Diversification of phenolic glucosides by two UDP-glucosyltransferases featuring complementary regioselectivity DOI Creative Commons
Fei Guo,

Xingwang Zhang,

Cai You

et al.

Microbial Cell Factories, Journal Year: 2022, Volume and Issue: 21(1)

Published: Oct. 10, 2022

Abstract Background Glucoside natural products have been showing great medicinal values and potentials. However, the production of glucosides by plant extraction, chemical synthesis, traditional biotransformation is insufficient to meet fast-growing pharmaceutical demands. Microbial synthetic biology offers promising strategies for synthesis diversification glycosides. Results In this study, two efficient UDP-glucosyltransferases (UGTs) (UGT85A1 RrUGT3) origin, that are capable recognizing phenolic aglycons, characterized in vitro. The UGTs show complementary regioselectivity towards alcoholic hydroxyl groups on substrates. By combining a developed alkylphenol bio-oxidation system these UGTs, twenty-four enzymatically synthesized from readily accessible Based glycosylation systems, number microbial cell factories constructed applied biotransformation, giving rise variety plant-like O -glucosides. Remarkably, several unnatural -glucosides prepared demonstrate better prolyl endopeptidase inhibitory and/or anti-inflammatory activities than those clinically used glucosidic drugs including gastrodin, salidroside helicid. Furthermore, also able catalyze formation N - S -glucosidic bonds produce Conclusions Two highly UGT85A1 RrUGT3, with distinct were study. A group efficiently cell-based using UGTs. Many exhibited PEP or plant-origin glucoside drugs, significant potentials new drug development.

Language: Английский

A Comparative Study of Hesperetin, Hesperidin and Hesperidin Glucoside: Antioxidant, Anti-Inflammatory, and Antibacterial Activities In Vitro DOI Creative Commons

Sung-Sook Choi,

Sunhyung Lee,

Kyung‐Ae Lee

et al.

Antioxidants, Journal Year: 2022, Volume and Issue: 11(8), P. 1618 - 1618

Published: Aug. 20, 2022

The antioxidant, anti-inflammatory and antibacterial activities of hesperetin, hesperidin glucoside with different solubility were compared in vitro. Hesperetin was prepared by enzymatic hydrolysis from hesperidin, composed mono-glucoside through transglycosylation. Solubility the compounds different: partition coefficient (log P) 2.85 ± 0.02 for 2.01 -3.04 0.03 glucoside. showed a higher effect than on radical scavenging activity antioxidant assays, while similar activity. Cytotoxicity low order glucoside, hesperetin murine macrophage RAW264.7 cells. Treatment cells each compound reduced levels inflammatory mediators, nitric oxide (NO), prostaglandin E2 (PGE2), tumor necrosis factor alpha (TNF-α) interleukin-6 (IL-6). most effective at relatively concentrations, however, also concentration. both Gram-positive -negative bacteria, similarly depending bacterial strain. In conclusion, form aglycone more potent biological However, highly soluble form, has been shown to increase poorly hesperidin.

Language: Английский

Citations

108
Effects of Fermentation on Bioactivity and the Composition of Polyphenols Contained in Polyphenol-Rich Foods: A Review DOI Creative Commons
Fan Yang, Chao Chen,

Derang Ni

et al.

Foods, Journal Year: 2023, Volume and Issue: 12(17), P. 3315 - 3315

Published: Sept. 3, 2023

Polyphenols, as common components with various functional activities in plants, have become a research hotspot. However, researchers found that the bioavailability and bioactivity of plant polyphenols is generally low because they are usually form tannins, anthocyanins glycosides. Polyphenol-rich fermented foods (PFFs) reported to better than polyphenol-rich foods, used substrates during food fermentation hydrolyzed into smaller phenolic compounds (such quercetin, kaempferol, gallic acid, ellagic etc.) higher by polyphenol-associated enzymes (PAEs, e.g., tannases, esterases, acid decarboxylases glycosidases). Biotransformation pathways different PAEs secreted microorganisms different. Meanwhile, could also promote growth beneficial bacteria process while inhibiting pathogenic bacteria. Therefore, PFFs, there must be an interactive relationship between microorganisms. The present study integration analysis interaction mechanism PFFs systematically elaborated. will provide some new insights explore greater exploitation availability polyphenols) plant-derived foods.

Language: Английский

Citations

85
Food phenolics and Lactiplantibacillus plantarum DOI
Rosario Múñoz, Blanca de las Rivas, Héctor Rodrı́guez

et al.

International Journal of Food Microbiology, Journal Year: 2024, Volume and Issue: 412, P. 110555 - 110555

Published: Jan. 2, 2024

Language: Английский

Citations

25
New Hydrogenated Phenanthrene Glycosides from the Edible Vegetable Elatostema tenuicaudatum W.T.Wang with DPP-IV Inhibitory and Hepatoprotective Activity DOI Creative Commons
Quoc-Dung Tran Huynh, Su-Jung Hsu, Truc-Ly Thi Duong

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 6, 2025

Based on molecular networking-guided isolation, 15 previously undescribed hydrogenated phenanthrene glycosides, including eight hexahydro-phenanthrenone four tetrahydro-phenanthrenone one dihydro-phenanthrenol glycoside, two dimers, and known dihydrophenanthrene were isolated from

Language: Английский

Citations

1
Glutathione-mediated redox regulation in Cryptococcus neoformans impacts virulence DOI
Braydon Black, Leandro Buffoni Roque da Silva, Guanggan Hu

et al.

Nature Microbiology, Journal Year: 2024, Volume and Issue: 9(8), P. 2084 - 2098

Published: July 2, 2024

Language: Английский

Citations

8
Mutability landscape guided engineering of a promiscuous microbial glycosyltransferase for regioselective synthesis of salidroside and icariside D2 DOI
Guosi Li, Wei Wang,

Heng Guo

et al.

International Journal of Biological Macromolecules, Journal Year: 2024, Volume and Issue: 263, P. 130229 - 130229

Published: Feb. 18, 2024

Language: Английский

Citations

7
Conversion of Phytochemicals by Lactobacilli: (Phospho)-β-glucosidases Are Specific for Glucosylated Phytochemicals Rather than Disaccharides DOI
Monika Dymarska,

Anna Widenmann,

Kristin E. Low

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(10), P. 5428 - 5438

Published: Feb. 28, 2024

Food-fermenting lactobacilli convert glycosylated phytochemicals to glycosyl hydrolases and thereby alter their biological activity. This study aimed investigate the microbial transformation of β-glucosides in comparison with utilization cellobiose. Four homofermentative four heterofermentative were selected represent metabolic diversity Lactobacillaceae. The genomes Lactobacillus crispatus, Companilactobacillus paralimentarius, Lacticaseibacillus paracasei, Lactiplantibacillus plantarum encoded for 8 22 enzymes, predominantly phospho-β-glucosidases, predicted activity on β-glucosides. Levilactobacillus hammesii Furfurilactobacillus milii 3 β-glucosidases, rossiae one, Fructilactobacillus sanfranciscensis none. hydrolysis amygdalin, esculin, salicin, glucosides quercetin genistein, ginsenosides demonstrated that several strains hydrolyzed but not Taken together, carbohydrate-active enzymes food-fermenting are specific glycosides phytochemicals.

Language: Английский

Citations

7
Unveiling the Longevity Potential of Natural Phytochemicals: A Comprehensive Review of Active Ingredients in Dietary Plants and Herbs DOI Creative Commons
Yu Wang, Xiuling Cao, Jin Yeul

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(45), P. 24908 - 24927

Published: Oct. 31, 2024

Ancient humans used dietary plants and herbs to treat disease pursue eternal life. Today, phytochemicals in have been shown be the active ingredients, some of which antiaging longevity-promoting effects. Here, we summarize 210 herbs, systematically classify them into 8 groups. We found that all groups can categorized six areas regulate organism longevity: ROS levels, nutrient sensing network, mitochondria, autophagy, gut microbiota, lipid metabolism. review role these processes aging molecular mechanism health benefits through phytochemical-mediated regulation. Among these, how promote longevity microbiota metabolism is rarely highlighted field. Our understanding mechanisms based on above aspects may provide a theoretical basis for further development drugs new insights promotion human longevity.

Language: Английский

Citations

7
UHPLC–MS/MS Analysis on Flavonoids Composition in Astragalus membranaceus and Their Antioxidant Activity DOI Creative Commons

Zhili Sheng,

Yueming Jiang, Junmei Liu

et al.

Antioxidants, Journal Year: 2021, Volume and Issue: 10(11), P. 1852 - 1852

Published: Nov. 22, 2021

is a valuable medicinal plant species widely distributed in Asia. Its root the main tissue rich methoxylated flavonoids. Origin can highly influence chemical composition and bioactivity. To characterize principal chemicals influenced by origin provide more information about their antioxidant profile, extracts of

Language: Английский

Citations

40
Improved Characterization of Soil Organic Matter by Integrating FT-ICR MS, Liquid Chromatography Tandem Mass Spectrometry, and Molecular Networking: A Case Study of Root Litter Decay under Drought Conditions DOI
Nicole DiDonato, Albert Rivas‐Ubach, William Kew

et al.

Analytical Chemistry, Journal Year: 2024, Volume and Issue: 96(29), P. 11699 - 11706

Published: July 11, 2024

Understanding of how soil organic matter (SOM) chemistry is altered in a changing climate has advanced considerably; however, most SOM components remain unidentified, impeding the ability to characterize major fraction and predict what types molecules, from which sources, will persist soil. We present novel approach better extracts by integrating information three analyses, we deploy this method decaying root-detritus microcosms subjected either drought or normal conditions. To observe broad differences composition, employed direct infusion Fourier-transform ion cyclotron resonance mass spectrometry (DI-FT-ICR MS). complemented with liquid chromatography tandem (LC-MS/MS) identify library matching. Since libraries contain only small components, also used fragment spectral cosine similarity scores relate unknowns matches through molecular networks. This integrated allowed us corroborate DI-FT-ICR MS formulas using matches, included fungal metabolites related polyphenolic compounds. inferred structures networks improved LC-MS/MS annotation rates ∼5 35% considering formula assignments. Under conditions, found greater relative amounts lignin-like vs condensed aromatic polyphenol lower average nominal oxidation state carbon, suggesting reduced decomposition and/or microbes under stress. Our provides framework for enhanced that more comprehensive than performing individual data analyses parallel.

Language: Английский

Citations

5