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. 2020 Oct 13;9(10):982. doi: 10.3390/antiox9100982

Table 5.

Polyphenol metabolites and functions.

Polyphenols Subclasses Metabolites Bacterial Catabolism Metabolites Functions Ref
FlavonolsInline graphic Quercetin 3,4-DHPAA
3-HPAA
4-HPAA
Clostridium orbiscidens Eubacterium oxidoreducens
Eubacterium ramulus
Enterococcus casseliflavus
Oxygen radical scavenging (all the metabolites),
SOD- like activities (3,4 DHPAA),
↑glutathione S-transferase (3,4 DHPAA),
↑Nrf2-AhR (3,4 DHPAA)
↓Proinflammatory cytokines (3,4 DHPAA)
↑Glucose induced-insulin secretion (3,4 DHPAA)
↑Function and survival of pancreatic β-cells (3,4 DHPAA)
Protective effect against OxS induced-endothelial dysfunction (3,4 DHPAA)
[132,208,209,210,211,212,213,214,215,216,217,218,219,220]
Flavones
Inline graphic
Apigenin Phloretin
3-HPPA
4-HPPA
4-HCA
Clostridium orbiscindens ↓Oxygen radical scavenging (3-HPPA)
↓Proinflammatory cytokines (3-HPPA)
↑Glucose induced-insulin secretion (3-HPPA)
↑Function and survival of pancreatic β-cells (3-HPPA)
Protective effect against OxS induced-endothelial dysfunction (3-HPPA)
[132,208,209,212,213,214,215,221]
FlavanonesInline graphic Naringenin 3,4-DHPPA
3-HPPA
4-HPPA
Clostridium strains
Eubacterium ramulus
↓Oxygen radical scavenging (3-HPPA)
↓Proinflammatory; 3,4 DHPPA)
↑Glucose induced-insulin secretion (3-HPPA)
Protective effect against OxS induced-endothelial dysfunction (3-HPPA)
[34,60,209,212,213,214,215,217,222,223]
IsoflavonesInline graphic Daidzein (S)-Equol
O-DMA
Bacteroides ovatus, Streptococcus intermedius, Ruminococcus productus,
Eggerthella sp.Julong 732, Enterococcus faecium EPI1, Lactobacillus mucosae EPI2,
Finegoldia magna EPI3
Clostridium spp. HGHA136
Stimulation of cellular antioxidant systems
↑Catalase and SOD activity
Anti-atherogenic effect
[224,225,226]
Flavan-3-ols Inline graphic Monomers (catechins, epicatechins) and proanthocyanidins 3-HPPA
3,4-DHPPA
3′,4′-DHPVL
3,4-DHPVA
3′-HPVL
3′,4′,5′-THPVL
3′,5′-DHPVL
Clostridium coccoides,
Bifidobacterium spp.
Eggerthella lenta
Flavonifractor plautii
↓Oxygen radical scavenging (3-HPPA)
↓ROS generation (3′-HPVL, 3′,4′-DHPVL)
↓NF-κB transcriptional activity
↓NO synthesis (3′,4′,5′-THPVL; 3′,4′-DHPVL)
↓iNOS expression (3′,4′-DHPVL)
Maintenance of endothelial homeostasis and functions (3′,4′-DHPVL):
↓Endothelial adhesion (3′,4′-DHPVL)
↓VCAM1 and MCP1 (3′,4′-DHPVL)
↓Systolic blood pressure (3′,4′,5′-THPVL; 3′,5′-DHPVL)
[87,92,109,131,227,228,229,230,231,232,233,234,235,236]
AnthocyaninsInline graphic Cyanidin
Peonidin
Pelargonidin
Malvidin
Delphinidin
Protocatechuic acid
Vanillic acid
4-Hydroxybenzoic acid
Syringic acid
Gallic acid
Lactobacillus plantarum, Lactobacillus casei
Lactobacillus acidophilus LA-5
Bifidobacterium lactis
BB-12
Antidiabetic activities due to their antioxidant capacity
↓DNA damages, ↓ROS production
↑Cellular glutathione level, ↑glucose uptake by HepG2 and human skeletal cells, ↑glycogen production by HepG2 cells, ↑Mitochondria homeostasis
[237,238,239,240,241,242]
Hydroxycinnamic acidsInline graphic Chlorogenic acids 3-HPPA
3,4-DHPPA
Caffeic acid
Escherichia coli, Bifidobacterium lactis, Lactobacillus gasseri ↓Oxygen radical scavenging(3-HPPA)
↓Proinflammatory cytokines (3-HPPA; 3,4 DHPPA)
Antidiabetic activities due to its antioxidant capacity (caffeic acid):
↑Cellular glutathione level
↓DNA damages
↓Cytotoxicity, ↓ROS production
↑Glucose consumption
↑Glycogen production
[209,212,214,215,243,244]
Hydrolyzables tannins
Inline graphic
Ellagitannins Ellagic acid
Urolithin A
Urolithin B
Butyrivibrio spp. ↓Intracellular ROS accumulation
(Urolithin A)
↓Cellular injury by ROS
↓Proinflammatory mediators
(Ellagic acid and Urolithin A)
↓NADPH oxidase activation (Urolithin A)
↓PGE2 production (Urolithin A and B)
↓mPGES-1 and COX-2 expression
(Urolithin A and B)
↓Proteins glycation (Urolithin A and B)
↓Triglycerides accumulation
(Ellagic acid and Urolithin A)
↓Expression of adipogenic protein and gene (Urolithin A)
↑Fatty acid β-oxidation (Urolithin A)
Alleviation of myocardial ischemia/reperfusion injury (Urolithin A)
[245,246,247,248,249,250,251,252,253,254,255,256,257]
LignansInline graphic Secoisolariciresinol Enterodiol
Enterolactone
Bacteroides distasonis, Bacteroides fragilis, Bacteroides ovatus,
Clostridium cocleatum, Butyribacterium methylotrophicum,
Eubacterium callanderi,
Eubacterium limosum, Peptostreptococcus productus,
Clostridium scindens, Eggerthella lenta
Antioxidant capacity
OH-scavenging activity
Immunomodulatory effects in human cells
↓NF-κB transcriptional activity
↓Proinflammatory cytokines expression
[258,259,260,261]
StilbenesInline graphic Trans-resveratrol DHR
3,4′-dihydroxy-trans-stilbene
3,4′-dihydroxybibenzyl (lunularin)
Slackia equolifaciens
Adlercreutzia equolifaciens
Antioxidant activity
Free radical scavenging (DHR)
↓NO production (DHR)
[262,263,264]

3,4-DHPPA, 3,4-dihydroxyphenylpropionic acid; 3-HPPA, 3-hydroxyphenylpropionic acid; 4-HPPA, 4-hydroxyphenylpropionic acid; 4-HCA, 4-hydroxycinnamic acid; 3,4-DHPAA, 3,4-dihydroxyphenylacetic acid; 3-HPAA, hydroxyphenylacetic acid; 4-HPAA,4-hydroxyphenylacetic acid. O-DMA, O-demethylangolensin, 3,4-DHPVA, 3,4-dihydroxyphenyl-γ-valeric acid; 3′,4′,5′-THPVL, 3′,4′,5′-trihydroxyphenyl-γ valerolactone; 3′,4′-DHPVL, 3′,4′-dihydroxyphenyl-γ-valerolactone; 3′,5′-DHPVL, 3′,5′-Dihydroxyphenyl-γ-valerolactone 3′,-HPVL, 3′-hydroxyphenyl-γ-valerolactone; DHR, dihydroresveratrol, NO: nitric oxide; ↑: increase; ↓: decrease.