Identification and occurrence of phenylethanoid and iridoid glycosides in six Polish broomrapes (Orobanche spp. and Phelipanche spp., Orobanchaceae)

There are about 200 holoparasitic broomrapes (Orobanchaceae) known worldwide, however, only several species have been so far investigated phytochemically. Among Orobanche s.l. are both rare and endangered species, as well as onerous crop pests. This study aims to give a phytochemical description, bo...

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Published in:Phytochemistry (Oxford) 2020-02, Vol.170, p.112189-112189, Article 112189
Main Authors: Jedrejek, Dariusz, Pawelec, Sylwia, Piwowarczyk, Renata, Pecio, Łukasz, Stochmal, Anna
Format: Article
Language:English
Subjects:
Antioxidants - chemistry
Antioxidants - isolation & purification
Antioxidants - pharmacology
Biphenyl Compounds - antagonists & inhibitors
Broomrape
HR-QTOF/MS
Humans
Iridoid Glycosides - chemistry
Iridoid Glycosides - isolation & purification
Iridoid Glycosides - pharmacology
Iridoids
NMR
Orobanchaceae - chemistry
Orobanche
Orobanche - chemistry
Phelipanche
Phenylethanoid glycosides
Phenylethyl Alcohol - chemistry
Phenylethyl Alcohol - isolation & purification
Phenylethyl Alcohol - pharmacology
Phytochemicals - chemistry
Phytochemicals - isolation & purification
Phytochemicals - pharmacology
Picrates - antagonists & inhibitors
Poland
Species Specificity
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Summary:There are about 200 holoparasitic broomrapes (Orobanchaceae) known worldwide, however, only several species have been so far investigated phytochemically. Among Orobanche s.l. are both rare and endangered species, as well as onerous crop pests. This study aims to give a phytochemical description, both qualitative and quantitative, of six broomrape species (Orobanche and Phelipanche taxa) growing in Poland, including species that have not been tested in detail (O. caryophyllacea, O. lutea, O. picridis, and P. arenaria). Sixteen metabolites, including 14 phenylethanoid glycosides (PhGs) and 2 iridoid glycosides (IrGs), were isolated and identified using NMR spectroscopy and hydrolysis, revealing the presence of two previously undescribed PhGs in P. ramosa, named ramoside A and 2′-acetylramoside A. In addition, in the example of O. caryophyllacea, we have reported as the first occurrence of IrGs in broomrapes. Concentrations of phenylethanoids, the main constituents of broomrapes, in the studied plant material (flowering shoots with haustoria) were determined using the UHPLC-PDA method. It was found that P. ramosa has been the richest source of PhGs. In addition, the differences between broomrapes have been visualized using principal component and cluster analysis. The results of the antiradical DPPH test of 13 PhGs confirmed previous findings on the relation of the antioxidant potential with the structure of phenolic moieties – phenolic acid and phenylethanoid unit. [Display omitted] •16 phenylethanoids and 2 iridoids were identified in six studied broomrape species.•Two undescribed phenylethanoid glycosides were isolated from Phelipanche ramosa.•The occurrence of iridoids in broomrapes has been demonstrated for the first time.•The antioxidant action of phenylethanoids depends on the type of phenolic moieties.
ISSN:0031-9422
1873-3700
DOI:10.1016/j.phytochem.2019.112189