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A-Type proanthocyanidin trimers from cranberry that inhibit adherence of uropathogenic P-fimbriated Escherichia coli.
J Nat Prod. 2000 Sep; 63(9):1225-8.JN

Abstract

Three proanthocyanidin trimers possessing A-type interflavanoid linkages, epicatechin-(4beta-->6)-epicatechin-(4beta-->8, 2beta-->O-->7)-epicatechin (4), epicatechin-(4beta-->8, 2beta-->O-->7)-epicatechin-(4beta-->8)-epicatechin (5), and epicatechin-(4beta-->8)-epicatechin-(4beta-->8, 2beta-->O-->7)-epicatechin (6), were isolated from the ripe fruits of Vaccinium macrocarpon (cranberry) and prevented adherence of P-fimbriated Escherichia coli isolates from the urinary tract to cellular surfaces containing alpha-Gal(1-->4)beta-Gal receptor sequences similar to those on uroepithelial cells. The structure of 4 was elucidated by a combination of spectroscopic methods and acid-catalyzed degradation with phloroglucinol. Also isolated were the weakly active epicatechin-(4beta-->8, 2beta-->O-->7)-epicatechin (procyanidin A2) (3) and the inactive monomer epicatechin (1) and the inactive dimer epicatechin-(4beta-->8)-epicatechin (procyanidin B2) (2).

Authors+Show Affiliations

Foo LY
Industrial Research, Gracefield Research Center, PO Box 31-310, Lower Hutt, New Zealand. y.foo@irl.cri.nz
Lu Y
No affiliation info available
Howell AB
No affiliation info available
Vorsa N
No affiliation info available

MeSH

AnthocyaninsBacterial AdhesionBiflavonoidsCatechinEscherichia coliFruitHumansMolecular StructureProanthocyanidinsUrinary BladderUrinary Tract Infections

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

11000024

Clinical Trial Links

Identification of the Cranberry Juice Compounds That Prevent Urinary Tract Infections

Citation

Foo, L Y., et al. "A-Type Proanthocyanidin Trimers From Cranberry That Inhibit Adherence of Uropathogenic P-fimbriated Escherichia Coli." Journal of Natural Products, vol. 63, no. 9, 2000, pp. 1225-8.
Foo LY, Lu Y, Howell AB, et al. A-Type proanthocyanidin trimers from cranberry that inhibit adherence of uropathogenic P-fimbriated Escherichia coli. J Nat Prod. 2000;63(9):1225-8.
Foo, L. Y., Lu, Y., Howell, A. B., & Vorsa, N. (2000). A-Type proanthocyanidin trimers from cranberry that inhibit adherence of uropathogenic P-fimbriated Escherichia coli. Journal of Natural Products, 63(9), 1225-8.
Foo LY, et al. A-Type Proanthocyanidin Trimers From Cranberry That Inhibit Adherence of Uropathogenic P-fimbriated Escherichia Coli. J Nat Prod. 2000;63(9):1225-8. PubMed PMID: 11000024.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - A-Type proanthocyanidin trimers from cranberry that inhibit adherence of uropathogenic P-fimbriated Escherichia coli. AU - Foo,L Y, AU - Lu,Y, AU - Howell,A B, AU - Vorsa,N, PY - 2000/9/23/pubmed PY - 2001/2/28/medline PY - 2000/9/23/entrez SP - 1225 EP - 8 JF - Journal of natural products JO - J Nat Prod VL - 63 IS - 9 N2 - Three proanthocyanidin trimers possessing A-type interflavanoid linkages, epicatechin-(4beta-->6)-epicatechin-(4beta-->8, 2beta-->O-->7)-epicatechin (4), epicatechin-(4beta-->8, 2beta-->O-->7)-epicatechin-(4beta-->8)-epicatechin (5), and epicatechin-(4beta-->8)-epicatechin-(4beta-->8, 2beta-->O-->7)-epicatechin (6), were isolated from the ripe fruits of Vaccinium macrocarpon (cranberry) and prevented adherence of P-fimbriated Escherichia coli isolates from the urinary tract to cellular surfaces containing alpha-Gal(1-->4)beta-Gal receptor sequences similar to those on uroepithelial cells. The structure of 4 was elucidated by a combination of spectroscopic methods and acid-catalyzed degradation with phloroglucinol. Also isolated were the weakly active epicatechin-(4beta-->8, 2beta-->O-->7)-epicatechin (procyanidin A2) (3) and the inactive monomer epicatechin (1) and the inactive dimer epicatechin-(4beta-->8)-epicatechin (procyanidin B2) (2). SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/11000024/A_Type_proanthocyanidin_trimers_from_cranberry_that_inhibit_adherence_of_uropathogenic_P_fimbriated_Escherichia_coli_ L2 - https://doi.org/10.1021/np000128u DB - PRIME DP - Unbound Medicine ER -