Planta Med 2013; 79(01): 45-51
DOI: 10.1055/s-0032-1327926
Natural Product Chemistry
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Phenylpropanoid-substituted Procyanidins and Tentatively Identified Procyanidin Glycosides from Hawthorn (Crataegus spp.)

Jandirk Sendker
1   University of Münster, Institute of Pharmaceutical Biology and Phytochemistry, Münster, Deutschland
,
Frank Petereit
1   University of Münster, Institute of Pharmaceutical Biology and Phytochemistry, Münster, Deutschland
,
Marcus Lautenschläger
1   University of Münster, Institute of Pharmaceutical Biology and Phytochemistry, Münster, Deutschland
,
Nils Hellenbrand
1   University of Münster, Institute of Pharmaceutical Biology and Phytochemistry, Münster, Deutschland
,
Andreas Hensel
1   University of Münster, Institute of Pharmaceutical Biology and Phytochemistry, Münster, Deutschland
› Author Affiliations
Further Information

Publication History

received 09 April 2012
revised 07 October 2012

accepted 18 October 2012

Publication Date:
15 November 2012 (online)

Abstract

The rational use of hawthorn leafs and flowers from Crataegus spp. for declining cardiac performance is mainly due to flavon-C-glycosides and oligomeric procyanidins (OPC). From OPC-enriched extracts from different batches, a dimeric phenylpropanoid-substituted procyanidin (cinchonain II b, 1) was isolated and characterized by MS, CD, and NMR. Also the presence of higher oligomeric cinchonains (degree of polymerization 3 to 8) in hawthorn extracts was shown by a specific ultrahigh-pressure liquid chromatography-ESI-qTOF-MS method. Interestingly, strong evidence for the occurrence of oligomeric procyanidin hexosides was found by ultrahigh-pressure liquid chromatography-ESI-qTOF-MS analysis which additionally revealed the presence of peaks indicative of dimeric procyanidin hexosides by their exact mass, which were clearly distinguishable from the cinchonain II type peaks.

Supporting Information

 
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