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Advances in chemical and biological characterization of triterpenoid saponins from Anagallis arvensis L. using UHPLC-MS/MS and cell-based assays
A fraction enriched in triterpenoid saponins (F4) from L. was chemically characterized by UHPLC-ESI-QTOF-MS/MS and NMR analyses. The results proposed the presence of nine monodesmosidic saponins derived from oleanolic acid, including two reported for the first time for this species, : 3-O-{β-D-gluco...
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Published in: | Natural product research 2023-07, Vol.37 (15), p.2596-2601 |
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description | A fraction enriched in triterpenoid saponins (F4) from
L. was chemically characterized by UHPLC-ESI-QTOF-MS/MS and NMR analyses. The results proposed the presence of nine monodesmosidic saponins derived from oleanolic acid, including two reported for the first time for this species,
: 3-O-{β-D-glucopyranosyl (1→4)-[β-D-xylopyranosyl (1→2)]-β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranosyl}-13β, 28-epoxy- 22 acetyl- 28 methoxy-16α, 24-oleananediol and
: 3-O-{β-D-glucopyranosyl (1→4)-β-D-glucopyranosyl (1→4)-[β-D-xylopyranosyl (1→2)]-β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranosyl}-13β, 28-epoxy- 16α, 30-oleananediol. Furthermore, haemolytic activity was determined by dot-blot autography, and cytotoxicity on human lymphocyte cultures was analysed according to metabolic activity (MTT assay) and membrane integrity (Trypan blue exclusion test). F4 showed mild cytotoxicity (%V > 50% at 100 μg/mL) on human lymphocytes under conditions of activation or not by LPS; moreover, showed haemolytic activity between 50 and 500 μg. This work contributed to phytochemical knowledge of the triterpenoid saponins from
, and its cytotoxic effects on normal human cells. |
doi_str_mv | 10.1080/14786419.2022.2053122 |
format | article |
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L. was chemically characterized by UHPLC-ESI-QTOF-MS/MS and NMR analyses. The results proposed the presence of nine monodesmosidic saponins derived from oleanolic acid, including two reported for the first time for this species,
: 3-O-{β-D-glucopyranosyl (1→4)-[β-D-xylopyranosyl (1→2)]-β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranosyl}-13β, 28-epoxy- 22 acetyl- 28 methoxy-16α, 24-oleananediol and
: 3-O-{β-D-glucopyranosyl (1→4)-β-D-glucopyranosyl (1→4)-[β-D-xylopyranosyl (1→2)]-β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranosyl}-13β, 28-epoxy- 16α, 30-oleananediol. Furthermore, haemolytic activity was determined by dot-blot autography, and cytotoxicity on human lymphocyte cultures was analysed according to metabolic activity (MTT assay) and membrane integrity (Trypan blue exclusion test). F4 showed mild cytotoxicity (%V > 50% at 100 μg/mL) on human lymphocytes under conditions of activation or not by LPS; moreover, showed haemolytic activity between 50 and 500 μg. This work contributed to phytochemical knowledge of the triterpenoid saponins from
, and its cytotoxic effects on normal human cells.</description><identifier>ISSN: 1478-6419</identifier><identifier>EISSN: 1478-6427</identifier><identifier>DOI: 10.1080/14786419.2022.2053122</identifier><identifier>PMID: 35297708</identifier><language>eng</language><publisher>England: Taylor & Francis Ltd</publisher><subject>Anagallis arvensis ; Chromatography, High Pressure Liquid ; Cytotoxicity ; Humans ; Lymphocytes ; Molecular Structure ; NMR ; Nuclear magnetic resonance ; Oleanolic acid ; Saponins ; Saponins - chemistry ; Saponins - pharmacology ; Tandem Mass Spectrometry ; Toxicity testing ; Triterpenes - chemistry ; Triterpenes - pharmacology</subject><ispartof>Natural product research, 2023-07, Vol.37 (15), p.2596-2601</ispartof><rights>2022 Informa UK Limited, trading as Taylor & Francis Group</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c332t-75fa134126a1c6197feb5814e1ae78245e9a1215b86f4af0106ab2570d4b6b863</cites><orcidid>0000-0001-8835-517X ; 0000-0002-2652-5118</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27922,27923</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35297708$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Pastoriza, Ana Cristina</creatorcontrib><creatorcontrib>Sgariglia, Melina Araceli</creatorcontrib><creatorcontrib>Soberón, José Rodolfo</creatorcontrib><creatorcontrib>Sampietro, Diego Alejandro</creatorcontrib><title>Advances in chemical and biological characterization of triterpenoid saponins from Anagallis arvensis L. using UHPLC-MS/MS and cell-based assays</title><title>Natural product research</title><addtitle>Nat Prod Res</addtitle><description>A fraction enriched in triterpenoid saponins (F4) from
L. was chemically characterized by UHPLC-ESI-QTOF-MS/MS and NMR analyses. The results proposed the presence of nine monodesmosidic saponins derived from oleanolic acid, including two reported for the first time for this species,
: 3-O-{β-D-glucopyranosyl (1→4)-[β-D-xylopyranosyl (1→2)]-β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranosyl}-13β, 28-epoxy- 22 acetyl- 28 methoxy-16α, 24-oleananediol and
: 3-O-{β-D-glucopyranosyl (1→4)-β-D-glucopyranosyl (1→4)-[β-D-xylopyranosyl (1→2)]-β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranosyl}-13β, 28-epoxy- 16α, 30-oleananediol. Furthermore, haemolytic activity was determined by dot-blot autography, and cytotoxicity on human lymphocyte cultures was analysed according to metabolic activity (MTT assay) and membrane integrity (Trypan blue exclusion test). F4 showed mild cytotoxicity (%V > 50% at 100 μg/mL) on human lymphocytes under conditions of activation or not by LPS; moreover, showed haemolytic activity between 50 and 500 μg. This work contributed to phytochemical knowledge of the triterpenoid saponins from
, and its cytotoxic effects on normal human cells.</description><subject>Anagallis arvensis</subject><subject>Chromatography, High Pressure Liquid</subject><subject>Cytotoxicity</subject><subject>Humans</subject><subject>Lymphocytes</subject><subject>Molecular Structure</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Oleanolic acid</subject><subject>Saponins</subject><subject>Saponins - chemistry</subject><subject>Saponins - pharmacology</subject><subject>Tandem Mass Spectrometry</subject><subject>Toxicity testing</subject><subject>Triterpenes - chemistry</subject><subject>Triterpenes - pharmacology</subject><issn>1478-6419</issn><issn>1478-6427</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpdkctO3DAUhi3UqlDoI1BZ6qabDL7bWY5GtFQa1ErA2jpxnMEosad2gkSfoo_cBAYW3Zxz_Os_F-tD6JySFSWGXFChjRK0XjHC2Bwkp4wdoZNFr5Rg-t1bTetj9LGUB0IYlVJ-QMdcslprYk7Q33X7CNH5gkPE7t4PwUGPIba4CalPu-enu4cMbvQ5_IExpIhTh8ccZmHvYwotLrBPMcSCu5wGvI6wg74PBUN-9LHMxXaFpxLiDt9d_dpuquubi-ub5y3O933VQPEthlLgqZyh9x30xX865FN09-3ydnNVbX9-_7FZbyvHORsrLTugXFCmgDpFa935RhoqPAWvDRPS10Dn7zZGdQI6QomChklNWtGoWeSn6OvL3H1OvydfRjuEslwD0aepWKYE4YzVhs_WL_9ZH9KU43ydZYZLZbSpF5d8cbmcSsm-s_scBshPlhK7ILOvyOyCzB6QzX2fD9OnZvDtW9crI_4PrjeRQQ</recordid><startdate>202307</startdate><enddate>202307</enddate><creator>Pastoriza, Ana Cristina</creator><creator>Sgariglia, Melina Araceli</creator><creator>Soberón, José Rodolfo</creator><creator>Sampietro, Diego Alejandro</creator><general>Taylor & Francis Ltd</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>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><orcidid>https://orcid.org/0000-0001-8835-517X</orcidid><orcidid>https://orcid.org/0000-0002-2652-5118</orcidid></search><sort><creationdate>202307</creationdate><title>Advances in chemical and biological characterization of triterpenoid saponins from Anagallis arvensis L. using UHPLC-MS/MS and cell-based assays</title><author>Pastoriza, Ana Cristina ; Sgariglia, Melina Araceli ; Soberón, José Rodolfo ; Sampietro, Diego Alejandro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c332t-75fa134126a1c6197feb5814e1ae78245e9a1215b86f4af0106ab2570d4b6b863</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Anagallis arvensis</topic><topic>Chromatography, High Pressure Liquid</topic><topic>Cytotoxicity</topic><topic>Humans</topic><topic>Lymphocytes</topic><topic>Molecular Structure</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Oleanolic acid</topic><topic>Saponins</topic><topic>Saponins - chemistry</topic><topic>Saponins - pharmacology</topic><topic>Tandem Mass Spectrometry</topic><topic>Toxicity testing</topic><topic>Triterpenes - chemistry</topic><topic>Triterpenes - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Pastoriza, Ana Cristina</creatorcontrib><creatorcontrib>Sgariglia, Melina Araceli</creatorcontrib><creatorcontrib>Soberón, José Rodolfo</creatorcontrib><creatorcontrib>Sampietro, Diego Alejandro</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><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>Pastoriza, Ana Cristina</au><au>Sgariglia, Melina Araceli</au><au>Soberón, José Rodolfo</au><au>Sampietro, Diego Alejandro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Advances in chemical and biological characterization of triterpenoid saponins from Anagallis arvensis L. using UHPLC-MS/MS and cell-based assays</atitle><jtitle>Natural product research</jtitle><addtitle>Nat Prod Res</addtitle><date>2023-07</date><risdate>2023</risdate><volume>37</volume><issue>15</issue><spage>2596</spage><epage>2601</epage><pages>2596-2601</pages><issn>1478-6419</issn><eissn>1478-6427</eissn><abstract>A fraction enriched in triterpenoid saponins (F4) from
L. was chemically characterized by UHPLC-ESI-QTOF-MS/MS and NMR analyses. The results proposed the presence of nine monodesmosidic saponins derived from oleanolic acid, including two reported for the first time for this species,
: 3-O-{β-D-glucopyranosyl (1→4)-[β-D-xylopyranosyl (1→2)]-β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranosyl}-13β, 28-epoxy- 22 acetyl- 28 methoxy-16α, 24-oleananediol and
: 3-O-{β-D-glucopyranosyl (1→4)-β-D-glucopyranosyl (1→4)-[β-D-xylopyranosyl (1→2)]-β-D-glucopyranosyl (1→4)-[β-D-glucopyranosyl (1→2)]-α-L-arabinopyranosyl}-13β, 28-epoxy- 16α, 30-oleananediol. Furthermore, haemolytic activity was determined by dot-blot autography, and cytotoxicity on human lymphocyte cultures was analysed according to metabolic activity (MTT assay) and membrane integrity (Trypan blue exclusion test). F4 showed mild cytotoxicity (%V > 50% at 100 μg/mL) on human lymphocytes under conditions of activation or not by LPS; moreover, showed haemolytic activity between 50 and 500 μg. This work contributed to phytochemical knowledge of the triterpenoid saponins from
, and its cytotoxic effects on normal human cells.</abstract><cop>England</cop><pub>Taylor & Francis Ltd</pub><pmid>35297708</pmid><doi>10.1080/14786419.2022.2053122</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-8835-517X</orcidid><orcidid>https://orcid.org/0000-0002-2652-5118</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Anagallis arvensis Chromatography, High Pressure Liquid Cytotoxicity Humans Lymphocytes Molecular Structure NMR Nuclear magnetic resonance Oleanolic acid Saponins Saponins - chemistry Saponins - pharmacology Tandem Mass Spectrometry Toxicity testing Triterpenes - chemistry Triterpenes - pharmacology |
title | Advances in chemical and biological characterization of triterpenoid saponins from Anagallis arvensis L. using UHPLC-MS/MS and cell-based assays |
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