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"procyanidins"
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A metal-free photocatalyst for highly efficient hydrogen peroxide photoproduction in real seawater
2021
Artificial photosynthesis of H
2
O
2
from H
2
O and O
2
, as a spotless method, has aroused widespread interest. Up to date, most photocatalysts still suffer from serious salt-deactivated effects with huge consumption of photogenerated charges, which severely limit their wide application. Herein, by using a phenolic condensation approach, carbon dots, organic dye molecule procyanidins and 4-methoxybenzaldehyde are composed into a metal-free photocatalyst for the photosynthetic production of H
2
O
2
in seawater. This catalyst exhibits high photocatalytic ability to produce H
2
O
2
with the yield of 1776 μmol g
−1
h
−1
(
λ
≥ 420 nm; 34.8 mW cm
−2
) in real seawater, about 4.8 times higher than the pure polymer. Combining with in-situ photoelectrochemical and transient photovoltage analysis, the active site and the catalytic mechanism of this composite catalyst in seawater are also clearly clarified. This work opens up an avenue for a highly efficient and practical, available catalyst for H
2
O
2
photoproduction in real seawater.
It is a challenge to produce hydrogen peroxide in seawater by photocatalysis. Here, the authors design and synthesize a metal-free photocatalyst based on carbon dots with a salt-protective electron sink effect, which exhibits enhanced hydrogen peroxide photoproduction in real seawater.
Journal Article
Procyanidins: Structural Properties, Production Methods, and Modern Applications
by
Balanay, Mannix P.
,
Tukesheva, Anna V.
,
Berillo, Dmitriy
in
Biflavonoids - chemistry
,
Biflavonoids - pharmacology
,
Bioavailability
2026
Procyanidins, a class of substances widely distributed in nature, have attracted the attention of the scientific community due to their bioactive properties, especially with regard to human health. This review is based on an extensive examination of peer-reviewed literature, patents, and clinical trial reports published between 2005 and 2025. From an initial pool of more than 300 documents, 283 studies were selected according to criteria of scientific rigor, methodological clarity, and relevance to the research objectives. A literature search was performed using PubMed, PubChem, Google Scholar, Scopus and ResearchGate employing keywords such as Procyanidins, chemical structure, extraction, and health effects. This article provides a comprehensive overview of current methods for obtaining these compounds, which include both natural sources and synthetic approaches. It provides a concise summary of the molecular structure of procyanidins and emphasizes the importance of understanding their conformational features for predicting biological activity. The challenges of establishing correlations between the structural features of procyanidins and their properties are described. In addition, this article explores the many potential applications of these compounds, spanning both biochemistry and the field of design and synthesis of novel materials. This review provides a comprehensive evaluation of Procyanidins, focusing on their geometrical conformation analysis through advanced NMR spectroscopy techniques including homonuclear correlation (COSY, TOCSY), heteronuclear one-bond (HSQC, HMQC), multiple-bond (HMBC) experiments, and through-space correlation (NOESY) in conjunction with various extraction methodologies.
Journal Article
Disambiguation of Isomeric Procyanidins with Cyclic B-Type and Non-cyclic A-Type Structures from Wine and Peanut Skin with HPLC-HDX-HRMS/MS
by
Longo, Edoardo
,
Rossetti, Fabrizio
,
Merkyte, Vakare
in
Analytical Chemistry
,
Bioinformatics
,
Biotechnology
2018
Hydrogen/deuterium exchange coupled with high-resolution mass spectrometry was successfully applied for the identification of A-type tetrameric, pentameric, and hexameric procyanidins in peanut skin. This extended a previous study on isomeric cyclic B-type unconventional tetramer, pentamer, and hexamer procyanidins found in wine and cranberries. Not only had the method successfully identified the procyanidins with a single A-linkage (e.g., tetrameric
m/z
1153.2608) by means of distinguishing them from their isomeric cyclic B-type analogues, but this method also worked for procyanidins with two or more A-linkages (such as the tetrameric
m/z
1151.2452). As a further consequence, B-type cyclic pentamers and hexamers in wine have been elucidated with hydrogen/deuterium exchange (HDX) for the first time.
Graphical Abstract
ᅟ
Journal Article
A review of alpha-glucosidase inhibitors from plants as potential candidates for the treatment of type-2 diabetes
2022
Diabetes mellitus is a multifactorial global health disorder that is rising at an alarming rate. Cardiovascular diseases, kidney damage and neuropathy are the main cause of high mortality rates among individuals with diabetes. One effective therapeutic approach for controlling hyperglycemia associated with type-2 diabetes is to target alpha-amylase and alpha-glucosidase, enzymes that catalyzes starch hydrolysis in the intestine. At present, approved inhibitors for these enzymes are restricted to acarbose, miglitol and voglibose. Although these inhibitors retard glucose absorption, undesirable gastrointestinal side effects impede their application. Therefore, research efforts continue to seek novel inhibitors with improved efficacy and minimal side effects. Natural products of plant origin have been a valuable source of therapeutic agents with lesser toxicity and side effects. The anti-diabetic potential through alpha-glucosidase inhibition of plant-derived molecules are summarized in this review. Eight molecules (Taxumariene F, Akebonoic acid, Morusin, Rhaponticin, Procyanidin A2, Alaternin, Mulberrofuran K and Psoralidin) were selected as promising drug candidates and their pharmacokinetic properties and toxicity were discussed where available.
Journal Article
Transcriptomic and metabolomic analysis provides insights into anthocyanin and procyanidin accumulation in pear
2020
Background
Pear is one of the most important fruit crops worldwide. Anthocyanins and procyanidins (PAs) are important secondary metabolites that affect the appearance and nutritive quality of pear. However, few studies have focused on the molecular mechanism underlying anthocyanin and PA accumulation in pear.
Results
We conducted metabolome and transcriptome analyses to identify candidate genes involved in anthocyanin and PA accumulation in young fruits of the pear cultivar ‘Clapp Favorite’ (CF) and its red mutation cultivar ‘Red Clapp Favorite’ (RCF). Gene–metabolite correlation analyses revealed a ‘core set’ of 20 genes that were strongly correlated with 10 anthocyanin and seven PA metabolites. Of these,
PcGSTF12
was confirmed to be involved in anthocyanin and PA accumulation by complementation of the
tt19–7 Arabidopsis
mutant. Interestingly,
PcGSTF12
was found to be responsible for the accumulation of procyanidin A3, but not petunidin 3, 5-diglucoside, opposite to the function of AtGSTs in
Arabidopsis
. Transformation with
PcGSTF12
greatly promoted or repressed genes involved in anthocyanin and PA biosynthesis, regulation, and transport. Electrophoretic mobility shift and luciferase reporter assays confirmed positive regulation of
PcGSTF12
by PcMYB114.
Conclusion
These findings identify a core set of genes for anthocyanin and PA accumulation in pear. Of these,
PcGSTF12
, was confirmed to be involved in anthocyanin and PA accumulation. Our results also identified an important anthocyanin and PA regulation node comprising two core genes,
PcGSTF12
and
PcMYB114
. These results provide novel insights into anthocyanin and PA accumulation in pear and represent a valuable data set to guide future functional studies and pear breeding.
Journal Article
Determination of Phenolic Compounds, Procyanidins, and Antioxidant Activity in Processed Coffea arabica L. Leaves
by
Huang, Tzou-Chi
,
Ngamsuk, Samuchaya
,
Hsu, Jue-Liang
in
2,2-diphenyl-1-picrylhydrazyl
,
antioxidant activity
,
bioactive compounds
2019
The effects of dry processing and maturity on antioxidant activity, total phenolic content, total procyanidins, and identity of phenolic compounds in coffee leaves were evaluated. Fresh coffee leaves were tray-dried at 40 °C for 8 h before total phenolic content, total procyanidins, and antioxidant activity were analyzed. The drying process significantly (p < 0.05) improved the release of total phenolic content and total procyanidins compared with the fresh leaves. The results showed that the young leaves exposed to drying processes had the highest total phenolic content, total procyanidins, and DPPH radical scavenging activity. Therefore, the effect of different drying temperatures (30, 40, and 50 °C) in the young leaves were further analyzed. The results indicated that DPPH radical scavenging activity, total phenolic content, and total procyanidins were increasingly generated when exposed to an increase in drying temperatures, whereby the highest bioactivity was evident at 50 °C. The DPPH radical scavenging activity of the coffee leaf teas was significantly correlated with total phenolic content and total procyanidins. Identification of Coffea arabica L. bioactive compounds by LC-MS showed the presence of catechin or epicatechin, mangiferin or isomangiferin, procyanidin B, caffeoylquinic acids (CQA), caffeine, quercetin-3-O-glucoside, procyanidin C, rutin, and 3,4-diCQA. Coffea arabica L. leaf tea was confirmed to be a potential functional food rich in phenolic compounds with strong antioxidant activity.
Journal Article
Antifungal Activity of Phenolic and Polyphenolic Compounds from Different Matrices of Vitis vinifera L. against Human Pathogens
by
Brasili, Elisa
,
Simonetti, Giovanna
,
Pasqua, Gabriella
in
Acids
,
Antifungal agents
,
Antifungal Agents - chemistry
2020
Phenolic compounds, the most widely distributed class of natural products in the plants, show several biological properties including antifungal activity. Phenolics contained in grapes can be classified in two main groups, flavonoids and non-flavonoids compounds. Variability and yield extraction of phenolic and polyphenolic compounds from different matrices of Vitis vinifera depends of cultivar, climate, soil condition and process technology. Unripe grapes, berry skins and seeds, leaves, canes and stems and not-fermented and fermented pomaces represent large reusable and valuable wastes from agricultural and agro-industrial processes. This review summarizes studies that examine the extraction method, chemical characterization, and antifungal activity of phenolic and polyphenolic compounds from edible and non-edible V. vinifera matrices against human fungal pathogens. In the world, around one billion people have fungal diseases related to skin, nail or hair and around 150 million have systemic diseases caused by fungi. Few studies on antifungal activity of plant extracts have been performed. This review provides useful information for the application of V. vinifera phenolics in the field of antifungals for human use.
Journal Article
(Poly)phenols of apples contribute to in vitro antidiabetic properties: Assessment of Canada's Apple Biodiversity Collection
by
Migicovsky, Zoë
,
Yu, Cindy H. J.
,
Song, Jun
in
Acids
,
advanced glycation end products
,
Advanced glycosylation end products
2023
Societal Impact Statement Apples are affordable and accessible fruit with tremendous biodiversity. Among over 10,000 identified apple cultivars, only a few are commercially available. Habitual fruit consumption is correlated with the prevention of Type 2 diabetes and related complications. Particularly, (poly)phenols found in apples are major contributors to their antidiabetic properties. Here, we have screened (poly)phenol‐rich extracts of 476 apple accessions in Canada's Apple Biodiversity Collection for antidiabetic properties. The results of this work provide insights into the prevention and management of Type 2 diabetes by identifying high (poly)phenol‐containing specialty apples for use in fresh fruit form or value‐added functional food ingredients. Summary The recent trend in sedentary lifestyles and nutritionally‐imbalanced diets has elevated the prevalence of Type 2 diabetes in many parts of the world. Some pharmacological glycemic management can cause undesirable gastrointestinal side effects or hypoglycemia. Thus, there is a growing interest in safe glycemic management using dietary (poly)phenols. In this study, (poly)phenol‐rich extracts of 476 apple accessions from Canada's Apple Biodiversity Collection (ABC) and six major apple (poly)phenols were assessed for in vitro antidiabetic properties against the activities of α‐glucosidase, α‐amylase, and dipeptidyl peptidase‐4 (DPP‐4) and the formation of advanced glycation end products (AGE). Apple (poly)phenol extracts varied in their antidiabetic activities in a dose‐dependent manner. High (poly)phenol‐containing apples demonstrated that their total phenolic contents (TPC) were inversely correlated with the IC50 values of α‐glucosidase, α‐amylase, and AGE formation, but not DPP‐4. Concentrations of major (poly)phenol compounds such as procyanidin B2, phloridzin, and epicatechin in apples were significantly inversely correlated with IC50 values of α‐glucosidase in the high (poly)phenol‐containing apples. High TPC apples are not suitable for marketing for fresh fruit consumption due to bitterness and astringency; however, these apples show potential to use in the development of value‐added functional food ingredients or nutraceuticals for blood glucose management. The high TPC apple, “S23‐03‐749,” an advanced breeding line of dessert apple, presents a novel option as a specialty apple cultivar for the dietary management of glycemia. Summary Les pommes sont des fruits abordables et accessibles avec une formidable biodiversité. Parmi plus de 10,000 cultivars de pommiers identifiés, seuls quelques‐uns sont disponibles dans le commerce. La consommation habituelle de fruits est corrélée à la prévention du diabète de type 2 et des complications associées. En particulier, les (poly)phénols présents dans les pommes sont des contributeurs majeurs à leurs propriétés antidiabétiques. Ici, nous avons examiné des extraits riches en (poly)phénols de 476 pommes de la Collection Biodiversité des pommes du Canada pour leurs propriétés antidiabétiques. Les résultats de ces travaux donnent un aperçu de la prévention et de la gestion du diabète de type 2 en identifiant des pommes de spécialité à haute teneur en (poly)phénols à utiliser sous forme de fruits frais ou d'ingrédients alimentaires fonctionnels à valeur ajoutée. Apples are affordable and accessible fruit with tremendous biodiversity. Among over 10,000 identified apple cultivars, only a few are commercially available. Habitual fruit consumption is correlated with the prevention of Type 2 diabetes and related complications. Particularly, (poly)phenols found in apples are major contributors to their antidiabetic properties. Here, we have screened (poly)phenol‐rich extracts of 476 apple accessions in Canada's Apple Biodiversity Collection for antidiabetic properties. The results of this work provide insights into the prevention and management of Type 2 diabetes by identifying high (poly)phenol‐containing specialty apples for use in fresh fruit form or value‐added functional food ingredients.
Journal Article
Procyanidins: a comprehensive review encompassing structure elucidation via mass spectrometry
by
Rush, Michael D.
,
Rue, Emily A.
,
van Breemen, Richard B.
in
bioactive properties
,
Biochemistry
,
Biological effects
2018
Procyanidins are polyphenols abundant in dietary fruits, vegetables, nuts, legumes, and grains with a variety of chemopreventive biological effects. Rapid structure determination of these compounds is needed, notably for the more complex polymeric procyanidins. We review the recent developments in the structure elucidation of procyanidins with a focus on mass spectrometric approaches, especially liquid chromatography-tandem mass spectrometry (LC–MS/MS) and matrix-assisted laser desorption ionization (MALDI) MS/MS.
Journal Article
Biopolymer-Based Microencapsulation of Procyanidins from Litchi Peel and Coffee Pulp: Characterization, Bioactivity Preservation, and Stability During Simulated Gastrointestinal Digestion
by
Rocha-Guzmán, Nuria E.
,
Reyes, Abigail
,
Aguilar-Zárate, Pedro
in
Absorption
,
Antioxidants
,
Bioavailability
2025
The need for encapsulation processes in compounds such as procyanidins (PCs) is related to their functional stability, which may limit their application in functional foods. The aim of this study was to evaluate the in vitro digestion of microencapsulated PCs from litchi peel and coffee pulp to determine concentration changes and antioxidant activity. The PCs were extracted, purified, encapsulated, and subjected to in vitro digestion and absorption. Phenolic acids, flavonoids, and PCs were characterized by UPLC-PDA-ESI-QqQ, identifying 27 compounds, including PCs with mean degrees of polymerization (mDP) of 1.2 and 1.7 for lychee and coffee. It was shown that the concentrations of encapsulated PCs were adequately retained during digestion (94.81 ± 4.83 and 90.74 ± 1.77%, lychee and coffee, respectively), with variation in their antioxidant capacity (68.33 ± 2.89 and 77.07 ± 4.59%); however, they showed better results than in their free form. Additionally, litchi PCs showed a higher absorption rate (100%) than coffee PCs (60%). These results allowed us to determine that encapsulation preserves the properties of the PCs and provides better conservation percentages than other studies, which could be a valuable addition to the functional ingredients market, offering greater value to these by-products.
Journal Article