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Hopane-type saponins from Glinus lotoides Linn

Six hopane-type saponins, lotoidesides A–F, along with a known compound were isolated. Their structures were elucidated by 2D NMR analysis, mass spectrometry and chemical evidences. Seven hopane-type saponins were isolated from the methanol extract of Glinus lotoides. Six of them were identified as...

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Published in:Phytochemistry (Oxford) 2005-03, Vol.66 (6), p.621-626
Main Authors: Biswas, Tanusree, Gupta, Moumita, Achari, Basudeb, Pal, Bikas C.
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description Six hopane-type saponins, lotoidesides A–F, along with a known compound were isolated. Their structures were elucidated by 2D NMR analysis, mass spectrometry and chemical evidences. Seven hopane-type saponins were isolated from the methanol extract of Glinus lotoides. Six of them were identified as novel compounds and designated as lotoideside A [3- O-β- d-xylopyranosyl (1 → 2)-α- l-rhamnopyranosyl-6α- O-β- d-xylopyranosyl-22-β- O-β- d-glucopyranosyl-16β-hydroxy hopane ( 1)], lotoideside B [3- O-β- d-xylopyranosyl (1 → 2)-α- l-rhamnopyranosyl-22-β- O-β- d-glucopyranosyl-6α,16β-dihydroxyhopane ( 2)], lotoideside C [3- O d-xylopyranosyl-6α- O-β- d-xylopyranosyl-16β- O-β- d-xylopyranosyl-22β-hydroxyhopane ( 3)], lotoideside D [3- O-β- d-xylopyranosyl-16β- O-α- l-arabinopyranosyl-6α,22-β-dihydroxyhopane ( 4)], lotoideside E [3- O-β- d-xylopyranosyl-6α- O-β- d-xylopyranosyl-16 β,22-β-dihydroxyhopane ( 5)], and lotoideside F [3- O-β- d-xylopyranosyl-22-β- O-β- d-glucopyranosyl-16β-hydroxyhopan-6-one ( 6)]. The known compound succulentoside B ( 7) was also encountered. Their structures were elucidated on the basis of one-and two-dimensional NMR spectroscopic techniques, ESIMS and chemical evidences.
doi_str_mv 10.1016/j.phytochem.2005.02.012
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Their structures were elucidated by 2D NMR analysis, mass spectrometry and chemical evidences. Seven hopane-type saponins were isolated from the methanol extract of Glinus lotoides. Six of them were identified as novel compounds and designated as lotoideside A [3- O-β- d-xylopyranosyl (1 → 2)-α- l-rhamnopyranosyl-6α- O-β- d-xylopyranosyl-22-β- O-β- d-glucopyranosyl-16β-hydroxy hopane ( 1)], lotoideside B [3- O-β- d-xylopyranosyl (1 → 2)-α- l-rhamnopyranosyl-22-β- O-β- d-glucopyranosyl-6α,16β-dihydroxyhopane ( 2)], lotoideside C [3- O d-xylopyranosyl-6α- O-β- d-xylopyranosyl-16β- O-β- d-xylopyranosyl-22β-hydroxyhopane ( 3)], lotoideside D [3- O-β- d-xylopyranosyl-16β- O-α- l-arabinopyranosyl-6α,22-β-dihydroxyhopane ( 4)], lotoideside E [3- O-β- d-xylopyranosyl-6α- O-β- d-xylopyranosyl-16 β,22-β-dihydroxyhopane ( 5)], and lotoideside F [3- O-β- d-xylopyranosyl-22-β- O-β- d-glucopyranosyl-16β-hydroxyhopan-6-one ( 6)]. The known compound succulentoside B ( 7) was also encountered. 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Their structures were elucidated by 2D NMR analysis, mass spectrometry and chemical evidences. Seven hopane-type saponins were isolated from the methanol extract of Glinus lotoides. Six of them were identified as novel compounds and designated as lotoideside A [3- O-β- d-xylopyranosyl (1 → 2)-α- l-rhamnopyranosyl-6α- O-β- d-xylopyranosyl-22-β- O-β- d-glucopyranosyl-16β-hydroxy hopane ( 1)], lotoideside B [3- O-β- d-xylopyranosyl (1 → 2)-α- l-rhamnopyranosyl-22-β- O-β- d-glucopyranosyl-6α,16β-dihydroxyhopane ( 2)], lotoideside C [3- O d-xylopyranosyl-6α- O-β- d-xylopyranosyl-16β- O-β- d-xylopyranosyl-22β-hydroxyhopane ( 3)], lotoideside D [3- O-β- d-xylopyranosyl-16β- O-α- l-arabinopyranosyl-6α,22-β-dihydroxyhopane ( 4)], lotoideside E [3- O-β- d-xylopyranosyl-6α- O-β- d-xylopyranosyl-16 β,22-β-dihydroxyhopane ( 5)], and lotoideside F [3- O-β- d-xylopyranosyl-22-β- O-β- d-glucopyranosyl-16β-hydroxyhopan-6-one ( 6)]. The known compound succulentoside B ( 7) was also encountered. 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Psychology</topic><topic>Glinus lotoides</topic><topic>hopane</topic><topic>Hopane-type saponins</topic><topic>lotoidesides</topic><topic>Lotoidesides A–F</topic><topic>medicinal plants</topic><topic>Molecular Structure</topic><topic>Molluginaceae - chemistry</topic><topic>Mollugo</topic><topic>Mollugo hirta</topic><topic>phytochemicals</topic><topic>plant extracts</topic><topic>Plant physiology and development</topic><topic>saponins</topic><topic>Saponins - chemistry</topic><topic>Saponins - isolation &amp; purification</topic><topic>spectral analysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Biswas, Tanusree</creatorcontrib><creatorcontrib>Gupta, Moumita</creatorcontrib><creatorcontrib>Achari, Basudeb</creatorcontrib><creatorcontrib>Pal, Bikas C.</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Phytochemistry (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Biswas, Tanusree</au><au>Gupta, Moumita</au><au>Achari, Basudeb</au><au>Pal, Bikas C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Hopane-type saponins from Glinus lotoides Linn</atitle><jtitle>Phytochemistry (Oxford)</jtitle><addtitle>Phytochemistry</addtitle><date>2005-03-01</date><risdate>2005</risdate><volume>66</volume><issue>6</issue><spage>621</spage><epage>626</epage><pages>621-626</pages><issn>0031-9422</issn><eissn>1873-3700</eissn><abstract>Six hopane-type saponins, lotoidesides A–F, along with a known compound were isolated. Their structures were elucidated by 2D NMR analysis, mass spectrometry and chemical evidences. Seven hopane-type saponins were isolated from the methanol extract of Glinus lotoides. Six of them were identified as novel compounds and designated as lotoideside A [3- O-β- d-xylopyranosyl (1 → 2)-α- l-rhamnopyranosyl-6α- O-β- d-xylopyranosyl-22-β- O-β- d-glucopyranosyl-16β-hydroxy hopane ( 1)], lotoideside B [3- O-β- d-xylopyranosyl (1 → 2)-α- l-rhamnopyranosyl-22-β- O-β- d-glucopyranosyl-6α,16β-dihydroxyhopane ( 2)], lotoideside C [3- O d-xylopyranosyl-6α- O-β- d-xylopyranosyl-16β- O-β- d-xylopyranosyl-22β-hydroxyhopane ( 3)], lotoideside D [3- O-β- d-xylopyranosyl-16β- O-α- l-arabinopyranosyl-6α,22-β-dihydroxyhopane ( 4)], lotoideside E [3- O-β- d-xylopyranosyl-6α- O-β- d-xylopyranosyl-16 β,22-β-dihydroxyhopane ( 5)], and lotoideside F [3- O-β- d-xylopyranosyl-22-β- O-β- d-glucopyranosyl-16β-hydroxyhopan-6-one ( 6)]. The known compound succulentoside B ( 7) was also encountered. 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source ScienceDirect Journals
subjects Aizoaceae
Biological and medical sciences
Chemical constitution
chemical structure
Fundamental and applied biological sciences. Psychology
Glinus lotoides
hopane
Hopane-type saponins
lotoidesides
Lotoidesides A–F
medicinal plants
Molecular Structure
Molluginaceae - chemistry
Mollugo
Mollugo hirta
phytochemicals
plant extracts
Plant physiology and development
saponins
Saponins - chemistry
Saponins - isolation & purification
spectral analysis
title Hopane-type saponins from Glinus lotoides Linn
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