Coumaroyl Iridoids and a Depside from Cranberry (Vaccinium macrocarpon)

Cranberry (Vaccinium macrocarpon) juice has been used for urinary tract infections for approximately 50 years. Recent research suggests that this botanical blocks adherence of pathogenic E. coli to urinary tract cells, thus preventing infection. While current evidence indicates that proanthocyanidin...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2007-02, Vol.70 (2), p.253-258
Main Authors: Turner, Allison, Chen, Shao-Nong, Nikolic, Dejan, van Breemen, Richard, Farnsworth, Norman R, Pauli, Guido F
Format: Article
Language:English
Subjects:
10-p-cis-coumaroyl-1S-dihydromonotropein
10-p-trans-coumaroyl-1S-dihydromonotropein
2-O-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxyphenylmethylacetate
Biological and medical sciences
cranberries
Depsides - chemistry
Depsides - isolation & purification
Depsides - pharmacology
Escherichia coli - drug effects
Escherichia coli - pathogenicity
Food industries
fruit juices
Fundamental and applied biological sciences. Psychology
General pharmacology
human health
Humans
Iridoid Glycosides
Iridoids - chemistry
Iridoids - isolation & purification
Iridoids - pharmacology
Medical sciences
Molecular Structure
Pharmacognosy. Homeopathy. Health food
Pharmacology. Drug treatments
phytochemicals
Plants, Medicinal - chemistry
Research and development. New food products, dietetic foods and beverages
Stereoisomerism
Vaccinium macrocarpon
Vaccinium macrocarpon - chemistry
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Description
Summary:Cranberry (Vaccinium macrocarpon) juice has been used for urinary tract infections for approximately 50 years. Recent research suggests that this botanical blocks adherence of pathogenic E. coli to urinary tract cells, thus preventing infection. While current evidence indicates that proanthocyanidins are responsible for this activity, these compounds may not reach the urinary tract; thus further investigation is warranted. Fractionation of cranberry juice concentrate was guided by a recently published antiadherence assay, and the resulting fractions were phytochemically characterized. Two new coumaroyl iridoid glycosides, 10-p-trans- (1) and 10-p-cis-coumaroyl-1S-dihydromonotropein (2), and a depside, 2-O-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxyphenylmethylacetate (3), were isolated, and although these compounds did not have antiadherent activity in isolation, they might constitute a new group of marker compounds for this active fraction of cranberry.
ISSN:0163-3864
1520-6025
DOI:10.1021/np060260f