New Metabolites of Rhodiola rosea I. Glycosides of Herbacetin and Gossypetin
New O-glycosides of herbacetin and gossypetin ( 1 – 6 ) and eight known compounds were isolated from leaves of Rhodiola rosea L. [ Sedum roseum (L.) Scop., Crassulaceae]. According to UV, IR, and NMR spectroscopic and mass spectrometric data, the isolated compounds were herbacetin-3-O-(3′′ -O-malony...
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| Veröffentlicht in: | Chemistry of natural compounds 2022-11, Vol.58 (6), p.1014-1020 |
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| creator | Olennikov, D. N. Chirikova, N. K. |
| description | New O-glycosides of herbacetin and gossypetin (
1
–
6
) and eight known compounds were isolated from leaves of
Rhodiola rosea
L. [
Sedum roseum
(L.) Scop., Crassulaceae]. According to UV, IR, and NMR spectroscopic and mass spectrometric data, the isolated compounds were herbacetin-3-O-(3′′ -O-malonyl)-
β
-Dglucopyranoside-7-O-
β
-D-glucopyranoside-8-O-
β
-D-glucuronopyranoside (rhodirosin A,
1
), herbacetin- 3-O-(3′′,4′′-di-O-acetyl)-
β
-D-glucopyranoside-8-O-
β
-D-glucuronopyranoside (rhodirosin B,
2
), gossypetin- 8-O-(2′′-O-malonyl)-
β
-D-glucuronopyranoside (rhodirosin C,
3
), gossypetin-8-O-(2′′-O-acetyl)-
β
-Dglucuronopyranoside (rhodirosin D,
4
), herbacetin-8-O-(2′′-O-malonyl)-
β
-D-glucuronopyranoside (rhodirosin E,
5
), and herbacetin-8-O-(2′′ -O-acetyl)-
β
-D-glucuronopyranoside (rhodirosin F,
6
). Flavonoids
3
and
4
possessed the highest antiradical activity and inhibited the activity of
α
-amylase. |
| doi_str_mv | 10.1007/s10600-022-03857-w |
| format | Article |
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1
–
6
) and eight known compounds were isolated from leaves of
Rhodiola rosea
L. [
Sedum roseum
(L.) Scop., Crassulaceae]. According to UV, IR, and NMR spectroscopic and mass spectrometric data, the isolated compounds were herbacetin-3-O-(3′′ -O-malonyl)-
β
-Dglucopyranoside-7-O-
β
-D-glucopyranoside-8-O-
β
-D-glucuronopyranoside (rhodirosin A,
1
), herbacetin- 3-O-(3′′,4′′-di-O-acetyl)-
β
-D-glucopyranoside-8-O-
β
-D-glucuronopyranoside (rhodirosin B,
2
), gossypetin- 8-O-(2′′-O-malonyl)-
β
-D-glucuronopyranoside (rhodirosin C,
3
), gossypetin-8-O-(2′′-O-acetyl)-
β
-Dglucuronopyranoside (rhodirosin D,
4
), herbacetin-8-O-(2′′-O-malonyl)-
β
-D-glucuronopyranoside (rhodirosin E,
5
), and herbacetin-8-O-(2′′ -O-acetyl)-
β
-D-glucuronopyranoside (rhodirosin F,
6
). Flavonoids
3
and
4
possessed the highest antiradical activity and inhibited the activity of
α
-amylase.</description><identifier>ISSN: 0009-3130</identifier><identifier>EISSN: 1573-8388</identifier><identifier>DOI: 10.1007/s10600-022-03857-w</identifier><language>eng</language><publisher>New York: Springer US</publisher><subject>Bioflavonoids ; Chemistry ; Chemistry and Materials Science ; Chemistry/Food Science ; Flavones ; Flavonoids ; Glycosides ; Mass spectrometry ; Metabolites ; NMR ; Nuclear magnetic resonance ; Organic Chemistry ; Plant Sciences ; Spectrometry</subject><ispartof>Chemistry of natural compounds, 2022-11, Vol.58 (6), p.1014-1020</ispartof><rights>Springer Science+Business Media, LLC, part of Springer Nature 2022. Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.</rights><rights>COPYRIGHT 2022 Springer</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c350t-10bfedf55f5d3e1ca8dcbf42e68c1989ad06a80cf58c9a2318bcef81cdf69a23</citedby><cites>FETCH-LOGICAL-c350t-10bfedf55f5d3e1ca8dcbf42e68c1989ad06a80cf58c9a2318bcef81cdf69a23</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s10600-022-03857-w$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s10600-022-03857-w$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Olennikov, D. N.</creatorcontrib><creatorcontrib>Chirikova, N. K.</creatorcontrib><title>New Metabolites of Rhodiola rosea I. Glycosides of Herbacetin and Gossypetin</title><title>Chemistry of natural compounds</title><addtitle>Chem Nat Compd</addtitle><description>New O-glycosides of herbacetin and gossypetin (
1
–
6
) and eight known compounds were isolated from leaves of
Rhodiola rosea
L. [
Sedum roseum
(L.) Scop., Crassulaceae]. According to UV, IR, and NMR spectroscopic and mass spectrometric data, the isolated compounds were herbacetin-3-O-(3′′ -O-malonyl)-
β
-Dglucopyranoside-7-O-
β
-D-glucopyranoside-8-O-
β
-D-glucuronopyranoside (rhodirosin A,
1
), herbacetin- 3-O-(3′′,4′′-di-O-acetyl)-
β
-D-glucopyranoside-8-O-
β
-D-glucuronopyranoside (rhodirosin B,
2
), gossypetin- 8-O-(2′′-O-malonyl)-
β
-D-glucuronopyranoside (rhodirosin C,
3
), gossypetin-8-O-(2′′-O-acetyl)-
β
-Dglucuronopyranoside (rhodirosin D,
4
), herbacetin-8-O-(2′′-O-malonyl)-
β
-D-glucuronopyranoside (rhodirosin E,
5
), and herbacetin-8-O-(2′′ -O-acetyl)-
β
-D-glucuronopyranoside (rhodirosin F,
6
). Flavonoids
3
and
4
possessed the highest antiradical activity and inhibited the activity of
α
-amylase.</description><subject>Bioflavonoids</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Flavones</subject><subject>Flavonoids</subject><subject>Glycosides</subject><subject>Mass spectrometry</subject><subject>Metabolites</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Organic Chemistry</subject><subject>Plant Sciences</subject><subject>Spectrometry</subject><issn>0009-3130</issn><issn>1573-8388</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kU9LwzAYh4MoOP98AU8FTx463zRrmx2H6DaYCuo9pMmbGemamXTMfXtTK4yBSA7hlzxPQvIj5IrCkAKUt4FCAZBClqXAeF6m2yMyoHnJUs44PyYDABinjDI4JWchfMTIi4IPyOIJt8kjtrJytW0xJM4kL-9OW1fLxLuAMpkPk2m9Uy5Y3e_P0FdSYWubRDY6mboQdusuXpATI-uAl7_zOXl7uH-7m6WL5-n8brJIFcuhTSlUBrXJc5NrhlRJrlVlRhkWXNExH0sNheSgTM7VWGaM8kqh4VRpU3T5nFz3x669-9xgaMWH2_gm3iiykpUlG2WjYk8tZY3CNsa1XqqVDUpMyqwEnjPeUcM_qDg0rqxyDRob1w-EmwMhMi1-tUu5CUHMX18O2axnVfzJ4NGItbcr6XeCguh6E31vIvYmfnoT2yixXgoRbpbo96_7x_oGDzqZkA</recordid><startdate>20221101</startdate><enddate>20221101</enddate><creator>Olennikov, D. N.</creator><creator>Chirikova, N. K.</creator><general>Springer US</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>ISR</scope></search><sort><creationdate>20221101</creationdate><title>New Metabolites of Rhodiola rosea I. Glycosides of Herbacetin and Gossypetin</title><author>Olennikov, D. N. ; Chirikova, N. K.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c350t-10bfedf55f5d3e1ca8dcbf42e68c1989ad06a80cf58c9a2318bcef81cdf69a23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Bioflavonoids</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chemistry/Food Science</topic><topic>Flavones</topic><topic>Flavonoids</topic><topic>Glycosides</topic><topic>Mass spectrometry</topic><topic>Metabolites</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Organic Chemistry</topic><topic>Plant Sciences</topic><topic>Spectrometry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Olennikov, D. N.</creatorcontrib><creatorcontrib>Chirikova, N. K.</creatorcontrib><collection>CrossRef</collection><collection>Gale In Context: Science</collection><jtitle>Chemistry of natural compounds</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Olennikov, D. N.</au><au>Chirikova, N. K.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>New Metabolites of Rhodiola rosea I. Glycosides of Herbacetin and Gossypetin</atitle><jtitle>Chemistry of natural compounds</jtitle><stitle>Chem Nat Compd</stitle><date>2022-11-01</date><risdate>2022</risdate><volume>58</volume><issue>6</issue><spage>1014</spage><epage>1020</epage><pages>1014-1020</pages><issn>0009-3130</issn><eissn>1573-8388</eissn><abstract>New O-glycosides of herbacetin and gossypetin (
1
–
6
) and eight known compounds were isolated from leaves of
Rhodiola rosea
L. [
Sedum roseum
(L.) Scop., Crassulaceae]. According to UV, IR, and NMR spectroscopic and mass spectrometric data, the isolated compounds were herbacetin-3-O-(3′′ -O-malonyl)-
β
-Dglucopyranoside-7-O-
β
-D-glucopyranoside-8-O-
β
-D-glucuronopyranoside (rhodirosin A,
1
), herbacetin- 3-O-(3′′,4′′-di-O-acetyl)-
β
-D-glucopyranoside-8-O-
β
-D-glucuronopyranoside (rhodirosin B,
2
), gossypetin- 8-O-(2′′-O-malonyl)-
β
-D-glucuronopyranoside (rhodirosin C,
3
), gossypetin-8-O-(2′′-O-acetyl)-
β
-Dglucuronopyranoside (rhodirosin D,
4
), herbacetin-8-O-(2′′-O-malonyl)-
β
-D-glucuronopyranoside (rhodirosin E,
5
), and herbacetin-8-O-(2′′ -O-acetyl)-
β
-D-glucuronopyranoside (rhodirosin F,
6
). Flavonoids
3
and
4
possessed the highest antiradical activity and inhibited the activity of
α
-amylase.</abstract><cop>New York</cop><pub>Springer US</pub><doi>10.1007/s10600-022-03857-w</doi><tpages>7</tpages></addata></record> |
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| language | eng |
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| subjects | Bioflavonoids Chemistry Chemistry and Materials Science Chemistry/Food Science Flavones Flavonoids Glycosides Mass spectrometry Metabolites NMR Nuclear magnetic resonance Organic Chemistry Plant Sciences Spectrometry |
| title | New Metabolites of Rhodiola rosea I. Glycosides of Herbacetin and Gossypetin |
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