Oleanane-type triterpenoid saponins from Silene armeria

Twelve triterpenoid saponins, including seven compounds (i.e., armerosides A–G) hitherto unknown, were isolated from whole plants of Silene armeria. Their structures were established based on extensive spectroscopic analyses and chemical methods. From a biosynthetic perspective, C-23 oxidation of th...

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Published inPhytochemistry (Oxford) Vol. 129; pp. 77 - 85
Main Authors Takahashi, Nobuyuki, Li, Wei, Koike, Kazuo
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 01.09.2016
Elsevier
Subjects
Armeroside
Biochemistry & Molecular Biology
Caryophyllaceae
chemical analysis
glycosylation
Glycosylation - drug effects
Life Sciences & Biomedicine
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Oleanolic Acid - analogs & derivatives
Oleanolic Acid - chemistry
Oleanolic Acid - isolation & purification
oxidation
Plant Roots - chemistry
Plant Sciences
Sapogenins - chemistry
Sapogenins - isolation & purification
Saponins - chemistry
Saponins - isolation & purification
Science & Technology
Silene - chemistry
Silene - metabolism
Silene armeria
spectroscopy
Sweet William Catchfly
Triterpenes - chemistry
Triterpenes - isolation & purification
Triterpenoid saponin
triterpenoid saponins
Armeroside
Sweet William Catchfly
Silene armeria
Caryophyllaceae
Triterpenoid saponin
ROOTS
CONSTITUENTS
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Abstract Twelve triterpenoid saponins, including seven compounds (i.e., armerosides A–G) hitherto unknown, were isolated from whole plants of Silene armeria. Their structures were established based on extensive spectroscopic analyses and chemical methods. From a biosynthetic perspective, C-23 oxidation of the sapogenin appears to be a key factor in the glycosylation pathway. [Display omitted] •Twelve triterpenoid saponins, five previously known, were isolated from Silene armeria.•Two possess a unique 3,4-seco-oleanane sapogenin structure.•Oxidation of C-23 of the sapogenin is a key factor in Silene saponin biosynthesis.
AbstractList Twelve triterpenoid saponins, including seven compounds (i.e., armerosides A-G) hitherto unknown, were isolated from whole plants of Silene armeria. Their structures were established based on extensive spectroscopic analyses and chemical methods. From a biosynthetic perspective, C-23 oxidation of the sapogenin appears to be a key factor in the glycosylation pathway.Twelve triterpenoid saponins, including seven compounds (i.e., armerosides A-G) hitherto unknown, were isolated from whole plants of Silene armeria. Their structures were established based on extensive spectroscopic analyses and chemical methods. From a biosynthetic perspective, C-23 oxidation of the sapogenin appears to be a key factor in the glycosylation pathway.
Twelve triterpenoid saponins, including seven compounds (i.e., armerosides A–G) hitherto unknown, were isolated from whole plants of Silene armeria. Their structures were established based on extensive spectroscopic analyses and chemical methods. From a biosynthetic perspective, C-23 oxidation of the sapogenin appears to be a key factor in the glycosylation pathway. [Display omitted] •Twelve triterpenoid saponins, five previously known, were isolated from Silene armeria.•Two possess a unique 3,4-seco-oleanane sapogenin structure.•Oxidation of C-23 of the sapogenin is a key factor in Silene saponin biosynthesis.
Twelve triterpenoid saponins, including seven compounds (i.e., armerosides A-G) hitherto unknown, were isolated from whole plants of Silene armeria. Their structures were established based on extensive spectroscopic analyses and chemical methods. From a biosynthetic perspective, C-23 oxidation of the sapogenin appears to be a key factor in the glycosylation pathway.
Twelve triterpenoid saponins, including seven compounds (i.e., armerosides A-G) hitherto unknown, were isolated from whole plants of Silene armeria. Their structures were established based on extensive spectroscopic analyses and chemical methods. From a biosynthetic perspective, C-23 oxidation of the sapogenin appears to be a key factor in the glycosylation pathway. (C) 2016 Elsevier Ltd. All rights reserved.
Author Li, Wei
Koike, Kazuo
Takahashi, Nobuyuki
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Keywords Armeroside
Sweet William Catchfly
Silene armeria
Caryophyllaceae
Triterpenoid saponin
ROOTS
CONSTITUENTS
Language English
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Snippet Twelve triterpenoid saponins, including seven compounds (i.e., armerosides A–G) hitherto unknown, were isolated from whole plants of Silene armeria. Their...
Twelve triterpenoid saponins, including seven compounds (i.e., armerosides A-G) hitherto unknown, were isolated from whole plants of Silene armeria. Their...
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SubjectTerms Armeroside
Biochemistry & Molecular Biology
Caryophyllaceae
chemical analysis
glycosylation
Glycosylation - drug effects
Life Sciences & Biomedicine
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Oleanolic Acid - analogs & derivatives
Oleanolic Acid - chemistry
Oleanolic Acid - isolation & purification
oxidation
Plant Roots - chemistry
Plant Sciences
Sapogenins - chemistry
Sapogenins - isolation & purification
Saponins - chemistry
Saponins - isolation & purification
Science & Technology
Silene - chemistry
Silene - metabolism
Silene armeria
spectroscopy
Sweet William Catchfly
Triterpenes - chemistry
Triterpenes - isolation & purification
Triterpenoid saponin
triterpenoid saponins
Title Oleanane-type triterpenoid saponins from Silene armeria
URI https://dx.doi.org/10.1016/j.phytochem.2016.07.011
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https://www.ncbi.nlm.nih.gov/pubmed/27460531
https://www.proquest.com/docview/1809604071
https://www.proquest.com/docview/2000117496
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