><author>Valiyeva, Adila ; Felegyi-Tóth, Csenge Anna ; Várnai, Bianka ; Garaev, Eldar ; Béni, Szabolcs ; Kursinszki, László</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c384t-4fbce87921573eafba892d337f7d9107f86fe05dc062b0c88d51f4a54ba8407e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Alkaloids</topic><topic>Atropa belladonna</topic><topic>Caffeoylquinic acid</topic><topic>Glucosides</topic><topic>Herbs</topic><topic>High performance liquid chromatography</topic><topic>Hyoscyamus reticulatus</topic><topic>Kaempferol</topic><topic>Leaves</topic><topic>Liquid chromatography</topic><topic>Metabolites</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Quercetin</topic><topic>Rutin</topic><topic>Tropane</topic><topic>Tyramine</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Valiyeva, Adila</creatorcontrib><creatorcontrib>Felegyi-Tóth, Csenge Anna</creatorcontrib><creatorcontrib>Várnai, Bianka</creatorcontrib><creatorcontrib>Garaev, Eldar</creatorcontrib><creatorcontrib>Béni, Szabolcs</creatorcontrib><creatorcontrib>Kursinszki, László</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Neurosciences Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Natural product research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Valiyeva, Adila</au><au>Felegyi-Tóth, Csenge Anna</au><au>Várnai, Bianka</au><au>Garaev, Eldar</au><au>Béni, Szabolcs</au><au>Kursinszki, László</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Characterization of alkaloid profile of Hyoscyamus reticulatus L. and Atropa belladonna subsp. caucasica (Kreyer) Avet by LC-MS and NMR</atitle><jtitle>Natural product research</jtitle><addtitle>Nat Prod Res</addtitle><date>2023-10-02</date><risdate>2023</risdate><volume>37</volume><issue>19</issue><spage>1</spage><epage>3362</epage><pages>1-3362</pages><issn>1478-6419</issn><eissn>1478-6427</eissn><abstract>The alkaloid profile of
L. and
subsp.
(Kreyer) Avet have not been characterized yet. UHPLC-PDA-Q-TOF-MS/MS and LC-DAD-QqQ-MS/MS methods were used herein to characterize the metabolite profiles of these plants. Flash chromatography in combination with preparative- and semi preparative HPLC were utilized for the isolation of the compounds of interest. The structure of the isolated compounds was proposed based on their MS/MS fragmentation and NMR characteristics. As a total of 19 tropane derivatives, two tyramine derivatives (
-
- and
-
- feruloyl tyramine), a lignanamide (grossamide), an alkylamide (pellitorine) were identified in the root and herb extracts of
. Moreover, rutin and caffeoylquinic acids were found in the leaves and fruits, while kaempferol-3-
-glucoside-7-
-rhamnoside and quercetin-3-
-glucoside-rhamnoside-rhamnoside were exclusively characteristic for the leaves of
. The root and herb extracts of
contained 16 tropane alkaloid derivatives along with methyl tropate and two tyramine derivatives.</abstract><cop>England</cop><pub>Taylor & Francis Ltd</pub><pmid>35587174</pmid><doi>10.1080/14786419.2022.2072841</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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source | Taylor and Francis Science and Technology Collection |
subjects | Alkaloids Atropa belladonna Caffeoylquinic acid Glucosides Herbs High performance liquid chromatography Hyoscyamus reticulatus Kaempferol Leaves Liquid chromatography Metabolites NMR Nuclear magnetic resonance Quercetin Rutin Tropane Tyramine |
title | Characterization of alkaloid profile of Hyoscyamus reticulatus L. and Atropa belladonna subsp. caucasica (Kreyer) Avet by LC-MS and NMR |
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