Two Acylated Diarylheptanoid Glycosides from Red Alder Bark

Two novel acylated diarylheptanoid glycosides, oregonosides A and B (3, 4, respectively), were isolated from red alder bark and their structures established by spectrometric techniques. The compounds were identified as (5S)-1,7-bis(3,4-dihydroxyphenyl)-5-O-(6-O-benzoyl-β-d-glucopyranosyl)-heptan-3-o...

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Bibliographic Details
Published inJournal of natural products (Washington, D.C.) Vol. 61; no. 10; pp. 1292 - 1294
Main Authors González-Laredo, Rubén F, Helm, Richard F, Chen, Jie, Karchesy, Joseph J
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 01.10.1998
Amer Chemical Soc
American Society of Pharmacognosy
Subjects
Biological and medical sciences
Chemistry, Medicinal
General pharmacology
Life Sciences & Biomedicine
Medical sciences
Pharmacognosy. Homeopathy. Health food
Pharmacology & Pharmacy
Pharmacology. Drug treatments
Plant Sciences
Science & Technology
Oregon
United States
North America
America
SPECTROSCOPY
INNER BARK
CONFIGURATION
Natural dye
Pharmacognosy
Bark
Alnus rubra
Ketone
Diphenols
Medicinal plant
Folk medicine
Dicotyledones
Angiospermae
Plant origin
Phenols
S configuration
Isolation
Spermatophyta
Glycoside
Acylate
Betulaceae
Structural analysis
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Summary:Two novel acylated diarylheptanoid glycosides, oregonosides A and B (3, 4, respectively), were isolated from red alder bark and their structures established by spectrometric techniques. The compounds were identified as (5S)-1,7-bis(3,4-dihydroxyphenyl)-5-O-(6-O-benzoyl-β-d-glucopyranosyl)-heptan-3-one and (5S)-1,7-bis(3,4-dihydroxyphenyl)-5-O-(6-O-vanilloyl-β-d-glucopyranosyl)-heptan-3-one.
Bibliography:istex:F7AE3B9121A598E336E88E3165EF3BC761D13FD5
ark:/67375/TPS-5WSGNQG8-4
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0163-3864
1520-6025
DOI:10.1021/np980083l