Manniosides B-F, five new triterpenoid saponins from the leaves of Schefflera mannii (Hook.f.) Harms
Fifteen triterpenoid saponins including five new compounds (Mannioside B: 3β-[(β-d-glucopyranosyl)oxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (1), mannioside C: 3β-[(β-d-glucopyranosyl)23-dioxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1...
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creator | Ponou, Beaudelaire K. Tanaka, Chiaki Teponno, Rémy B. Tapondjou, Azefack L. Miyamoto, Tomofumi |
description | Fifteen triterpenoid saponins including five new compounds (Mannioside B: 3β-[(β-d-glucopyranosyl)oxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (1), mannioside C: 3β-[(β-d-glucopyranosyl)23-dioxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (2), mannioside D: 3β,23-dihydroxyurs-12-en-28-oic acid β-d-glucopyranosyl-(1 → 6)- β-d-glucopyranosyl ester (3), mannioside E: 3β-hydroxy-23-oxolup-20(29)-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (4) and mannioside F: (22S)-27β-[(β-d-glucopyranosyl)oxy]-22-hydroxyprotosta-12,24-dien-3β-yl β-d-glucopyranoside (5)) were isolated from the leaves of Schefflera mannii (Hook.f.) Harms. Their structures were established on the basis of 1D and 2D NMR data, mass spectrometry and chemical methods. The major isolated compounds were tested for their antiproliferative activity on human malignant epithelial (HeLa) cells but were not efficient at the concentration of 33 mM.
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•This is the first phytochemical study on Schefflera mannii.•Five new saponins were isolated from the leaves of Schefflera mannii.•The isolated compounds were tested for their antiproliferative activity. |
doi_str_mv | 10.1016/j.carres.2021.108279 |
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[Display omitted]
•This is the first phytochemical study on Schefflera mannii.•Five new saponins were isolated from the leaves of Schefflera mannii.•The isolated compounds were tested for their antiproliferative activity.</description><identifier>ISSN: 0008-6215</identifier><identifier>EISSN: 1873-426X</identifier><identifier>DOI: 10.1016/j.carres.2021.108279</identifier><identifier>PMID: 33691222</identifier><language>eng</language><publisher>Netherlands: Elsevier Ltd</publisher><subject>Araliaceae ; Manniosides ; Schefflera mannii ; Triterpenoid saponins</subject><ispartof>Carbohydrate research, 2021-04, Vol.502, p.108279-108279, Article 108279</ispartof><rights>2021 Elsevier Ltd</rights><rights>Copyright © 2021 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c362t-b9a1ae25dbb9fa4e8f4650b39f6bfa50e47a5ce7fe01eeed21adfd945c2527c63</citedby><cites>FETCH-LOGICAL-c362t-b9a1ae25dbb9fa4e8f4650b39f6bfa50e47a5ce7fe01eeed21adfd945c2527c63</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.carres.2021.108279$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27923,27924,45994</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33691222$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ponou, Beaudelaire K.</creatorcontrib><creatorcontrib>Tanaka, Chiaki</creatorcontrib><creatorcontrib>Teponno, Rémy B.</creatorcontrib><creatorcontrib>Tapondjou, Azefack L.</creatorcontrib><creatorcontrib>Miyamoto, Tomofumi</creatorcontrib><title>Manniosides B-F, five new triterpenoid saponins from the leaves of Schefflera mannii (Hook.f.) Harms</title><title>Carbohydrate research</title><addtitle>Carbohydr Res</addtitle><description>Fifteen triterpenoid saponins including five new compounds (Mannioside B: 3β-[(β-d-glucopyranosyl)oxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (1), mannioside C: 3β-[(β-d-glucopyranosyl)23-dioxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (2), mannioside D: 3β,23-dihydroxyurs-12-en-28-oic acid β-d-glucopyranosyl-(1 → 6)- β-d-glucopyranosyl ester (3), mannioside E: 3β-hydroxy-23-oxolup-20(29)-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (4) and mannioside F: (22S)-27β-[(β-d-glucopyranosyl)oxy]-22-hydroxyprotosta-12,24-dien-3β-yl β-d-glucopyranoside (5)) were isolated from the leaves of Schefflera mannii (Hook.f.) Harms. Their structures were established on the basis of 1D and 2D NMR data, mass spectrometry and chemical methods. The major isolated compounds were tested for their antiproliferative activity on human malignant epithelial (HeLa) cells but were not efficient at the concentration of 33 mM.
[Display omitted]
•This is the first phytochemical study on Schefflera mannii.•Five new saponins were isolated from the leaves of Schefflera mannii.•The isolated compounds were tested for their antiproliferative activity.</description><subject>Araliaceae</subject><subject>Manniosides</subject><subject>Schefflera mannii</subject><subject>Triterpenoid saponins</subject><issn>0008-6215</issn><issn>1873-426X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kFFLwzAUhYMobk7_gUgeJ9iapG3avgg61AkTH1TwLaTJDctsm5l0E_-9HVUffbrcyznncj6ETimJKaH8chUr6T2EmBFG-1PB8nIPjWmRJ1HK-Ns-GhNCiogzmo3QUQirfiU854dolCS8pIyxMdKPsm2tC1ZDwDfR3QU2dgu4hU_ceduBX0PrrMZBrl1r24CNdw3uloBrkNve4wx-VkswpgYvcbNLs3g6d-49NvE5nkvfhGN0YGQd4ORnTtDr3e3LbB4tnu4fZteLSCWcdVFVSiqBZbqqSiNTKEzKM1IlpeGVkRmBNJeZgtwAoQCgGZXa6DLNFMtYrngyQdMhd-3dxwZCJxobFNS1bMFtgmAZIUlB-va9NB2kyrsQPBix9raR_ktQInZ8xUoMfMWOrxj49raznw-bqgH9Z_oF2guuBgH0PbcWvAjKQqtAWw-qE9rZ_z98A1svjmg</recordid><startdate>202104</startdate><enddate>202104</enddate><creator>Ponou, Beaudelaire K.</creator><creator>Tanaka, Chiaki</creator><creator>Teponno, Rémy B.</creator><creator>Tapondjou, Azefack L.</creator><creator>Miyamoto, Tomofumi</creator><general>Elsevier Ltd</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>202104</creationdate><title>Manniosides B-F, five new triterpenoid saponins from the leaves of Schefflera mannii (Hook.f.) Harms</title><author>Ponou, Beaudelaire K. ; Tanaka, Chiaki ; Teponno, Rémy B. ; Tapondjou, Azefack L. ; Miyamoto, Tomofumi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c362t-b9a1ae25dbb9fa4e8f4650b39f6bfa50e47a5ce7fe01eeed21adfd945c2527c63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Araliaceae</topic><topic>Manniosides</topic><topic>Schefflera mannii</topic><topic>Triterpenoid saponins</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ponou, Beaudelaire K.</creatorcontrib><creatorcontrib>Tanaka, Chiaki</creatorcontrib><creatorcontrib>Teponno, Rémy B.</creatorcontrib><creatorcontrib>Tapondjou, Azefack L.</creatorcontrib><creatorcontrib>Miyamoto, Tomofumi</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Carbohydrate research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ponou, Beaudelaire K.</au><au>Tanaka, Chiaki</au><au>Teponno, Rémy B.</au><au>Tapondjou, Azefack L.</au><au>Miyamoto, Tomofumi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Manniosides B-F, five new triterpenoid saponins from the leaves of Schefflera mannii (Hook.f.) Harms</atitle><jtitle>Carbohydrate research</jtitle><addtitle>Carbohydr Res</addtitle><date>2021-04</date><risdate>2021</risdate><volume>502</volume><spage>108279</spage><epage>108279</epage><pages>108279-108279</pages><artnum>108279</artnum><issn>0008-6215</issn><eissn>1873-426X</eissn><abstract>Fifteen triterpenoid saponins including five new compounds (Mannioside B: 3β-[(β-d-glucopyranosyl)oxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (1), mannioside C: 3β-[(β-d-glucopyranosyl)23-dioxy]urs-12-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (2), mannioside D: 3β,23-dihydroxyurs-12-en-28-oic acid β-d-glucopyranosyl-(1 → 6)- β-d-glucopyranosyl ester (3), mannioside E: 3β-hydroxy-23-oxolup-20(29)-en-28-oic acid α-l-rhamnopyranosyl-(1 → 4)-β-d-glucopyranosyl-(1 → 6)-β-d-glucopyranosyl ester (4) and mannioside F: (22S)-27β-[(β-d-glucopyranosyl)oxy]-22-hydroxyprotosta-12,24-dien-3β-yl β-d-glucopyranoside (5)) were isolated from the leaves of Schefflera mannii (Hook.f.) Harms. Their structures were established on the basis of 1D and 2D NMR data, mass spectrometry and chemical methods. The major isolated compounds were tested for their antiproliferative activity on human malignant epithelial (HeLa) cells but were not efficient at the concentration of 33 mM.
[Display omitted]
•This is the first phytochemical study on Schefflera mannii.•Five new saponins were isolated from the leaves of Schefflera mannii.•The isolated compounds were tested for their antiproliferative activity.</abstract><cop>Netherlands</cop><pub>Elsevier Ltd</pub><pmid>33691222</pmid><doi>10.1016/j.carres.2021.108279</doi><tpages>1</tpages></addata></record> |
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subjects | Araliaceae Manniosides Schefflera mannii Triterpenoid saponins |
title | Manniosides B-F, five new triterpenoid saponins from the leaves of Schefflera mannii (Hook.f.) Harms |
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