scholarly journals Leaves of Invasive Plants—Japanese, Bohemian and Giant Knotweed—The Promising New Source of Flavan-3-ols and Proanthocyanidins

Plants ◽  
2020 ◽  
Vol 9 (1) ◽  
pp. 118 ◽  
Author(s):  
Maja Bensa ◽  
Vesna Glavnik ◽  
Irena Vovk

This is the first report on identification of all B-type proanthocyanidins from monomers to decamers (monomers—flavan-3-ols, dimers, trimers, tetramers, pentamers, hexamers, heptamers, octamers, nonamers, and decamers) and some of their gallates in leaves of Japanese knotweed (Fallopia japonica Houtt.), giant knotweed (Fallopia sachalinensis F. Schmidt) and Bohemian knotweed (Fallopia × bohemica (Chrtek & Chrtkova) J.P. Bailey). Flavan-3-ols and proanthocyanidins were investigated using high performance thin-layer chromatography (HPTLC) coupled to densitometry, image analysis, and mass spectrometry (HPTLC–MS/MS). All species contained (−)-epicatechin and procyanidin B2, while (+)-catechin was only detected in Bohemian and giant knotweed. (−)-Epicatechin gallate, procyanidin B1 and procyanidin C1 was only confirmed in giant knotweed. Leaves of all three knotweeds have the same chemical profiles of proanthocyanidins with respect to the degree of polymerization but differ with respect to gallates. Therefore, chromatographic fingerprint profiles of proanthocyanidins enabled differentiation among leaves of studied knotweeds, and between Japanese knotweed leaves and rhizomes. Leaves of all three species proved to be a rich source of proanthocyanidins (based on the total peak areas), with the highest content in giant and the lowest in Japanese knotweed. The contents of monomers in Japanese, Bohemian and giant knotweed were 0.84 kg/t of dry weight (DW), 1.39 kg/t DW, 2.36 kg/t, respectively, while the contents of dimers were 0.99 kg/t DW, 1.40 kg/t, 2.06 kg/t, respectively. Giant knotweed leaves showed the highest variety of gallates (dimer gallates, dimer digallates, trimer gallates, tetramer gallates, pentamer gallates, and hexamer gallates), while only monomer gallates and dimer gallates were confirmed in Japanese knotweed and monomer gallates, dimer gallates, and dimer digallates were detected in leaves of Bohemian knotweed. The profile of the Bohemian knotweed clearly showed the traits inherited from Japanese and giant knotweed from which it originated.

Plants ◽  
2021 ◽  
Vol 10 (2) ◽  
pp. 402
Author(s):  
Maja Bensa ◽  
Vesna Glavnik ◽  
Irena Vovk

Flavan-3-ols and proanthocyanidins of invasive alien plants Japanese knotweed (Fallopia japonica Houtt.), giant knotweed (Fallopia sachalinensis F. Schmidt) and Bohemian knotweed (Fallopia × bohemica (Chrtek & Chrtkova) J.P. Bailey) were investigated using high performance thin-layer chromatography (HPTLC) coupled to densitometry, image analysis and mass spectrometry (HPTLC–MS/MS). (+)-Catechin, (−)-epicatechin, (−)-epicatechin gallate and procyanidin B2 were found in rhizomes of these three species, and for the first time in Bohemian knotweed. (−)-Epicatechin gallate, procyanidin B1, procyanidin B2 and procyanidin C1 were found in giant knotweed rhizomes for the first time. Rhizomes of Bohemian and giant knotweed have the same chemical profiles of proanthocyanidins with respect to the degree of polymerization and with respect to gallates. Japanese and Bohemian knotweed have equal chromatographic fingerprint profiles with the additional peak not present in giant knotweed. Within the individual species giant knotweed rhizomes and leaves have the most similar fingerprints, while the fingerprints of Japanese and Bohemian knotweed rhizomes have additional peaks not found in leaves. Rhizomes of all three species proved to be a rich source of proanthocyanidins, with the highest content in Japanese and the lowest in Bohemian knotweed (based on the total peak areas). The contents of monomers in Japanese, Bohemian and giant knotweed rhizomes were 2.99 kg/t of dry mass (DM), 1.52 kg/t DM, 2.36 kg/t DM, respectively, while the contents of dimers were 2.81 kg/t DM, 1.09 kg/t DM, 2.17 kg/t DM, respectively. All B-type proanthocyanidins from monomers to decamers (monomers—flavan-3-ols, dimers, trimers, tetramers, pentamers, hexamers, heptamers, octamers, nonamers and decamers) and some of their gallates (monomer gallates, dimer gallates, dimer digallates, trimer gallates, tetramer gallates, pentamer gallates and hexamer gallates) were identified in rhizomes of Bohemian knotweed and giant knotweed. Pentamer gallates, hexamers, hexamer gallates, nonamers and decamers were identified for the first time in this study in Bohemian and giant knotweed rhizomes.


2016 ◽  
Vol 11 (2) ◽  
pp. 1934578X1601100
Author(s):  
Heléna Békési-Kallenberger ◽  
Györgyi Horváth ◽  
Tímea Bencsik ◽  
Viktória Lilla Balázs ◽  
Rita Filep ◽  
...  

Fallopia species which belong to the Polygonaceae family have several data related to their use in the Asian herbal medicine. In this work, some histological and phytochemical parameters of Fallopia japonica, F. sachalinensis, and F. × bohemica were analysed and compared. Rhizome and leaf samples were collected before, during, and after the flowering period at 3 habitats in Szombathely and 4 habitats in Baranya County, Hungary. The main histological characteristics of the stem, leaf and petiole were studied by light microscopy in cross section. Total tannin and anthraquinone contents were determined according to the official methods of the Hungarian Pharmacopoeia VIIIth (equal to the European Pharmacopoeia 6th). No species-specific markers were found in any plant part. In the rhizome, the highest tannin content was measured in Japanese knotweed, followed by Bohemian and giant knotweed in each period. The tannin content measured in each plant was higher in the leaves than in the rhizomes except F. japonica. The rhizome of F. japonica had the highest anthraquinone content before the flowering period, followed by F. × bohemica and F. sachalinensis. According to earlier and our preliminary data, Fallopia taxa are of great therapeutic promise in the future.


Plants ◽  
2020 ◽  
Vol 9 (12) ◽  
pp. 1753
Author(s):  
Vesna Glavnik ◽  
Irena Vovk

Anthraquinones (yellow dyes) were extracted from Japanese knotweed rhizomes with twelve extraction solvents (water; ethanol(aq) (20%, 40%, 60%, 70% and 80%), ethanol, 70% methanol(aq), methanol, 70% acetone(aq), acetone and dichloromethane). The obtained sample test solutions (STSs) were analyzed using high-performance thin-layer chromatography (HPTLC) coupled to densitometry and mass spectrometry (HPTLC–MS/MS) on HPTLC silica gel plates. Identical qualitative densitometric profiles (with anthraquinone aglycones and glycosylated anthraquinones) were obtained for STSs in all the solvents except for the STS in dichloromethane, which enabled the most selective extractions of anthraquinone aglycones emodin and physcion. The highest extraction efficiency, evaluated by comparison of the total peak areas in the densitograms of all STSs scanned at 442 nm, was achieved for 70% acetone(aq). In STS prepared with 70% acetone(aq), the separation of non-glycosylated and glycosylated anthraquinones was achieved with developing solvents toluene–acetone–formic acid (6:6:1, 3:6:1 and 3:3:1 v/v) and dichloromethane–acetone–formic acid (1:1:0.1, v/v). Non-glycosylated anthraquinones were separated only with toluene–acetone–formic acid, among which the best resolution between emodin and physcion gave the ratio 6:6:1 (v/v). This solvent and dichloromethane–acetone–formic acid (1:1:0.1, v/v) enabled the best separation of glycosylated anthraquinones. Four HPTLC-MS/MS methods enabled the identification of emodin and tentative identification of its three glycosylated analogs (emodin-8-O-hexoside, emodin-O-acetyl-hexoside and emodin-O-malonyl-hexoside), while only the HPTLC-MS/MS method with toluene-acetone-formic acid (6:6:1, v/v) enabled the identification of physcion. Changes of the shapes and the absorption maxima (bathochromic shifts) in the absorption spectra after post-chromatographic derivatization provided additional proof for the detection of physcion and rejection of the presence of chrysophanol in STS.


Author(s):  
Farida Benmeziane ◽  
Yves Cadot

Background: Grape phenolics are structurally diverse, from simple molecules to oligomers and polymers usually designated “tannins or proanthocyanidins (PAs)” referring to their ability to interact with proteins. Those compounds have been attributed to a great number of biological activities beneficial for human health as they act as antioxidant, anti-inflammatory, antitumor, etc. Aim: The objective of the current study was to quantify and to identify the PAs and determine the mean degree of polymerization (DPm) in seeds and skins of the grape cardinal variety cultivated in El-Tarf region, Algeria. Methods and Material: To determine PAs, Reverse Phase High-Performance Liquid Chromatography with Diode Array Detection (RP-HPLC-DAD) has been utilized. The DPm was determined after the reaction of thiolysis in the presence of toluene-α-thiol reagent. Results: HPLC-DAD analysis of Cardinal skin and seed extract showed that epicatechin gallate (ECG) and epigallocatechin (EGC) were the major constitutive units of grape skin tannins and the mean degree of polymerization (DPm) was lower for seed PAs than for skin. Conclusions: This study showed the richness of skin and grape seeds in polyphenolic compounds (PAs). Therefore, these parts of grape can be used as a potential source of bioactive molecules to promote the health of populations in this region in Algeria. Keywords: Grape, Skin, Seed, Proanthocyanidins, RP-HPLC-DAD.


2016 ◽  
Vol 9 (1) ◽  
pp. 71-80 ◽  
Author(s):  
Sharon Gillies ◽  
David R. Clements ◽  
Jennifer Grenz

AbstractMore than 100 years ago, Japanese knotweed was introduced to North America. Given its vigorous rhizome system and capability to grow from rhizome and stem fragments, it persists and spreads locally, forming monotypic stands. The Japanese knotweed clone originally introduced was a male sterile female clone; thus, early in the invasion, reproduction from seed was not an issue. The implication was that long-distance dispersal was relatively rare. However, recently, widespread hybridization between Japanese knotweed and Sakhalin (giant) knotweed has been reported, with the hybrid species, Bohemian knotweed, forming the majority of knotweed plants in many areas and possessing higher variability than the parent species. The hybrids produce large numbers of wind-dispersed viable seeds that germinate at rates approaching 100% in some populations. As temperatures increase, knotweed is predicted to expand its range farther north and to higher elevations. With the ability to regenerate from vegetative fragments and disperse via seeds, invasive knotweed species are on the move. An arsenal of chemical weapons, the ability to shade out competitors, and the ability to adapt rapidly through epigenetic change makes knotweed a formidable invader. We observed that knotweed species clearly possess 8 of the 12 ideal weed characteristics, with Bohemian knotweed likely exhibiting still more because of prolific seed production. More research is needed to answer pressing questions. How does hybridization affect knotweed epigenetics? Under what conditions might seed production become more frequent? What kind of niche expansion is possible with the increased variability? Given the considerable challenges posed by knotweed species that promise to become even greater with the proliferation and spread of Bohemian ecotypes, only a thoroughly researched, well-informed approach to knotweed management across North America can be successful.


Plants ◽  
2019 ◽  
Vol 8 (10) ◽  
pp. 384 ◽  
Author(s):  
Valentina Metličar ◽  
Irena Vovk ◽  
Alen Albreht

Japanese knotweed (Fallopia japonica Houtt.) and Bohemian knotweed (Fallopia x bohemica) are invasive alien plant species, causing great global ecological and economic damage. Mechanical excavation of plant material represents an effective containment method, but it is not economically and environmentally sustainable as it produces an excessive amount of waste. Thus, practical uses of these plants are actively being sought. In this study, we explored the carotenoid profiles and carotenoid content of mature (green) and senescing leaves of both knotweeds. Both plants showed similar pigment profiles. By means of high performance thin-layer chromatography with densitometry and high performance liquid chromatography coupled to photodiode array and mass spectrometric detector, 11 carotenoids (and their derivatives) and 4 chlorophylls were identified in green leaves, whereas 16 distinct carotenoids (free carotenoids and xanthophyll esters) were found in senescing leaves. Total carotenoid content in green leaves of Japanese knotweed and Bohemian knotweed (378 and 260 mg of lutein equivalent (LE)/100 g dry weight (DW), respectively) was comparable to that of spinach (384 mg LE/100 g DW), a well-known rich source of carotenoids. A much lower total carotenoid content was found for senescing leaves of Japanese and Bohemian knotweed (67 and 70 mg LE/100 g DW, respectively). Thus, green leaves of both studied knotweeds represent a rich and sustainable natural source of bioactive carotenoids. Exploitation of these invaders for the production of high value-added products should consequently promote their mechanical control.


2008 ◽  
Vol 54 (No. 7) ◽  
pp. 301-303 ◽  
Author(s):  
N. Vrchotová ◽  
B. Šerá

Our objective was to determine which rhizome extract from Japanese knotweed, Giant knotweed or Bohemian knotweed has the most significant inhibition effect on the germinated seeds. The seeds of white mustard were incubated with the extracts for two days under laboratory conditions. We monitored differences in number of germinated seeds, length of radicles, hypocotyls and root/shoot ratio between the control and experimental seeds. Inhibitory effect of extracts from dried knotweed rhizomes was confirmed, but without differences among tested plants. A higher allelopathic effect was revealed in the case of extract from aboveground parts.


Antioxidants ◽  
2021 ◽  
Vol 10 (1) ◽  
pp. 133
Author(s):  
Urška Jug ◽  
Katerina Naumoska ◽  
Irena Vovk

The antioxidant activities of Japanese knotweed rhizome bark extracts, prepared with eight different solvents or solvent mixtures (water, methanol, 80% methanol(aq), acetone, 70% acetone(aq), ethanol, 70% ethanol(aq), and 90% ethyl acetate(aq)), were determined using a 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical-scavenging assay. Low half maximal inhibitory concentration (IC50) values (2.632–3.720 µg mL−1) for all the extracts were in the range of the IC50 value of the known antioxidant ascorbic acid at t0 (3.115 µg mL−1). Due to the highest extraction yield (~44%), 70% ethanol(aq) was selected for the preparation of the extract for further investigations. The IC50 value calculated for its antioxidant activity remained stable for at least 14 days, while the IC50 of ascorbic acid increased over time. The stability study showed that the container material was of great importance for the light-protected storage of the ascorbic acid(aq) solution in a refrigerator. Size exclusion–high-performance liquid chromatography (SEC-HPLC)–UV and reversed phase (RP)-HPLC-UV coupled with multistage mass spectrometry (MSn) were developed for fractionation of the 70% ethanol(aq) extract and for further compound identification, respectively. In the most potent antioxidant SEC fraction, determined using an on-line post-column SEC-HPLC-DPPH assay, epicatechin, resveratrol malonyl hexoside, and its in-source fragments (resveratrol and resveratrol acetyl hexoside) were tentatively identified by RP-HPLC-MSn. Moreover, epicatechin was additionally confirmed by two orthogonal methods, SEC-HPLC-UV and high-performance thin-layer chromatography (HPTLC) coupled with densitometry. Finally, the latter technique enabled the identification of (−)-epicatechin. (−)-Epicatechin demonstrated potent and stable time-dependent antioxidant activity (IC50 value ~1.5 µg mL−1) for at least 14 days.


Agronomy ◽  
2021 ◽  
Vol 11 (6) ◽  
pp. 1232
Author(s):  
Rozalija Cvejić ◽  
Susanne Klages ◽  
Marina Pintar ◽  
Lara Resman ◽  
Ana Slatnar ◽  
...  

In this study, fermentation-based organic fertilizer (OF) was produced from the aboveground parts of Fallopia japonica (Houtt.) Ronse Decr. The quantity of N in OF (17.2 kg t−1 fresh lactic-fermented OF) was higher than average in cattle farmyard manure, but on a comparable level to solid poultry and rabbit manure. The OF was applied on a field to evaluate its effect on Chinese cabbage. The applied nutrients with OF N159 were 159, 44 and 121 kg ha−1 for N, P, and K, respectively. The applied nutrients with OF N317 were 317, 38, and 200 kg ha−1 for N, P, and K, respectively. The average mass of marketable Chinese cabbage (Brassica pekinensis Rupr.) single heads ranged from 253 g with N0 treatment to 602 g with N317 treatment. The nutrient recovery efficiency REN,P,K was 37, 20, and 50% for N317 and 55, 48, and 77% for N159. The OF was found to be a suitable alternative to farmyard manure. Additionally, OF produced from F. japonica could complement existing approaches to limit the spread of invasive species in cities. Further research should focus on perennial crop rotations and cropping patterns, different soil types, and a greater variety of crops and consider the possible retention of urban farmers using fertilizer from invasive plants.


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