From Wikipedia, the free encyclopedia
Content deleted Content added
|
|
|||
| Line 38: | Line 38: | ||
|
::[[bisdemethoxycurcumin]] ”[[C. amada]]” Roxb.<ref name=MRKR2510>{{cite journal|author1=Mahadevi R |author2=Kavitha R |
::[[bisdemethoxycurcumin]] ”[[C. amada]]” Roxb.<ref name=MRKR2510>{{cite journal|author1=Mahadevi R |author2=Kavitha R |
||
|
|title=Phytochemical and pharmacological properties of Curcuma amada: A Review|date=July 2020|journal=[[International Journal of Research in Pharmaceutical Sciences]]|volume=11|issue=3|publisher=JK Welfare & Pharmascope Foundation|doi=10.26452/ijrps.v11i3.2510}}</ref> <ref name=MJ>{{cite journal|author1=Maroua Jalouli|author2=Md Ataur Rahman|author3=Partha Biswas|author4=Hasanur Rahman|author5=Abdel Halim Harrath|author6=In-Seon Lee|author7=Sojin Kang|author8=Jinwon Choi|author9=Moon Nyeo Park|author10=Bonglee Kim|title=Targeting natural antioxidant polyphenols to protect neuroinflammation and neurodegenerative diseases: a comprehensive review: 2 Polyphenols’ pharmacological function to protect neuroinflammation and neurodegenerative diseases TABLE 1.|journal=[[Front Pharmacol.]]|date=24 January 2025|volume=16|issue=1492517|doi=10.3389/fphar.2025.1492517}}</ref> ”[[C. kwangsiensis]]” <ref name=Bmoc>{{cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/Bisdemethoxycurcumin|title=Compound Summary: Description|website=[[National Library of Medicine]]}}</ref><ref>{{cite journal|author1=J Huang |display-authors=et al.|title=Novel biphenyl ether lignans from the rhizomes of Curcuma chuanyujin |url= https://www.jstage.jst.go.jp/article/cpb1958/48/8/48_8_1228/_pdf|journal=[[Chem. Pharm. Bull.]]|volume=48|issue=8|date=2000}}</ref> (”syn.” ”[[C. chuanyujin]]” C.K.Hsieh & Hao Zhang), <ref>{{cite web|url=https://powo.science.kew.org/taxon/77099223-1|title=Plants of the World Online|publisher=[[Royal Botanic Gardens Kew]]}}</ref> ”C. longa” <ref>{{cite journal|author1=Muhammed Majeed|display-authors=et al.|title=Subjective biosafety assessment of bisdemethoxycurcumin from the rhizomes of Curcuma longa|journal=[[Toxicology Mechanisms and Methods]]|volume= 34|date=2024|doi=10.1080/15376516.2024.2326000}}</ref> ”[[Curcuma zanthorrhiza]]” <ref name=Bmoc/> |
|title=Phytochemical and pharmacological properties of Curcuma amada: A Review|date=July 2020|journal=[[International Journal of Research in Pharmaceutical Sciences]]|volume=11|issue=3|publisher=JK Welfare & Pharmascope Foundation|doi=10.26452/ijrps.v11i3.2510}}</ref> <ref name=MJ>{{cite journal|author1=Maroua Jalouli|author2=Md Ataur Rahman|author3=Partha Biswas|author4=Hasanur Rahman|author5=Abdel Halim Harrath|author6=In-Seon Lee|author7=Sojin Kang|author8=Jinwon Choi|author9=Moon Nyeo Park|author10=Bonglee Kim|title=Targeting natural antioxidant polyphenols to protect neuroinflammation and neurodegenerative diseases: a comprehensive review: 2 Polyphenols’ pharmacological function to protect neuroinflammation and neurodegenerative diseases TABLE 1.|journal=[[Front Pharmacol.]]|date=24 January 2025|volume=16|issue=1492517|doi=10.3389/fphar.2025.1492517}}</ref> ”[[C. kwangsiensis]]” <ref name=Bmoc>{{cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/Bisdemethoxycurcumin|title=Compound Summary: Description|website=[[National Library of Medicine]]}}</ref><ref>{{cite journal|author1=J Huang |display-authors=et al.|title=Novel biphenyl ether lignans from the rhizomes of Curcuma chuanyujin |url= https://www.jstage.jst.go.jp/article/cpb1958/48/8/48_8_1228/_pdf|journal=[[Chem. Pharm. Bull.]]|volume=48|issue=8|date=2000}}</ref> (”syn.” ”[[C. chuanyujin]]” C.K.Hsieh & Hao Zhang), <ref>{{cite web|url=https://powo.science.kew.org/taxon/77099223-1|title=Plants of the World Online|publisher=[[Royal Botanic Gardens Kew]]}}</ref> ”C. longa” <ref>{{cite journal|author1=Muhammed Majeed|display-authors=et al.|title=Subjective biosafety assessment of bisdemethoxycurcumin from the rhizomes of Curcuma longa|journal=[[Toxicology Mechanisms and Methods]]|volume= 34|date=2024|doi=10.1080/15376516.2024.2326000}}</ref> ”[[Curcuma zanthorrhiza]]” <ref name=Bmoc/> |
||
|
::[[curcumin]] <ref name=PM/> |
::[[curcumin]] <ref name=PM/> |
||
|
::[[demethoxycurcumin]] <ref name=PM/> ”C. amada” <ref name=MRKR2510/> |
::[[demethoxycurcumin]] <ref name=PM/> ”C. amada” <ref name=MRKR2510/> |
||
Latest revision as of 12:27, 30 November 2025
Polyphenols are a class of phytochemicals that have antioxidant properties [1][2] (modulate oxidative stress – [3] are antioxidant systems with possible application as redox medicine [4]).
In a survey of total polyphenol content of 100 foods including fruits, vegetables, beans and bean products, cereals, wine, tea, spices and herbs, cloves were found to have the most (ranked 1st) with dried peppermint (2nd) having a similar range (10000 range mg/ml per 100 g); star anise was found to have the 3rd most polyphenol quantity – in a similar range (1000s mg/ml per 100g) 4th: cocoa powder, 5th: dried Mexican oregano, 6th: celery seed, 7th: black chokeberry. [5]
Polyphenols: groups based on the strength of the phenolic ring. [6]
Flavonoids: 14 subclasses based on the degree of oxidation of the heterocyclic ring. [7]
- Coumarins [8][9] tonka bean, [a] sweet clover, [b] chinese cinnamon [c] – risk of exceeding the tolerable daily intake (1mg per 12.5 kg body weight per day) [13]
- Curcuminoid curcuma longa rhizome [17] [e]
- bisdemethoxycurcumin C. amada Roxb.[19] [20] C. kwangsiensis [21][22] (syn. C. chuanyujin C.K.Hsieh & Hao Zhang), [23] C. longa [24] Curcuma zanthorrhiza [21]
- curcumin [17]
- demethoxycurcumin [17] C. amada [19]
- Flavonoid: [25][6][26]
- 2-phenylchromans [27][28]
- Anthocyanins – noncomprehensive known most quantity: 750mg / 100 g−1: aubergine [29]
- Apigeninidin [30] (traditional name) syn. apigenidin: corn [31]
- Cyanidin [32] noncomprehensive known most quantity: berries, especially within blueberries: 558.3 mg/100 g [33][29]
- 3,5-O-diglucoside [32]
- 3-O-
- [2-O-(6-O-E-caffeoyl-β-D-glucopyanosyl)]-{6-O-[4-O-(6-O-E-3,5-dihydroxycinnamoyl-β-D-glucopyranosyl)-E-caffeoyl]-β-D-glucopyranosyl}-5-O-β-D-glucopyranoside [34]
- (2-O-(6-O-(E)-caffeoyl-D glucoside)-D-glucoside)-5-O-D-glucoside [32]
- [2-O-(6-O-E-coumaroyl-β-D-glucopyanosyl)]-{6-O-[4-O-(6-O-E-coumaroyl-β-D-glucopyranosyl)-E-caffeoyl]-β-D-glucopyranosyl}-5-O-β-D-glucopyranoside [35]
- (3,6-O-dimalonyl-glucoside) [32]
- (6-acetyl-galactoside) [32]
- (6-acetyl-glucoside) [32]
- (6-caffeoyl-glucoside) [32]
- (6-dioxalyl-glucoside) [32]
- (6-malonyl-3-glucosyl-glucoside) [32]
- (6-malonyl-glucoside) [32]
- (6-p-coumaroyl-glucoside) [32]
- (6-succinyl-glucoside) [32]
- arabinoside [32]
- diglucoside-5-O-glucoside [32]
- galactoside [32]
- glucoside [32]
- glucosyl-rutinoside [32]
- rutinoside [32]
- sambubioside [32]
- sambubioside 5-O-glucoside [32]
- sophoroside [32]
- xyloside [32]
- xylosyl-rutinoside [32]
- 4′-O-Methylcyanidin 3-O-D-glucoside [32]
- delphinidin [36]
- 3,3′,5′-triglucoside [37] (ternatins [f]) C. ternatea [38]
- 3,5-O-diglucoside [32]
- 3-O-
- 4-O-Methyldelphinidin 3-O-D-glucoside [32]
- 4′-O-Methyldelphinidin 3-O-rutinoside [32]
- Isopeonidin
- malvidin [36]
- pelargonidin [36]
- Peonidin [32]
- 3,5-O-diglucoside [32]
- 3-O-
- (2-O-(6-O-(E)-caffeoyl-D-glucosyl)-D-glucoside)-5-O-D-glucoside [32]
- (6-acetyl-galactoside) [32]
- (6-acetyl-glucoside) [32]
- (6-p-coumaroyl-glucoside) [32]
- arabinoside [32]
- diglucoside-5-O-glucoside [32]
- galactoside [32]
- glucoside [32]
- rutinoside [32]
- sambubioside [32]
- sambubioside-5-O-glucoside [32]
- sophoroside [32]
- xyloside [32]
- Petunidin
- Aurones [7][39]
- Chalcones [40]
- Natural [40][41]
- 2′,4′-dihydroxychalcone [40] Oxytropis chiliophylla Benth. [42][43][44] O. falcata Bunge [45]
- 2′,6′-dihydroxy-4′-methoxychalcone [40]
- 2′-hydroxy-2,4,4′,6′-tetramethoxychalcone [40]
- 2′-hydroxy-2,3,4,4′,6′-pentamethoxychalcone [40]
- 3,2′-dihydroxy-2,4,4′,6′-tetramethoxychalcone [40]
- 3,4,2′,4′-tetrahydroxychalcone 4′-O-β-D-glucopyranoside [40]
- 4-hydroxychalcone [40]
- 4′-hydroxychalcone [40]
- 4-methoxychalcone [41]
- arbutin [41]
- Butein [40]
- Calomelanone [40]
- chalconaringenin [41]
- Dihydrochalcone diglycoside [40]
- Dimethyl-cardamonin [40]
- Echinantin [40]
- Flavokawain B [40]
- Flavokawain C [40]
- Lophirones B [40]
- Lophirones C [40]
- Homobutein [40]
- Isoliquiritigenin [40]
- Isosalipurposide [40]
- Kamalachalcone E [40]
- Licochalcone A [40]
- Licochalcone B [40]
- Licochalcone C [40]
- Licochalcone D [40]
- Licochalcone G [40]
- Lonchocarpin [40]
- Mallotophilippens C [40]
- Mallotophilippens D [40]
- Mallotophilippens E [40]
- Naringenin chalcone [40]
- phlioridzin [41]
- phloretin [41]
- Rottlerin [40]
- Xanthoangelol [40] Angelica keiskei [46]
- Xanthoangelols B [40] ((E)-1-[2,4-dihydroxy-3-[(2E)-6-hydroxy-3,7-dimethylocta-2,7-dienyl]phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one [47])
- Xanthoangelols D [40]
- Xanthoangelols E [40]
- Xanthoangelols F [40]
- Xanthoangelols G [40]
- Xanthodeistal [40]
- Synthetic [40]
- 1,1-bis-[(3′,4′-N-(urenylphenyl)-3-(3″,4″,5″-trimethoxyphenyl)]-2-propen-1-one (dimeric derivative group) [40]
- 1-(2,3,4-trimethoxyphenyl)-3-(3-(2-chloroquinolinyl)-2-propen-1-one [40]
- 1-(2-benzyloxy-6-hydroxyphenyl)-3-(5-bromo-2-methoxyphenyl)-propenone (O-benzyl-substituted group) [40]
- 1-(4-benzimidazol-1-yl-phenyl)-3-(2, 4-dimethoxy-phenyl)-propen-1-one [40]
- 1-(4-hydroxyphenyl)-3-(4-methoxyphenyl)propan-1-one [40]
- 2′,5′-dihydroxy-2-furfurylchalcone [40]
- 2′,4-dihydroxy-6′-isopentyloxychalcone [40]
- 2,2′-hydroxychalcone [40]
- 2,3,4-trimethoxy-2′-hydroxychalcone [40]
- 2′,3′,4′-trihydroxychalcone [40]
- 2′,4′-dihydroxy-6-methoxy-3,5-dimethylchalcone [40]
- 2′,5′-dihydroxy2-naphthylchalcone [40]
- 2-chloro-4′,6′-dimethoxy-2′-hydroxychalcone [40]
- (2E)-1-(2,5-dimethoxy-phenyl)-3-(1-naphthyl)-2-propene-1-one [40]
- (2E)-3-(2-naphthyl)-1-(3′-methoxy-4′-hydroxy-phenyl)-2-propen-1-one [40]
- 2-hydroxy-3′,5,5′-trimethoxychalcone (DK-139) [40]
- 2′-hydroxy-4-methoxychalcone (AN07) [40]
- 3-(2,5-dimethoxyphenyl)-1-(5-methylfuran-2-yl)prop-2-en-1-one (DMPF-1) [40]
- 3,5-bis(4-methylphenyl)-1-(phenylsulfonyl)-4,5-dihydro-1H-pyrazole [40]
- 3′-bromo-3,4-dimethoxychalcone [40]
- 3-phenyl-1-(2,4,6- tris(methoxymethoxy)phenyl)prop-2-yn-1-one [40]
- 4,2′,4′-trihydroxychalcone [40]
- (4-(3-(2-fluorophenyl)acryloyl)phenyl)amino)-2-oxoethyl)-N,N-dimethyloctan-1-aminium chloride) [40]
- 4,5-dihydro-1-phenyl-3,5-dip-tolyl-1H-pyrazole [40]
- 4,5-dihydro-3,5-dip-tolylpyrazole-1-carbothioamide [40]
- 4,5-dihydro-3,5-dip-tolylpyrazole-1-carboxamide [40]
- (4,5-dihydro-3,5-dip-tolylpyrazol-1-yl)(phenyl)methanone [40]
- chalcone-1,2,3-triazole hybrids [48]
- Chalcone 195 (synthetic) [40]
- Chalcone 47 (Chalcone-phenylpyran-2-one derivatives bearing a N,N-dimethyl ethylamine side chain) [40]
- Chalcone acetamides [49]
- chalcone sulphonamides [40]
- Chromanochalcones [40]
- chromenochalcones [40]
- chromeno-dehydrochalcones [40]
- (E)-1-;[B2-hydroxy-4-methoxy-3-(morpholinomethyl)phenyl];-3-(pyridin-2-yl)prop-2-en-1-one (heterocyclic) [40]
- (E)-1-(2-hydroxyphenyl)-3-(4-methyl-phenyl)-prop-2-en-1-one [40]
- (E)-1,3-dip-tolylprop-2-en-1-one [40]
- (E)-1-(4-aminophenyl)-3-(2,3-dimethoxyphenyl)-prop-2-en-1-one [40]
- (E)-1-(4-aminophenyl)-3-(phenylprop-2-en-1-one) [40]
- (E)-1-[4-ethoxy-2-hydroxy-5-(morpholinomethyl)phenyl]-3-(pyridin-2-yl)prop-2-en-1-one) (Heterocyclic) [40]
- (E)-1-(4-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one [40]
- (E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one [40]
- (E)-2-(3′,4′-dimethoxy-benzylidene)-1-tetralone [40]
- (E)-2-(4′-methoxybenzylidene)-1-benzosuberone [40]
- (E)-2,6-difluoro-4′-methoxychalcone (L6H9) [40]
- (E)-3-(4-methoxyphenyl)-2-methyl-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one [40]
- (E)-N-(2-((4-(3-(2-fluorophenyl)acryloyl)phenyl)amino)-2-oxoethyl)-N,N-dimethyloctan-1-aminium chloride (cationic) [40]
- (E)-N-(2-((4-cinnamoylphenyl)amino)-2-oxoethyl)-N,N-dimethyloctan-1-aminium chloride (cationic) [40]
- licochalcones [40]
- morachalcones [40]
- prenylated chalcones [40]
- Quinolinone-chalcone derivatives [40]
- quinolinyl chalcones [40]
- quinoxaline chalcones [40]
- Natural [40][41]
- Dihydrochalcones [50]
- 2′,4′-dihydroxydihydrochalcone-4-O-β-D-glucopyranoside [51]
- 3-hydroxyphloretin [51]
- 3-hydroxyphlorizin [51]
- 3′-O-β-d-glucopyranosyl [51]
- α,β-dihydroxantohumol [51]
- aspalathin [51]
- balsacone A [51]
- balsacone B [51]
- balsacone C [51]
- dihydroisorcordoin [51]
- elastichalcone C [51]
- evelynin A [51]
- evelynin B [51]
- hesperetin-7-O-glucoside [51]
- hesperetin dihydrochalcone-7-O-glucoside [51]
- isopanduratin [51]
- naringin dihydrochalcone [51]
- neohesperidin dihydrochalcone [51]
- nothofagin [51]
- panduratin [51]
- phloretin [51]
- phloretin 2′-xyloglucosid [51]
- phlorizin [51]
- prunin [51]
- sakenin F [51]
- sakenin H [51]
- sieboldin [51]
- trilobatin [51]
- zornioside [51]
- Dihydroflavonols [50]
- Flavanols apple, tea [36]
- Flavan-3,4-ols [53]
- Flavan-3-ols [53]
- afzelechin [53]
- (+)-afzelechin Zizyphus jujuba Mill. var. spinosa root [54]
- (−)-afzelechin Astilbe rivularis rhizome [55]
- afzelechin-5-O-β-d-glucopyranoside [53]
- afzelechin-7-O-β-d-glucopyranoside [53]
- catechin: [36] tea leaves, beans, black grapes, cherries, cacao [56]
- 3′- deoxycatechin-3-O-α-l-rhamnopyranoside [53]
- 3′-O-methylcatechin-5-O-β-d-glucopyranoside [53]
- 4′-O-methylcatechin 5-O-β-d-glucopyranoside [53]
- catechin-5-O-β-d-glucoside [53]
- epicatechin [36][57]
- epigallocatechin [36][57]
- epigallocatechin gallate / [20] epigallocatechin-3-gallate: green tea [57]
- gallocatechin[53]
- fisetinidol [53]
- glausan-3 [36]
- proanthocyanidins [36][58]
- robinetinidol [53]
- afzelechin [53]
- Flavan-4-ols [53]
- Flavanones [29] orange juice, grapefruit juice, lemon juice [29]
- Flavones [29] parsley, celery [29]
- apigenin [36] (4,’5,7-trihydroxyflavone) most quantity in selected foods sampled: dried Petroselinum crispum [61][62][63] most quantity in dried forms [62][64] mean 215.46 (maximum 630) mg/100 (confidence level (CL): 74-50 CL range is 0-100=least-most) [63]
- chrysin [36]
- glucosidestangeretin [36]
- luteolin [36]
- rutin [36]
- Flavonols [29] yellow onion, curly kale, leek, cherry tomato, brocolli, blueberry [29]
- Monomeric flavanols chocolate, beans, apricot [29]
- Anthocyanins – noncomprehensive known most quantity: 750mg / 100 g−1: aubergine [29]
- 3-phenylchromans [27][28]
- 4-phenylchromen [41] / 4-phenylcoumarin [66]
- 2-phenylchromans [27][28]
- Phenolic acids:[67][6][26]
- hydroxybenzoic acids: blackberry, raspberry, black currant [29]
- 2,3-Dihydroxybenzoic acid [68]
- 2,4-Dihydroxybenzoic acid [68]
- 2,6-Dihydroxybenzoic acid [68]
- 2-Hydroxybenzoic acid [68] (salicylic acid) [69] first, second, third most [g] (333 foods sampled): paprika hot powder 203 mg/1OOg, thyme leaves dried: 183 mg, turmeric: 76.4 [70]
- 2-Hydroxyhippuric acid [68]
- 3,4-dihydroxybenzoic acid (protocatechuic acid) [71][72]
- 3,4-O-Dimethylgallic acid [68]
- 3,5-Dihydroxybenzoic acid [68]
- 3-Hydroxybenzoic acid [68]
- 3-Hydroxyhippuric acid [68]
- 3-O-Methylgallic acid [68]
- 4-Hydroxybenzoic acid [68]
- 4-Hydroxybenzoic acid 4-O-glucoside [68]
- 4-Hydroxyhippuric acid [68]
- 4-O-Methylgallic acid [68]
- 5-O-Galloylquinic acid [68]
- gallic acid: crocus sativus L.[73][74]
- Ellagic acid glucoside [68]
- Ellagic acid [68]
- Ellagic acid acetyl-arabinoside [68]
- Ellagic acid acetyl-xyloside [68]
- Ellagic acid arabinoside [68]
- Gallic acid 3-O-gallate [68]
- Gallic acid 4-O-glucoside [68]
- Gallic acid ethyl ester [68]
- Gallagic acid [68]
- Galloyl glucose [68]
- Gentisic acid [68]
- Hippuric acid [68]
- Lambertianin C [68]
- Paeoniflorin [68]
- Protocatechuic acid 4-O-glucoside [68]
- Punicalagin [68]
- Punicalin [68]
- Sanguiin H-6 [68]
- Syringic acid [68]
- Valoneic acid dilactone [68]
- Vanillic acid [68]
- Vanillic acid 4-sulfate [68]
- hydroxycinnamic acids: blueberry, kiwi, cherry, plum [29]
- 1,2,2′-Triferuloylgentiobiose [75]
- 1,2,2′-Trisinapoylgentiobiose [75]
- 1,2-Diferuloylgentiobiose [75]
- 1,2′-Disinapoyl-2-feruloylgentiobiose [75]
- 1,2-Disinapoylgentiobiose [75]
- 1,5-Dicaffeoylquinic acid [75]
- 1,5-Diferuloylquinic acid [75]
- 1-Caffeoyl-5-feruloylquinic acid [75]
- 1-Feruloyl-5-caffeoylquinic acid [75]
- 1-Sinapoyl-2,2′-diferuloylgentiobiose [75]
- 1-Sinapoyl-2-feruloylgentiobiose [75]
- 2,5-di-S-Glutathionyl caftaric acid [75]
- 2-S-Glutathionyl caftaric acid [75]
- 3,4-Dicaffeoylquinic acid [75]
- 3,4-Diferuloylquinic acid [75]
- 3,5-Dicaffeoylquinic acid [75]
- 3,5-Diferuloylquinic acid [75]
- 3-Caffeoylquinic acid [75]
- 3-Feruloylquinic acid [75]
- 3-O-Methylrosmarinic acid [75]
- 3-p-Coumaroylquinic acid [75]
- 3-Sinapoylquinic acid [75]
- 4,5-Dicaffeoylquinic acid [75]
- 4-Caffeoylquinic acid [75]
- 4-Feruloylquinic acid [75]
- 4-p-Coumaroylquinic acid [75]
- 4-Sinapoylquinic acid [75]
- 5-5′-Dehydrodiferulic acid [75]
- 5-8′-Benzofuran dehydrodiferulic acid [75]
- 5-8′-Dehydrodiferulic acid [75]
- 5-Caffeoylquinic acid [75]
- 5-Feruloylquinic acid [75]
- 5-p-Coumaroylquinic acid [75]
- 5-Sinapoylquinic acid [75]
- 8-O-4′-Dehydrodiferulic acid [75]
- 24-Methylcholestanol ferulate [75]
- 24-Methylcholesterol ferulate [75]
- 24-Methylenecholestanol ferulate [75]
- 24-Methyllathosterol ferulate [75]
- Avenanthramide 2c [75]
- Avenanthramide 2f [75]
- Avenanthramide 2p [75]
- Avenanthramide K [75]
- caffeic acid [76]
- Caffeic acid 4-sulfate [75]
- Caffeic acid 3-sulfate [75]
- Caffeic acid ethyl ester [75]
- Caffeic acid 3-O-glucuronide [75]
- Caffeic acid 4-O-glucuronide [75]
- Caffeic acid 4-O-glucoside [75]
- Caffeoyl aspartic acid [75]
- Caffeoyl C1-glucuronide [75]
- Caffeoyl glucose [75]
- Caffeoyl tartaric acid [75]
- Chicoric acid [75]
- chlorogenic acid; [77] isomers of: cryptochlorogenic acid, cynarin, isochlorogenic acid A, isochlorogenic acid B, isochlorogenic acid C [67]
- Cinnamic acid [75]
- Cinnamoyl glucose [75]
- ferulic acid [67]
- Ferulic acid 4-O-glucuronide [75]
- Ferulic acid 4-O-glucoside [75]
- Ferulic acid 4-sulfate [75]
- Feruloyl C1-glucuronide [75]
- Feruloyl glucose [75]
- Feruloyl tartaric acid [75]
- Feruloylglycine [75]
- Hydroxycaffeic acid [75]
- Isoferulic acid [75]
- Isoferulic acid 3-O-glucuronide [75]
- Isoferulic acid 3-sulfate [75]
- Isoferuloyl C1-glucuronide [75]
- m-Coumaric acid [75]
- o-Coumaric acid [75]
- p-Coumaric acid [75]
- p-Coumaric acid 4-O-glucoside [75]
- p-Coumaric acid ethyl ester [75]
- p-Coumaroyl glycolic acid [75]
- p-Coumaroyl glucose [75]
- p-Coumaroyl malic acid [75]
- p-Coumaroyl tartaric acid [75]
- p-Coumaroyl tartaric acid glucosidic ester [75]
- p-Coumaroyl tyrosine [75]
- p-Coumaroylquinic acid [75]
- Rosmarinic acid [75]
- Schottenol ferulate [75]
- Sinapic acid [75]
- Sinapine [75]
- Sitosterol ferulate [75]
- Stigmastanol ferulate [75]
- Verbascoside [75]
- Hydroxyphenylacetic acids [78]
- 2-Hydroxy-2-phenylacetic acid [79]
- 2-Hydroxyphenylacetic acid [79]
- 3,4-Dihydroxyphenylacetic acid [79]
- 3-Hydroxyphenylacetic acid [79]
- 4-Hydroxymandelic acid [79]
- 4-Hydroxyphenylacetic acid [79]
- Homovanillic acid [79]
- Homovanillic acid 4-sulfate [79]
- Homoveratric acid [79]
- Methoxyphenylacetic acid [79]
- Phenacetylglycine [79]
- Phenylacetic acid [79]
- Hydroxyphenylpentanoic acids [78]
- 3-Hydroxyphenylvaleric acid [80]
- 4-Hydroxy-(3′,4′-dihydroxyphenyl)valeric acid [80]
- 5-(3′,4′,5′-trihydroxyphenyl)-γ-valerolactone [80]
- 5-(3′,4′,-dihydroxyphenyl)-γ-valerolactone [80]
- 5-(3′,4′-dihydroxyphenyl)-valeric acid [80]
- 5-(3′,5′-dihydroxyphenyl)-γ-valerolactone [80]
- 5-(3′,5′-dihydroxyphenyl)-γ-valerolactone 3-O-glucuronide [80]
- 5-(3′-Methoxy-4′-hydroxyphenyl)-γ-valerolactone [80]
- Hydroxyphenylpropanoic acids [78]
- 3-(3,4-Dihydroxyphenyl)-2-methoxypropionic acid [81]
- 3,4-Dihydroxyphenyllactic acid methyl ester [81]
- 3-Hydroxy-3-(3-hydroxyphenyl)propionic acid [81]
- 3-Hydroxy-4-methoxyphenyllactic acid [81]
- 3-Hydroxyphenylpropionic acid [81]
- 3-Methoxy-4-hydroxyphenyllactic acid [81]
- 3-Phenylpropionic acid [81]
- 4-Hydroxyphenyl-2-propionic acid [81]
- Danshensu [81]
- Dihydrocaffeic acid [81]
- Dihydro-p-coumaric acid [81]
- Dihydrocaffeic acid 3-O-glucuronide [81]
- Dihydrocaffeic acid 3-sulfate [81]
- Dihydroferulic acid [81]
- Dihydroferulic acid 4-O-glucuronide [81]
- Dihydroferulic acid 4-sulfate [81]
- Dihydroferuloylglycine [81]
- Dihydrosinapic acid [81]
- Hydroxydanshensu [81]
- hydroxybenzoic acids: blackberry, raspberry, black currant [29]
- Polyphenolic Amides [84][85]
- anthranilic acid amides (avenanthramides) Avena sativa [86]
- Secoiridoid [83]
- oleuropein: olive [87][83]
- Xanthones [90]
- bis-xanthones [91]
- prenylated xanthone [91]
- simple xanthones [91]
- xanthone glucosides / glycosylated xanthones [91]
- xanthonolignoids [91]
- ^ Qiushi Huang; et al. (November 2020). “Dietary Polyphenol Intake in US Adults and 10-Year Trends: 2007-2016”. Journal of the Academy of Nutrition and Dietetics. 120 (11).
- ^ Kanti Bhooshan Pandey; Syed Ibrahim Rizvi (Nov–Dec 2009). “Plant polyphenols as dietary antioxidants in human health and disease”. Oxidative Medicine and Cellular Longevity. 2 (5). University of Allahabad. doi:10.4161/oxim.2.5.9498. PMID 20716914.
{{cite journal}}: CS1 maint: date format (link) - ^ Scalbert, Augustin; Johnson, Ian; Saltmarsh, Mike (January 2005). “Polyphenols: antioxidants and beyond”. The American Journal of Clinical Nutrition. 81 (1). doi:10.1093/ajcn/81.1.215S.
- ^ Helmut Sies; Carsten Berndt; Dean P. Jones (2017). “Oxidative Stress – Approaches Decreasing Oxidative Stress (Therapeutic Antioxidants): Figure 12”. Annu. Rev. Biochem. 86. doi:10.1146/annurev-biochem-061516-045037.
- ^ J Pérez-Jiménez; V Neveu; F Vos; A Scalbert (November 2010). “Identification of the 100 richest dietary sources of polyphenols: An application of the Phenol-Explorer database”. European Journal of Clinical Nutrition. 64 Suppl 3 (3). Clermont Universite, Universite d’Auvergne & INRA, CRNH Auvergne: Macmillan. doi:10.1038/ejcn.2010.221.
- ^ a b c d e Abrar Ahmad, Varish Ahmad, Mazin A. Zamzami, Hani Chaudhary, Othman A. Baothman, Salman Hosawi, Mohammad Kashif, Mohammad Salman Akhtar, Mohd Jahir Khan “Introduction and Classification of Natural Polyphenols”. Polyphenols-based Nanotherapeutics for Cancer Management. Springer, Singapore. 2 October 2021. doi:10.1007/978-981-16-4935-6_1. ISBN 978-981-16-4935-6.
phenolic acids, flavonoids, stiblins (a type of polyphenol), phenolic alcohols, and lignans being the most common
- ^ a b Anna Tresserra-Rimbau; et al. (October 2018). “Polyphenols, food and pharma. Current knowledge and directions for future research – Introduction”. Biochemical Pharmacology. 156. doi:10.1016/j.bcp.2018.07.050.
- ^ a b c d Mithun Rudrapal; Gourav Rakshit; Ravi Pratap Singh; Samiksha Garse; Johra Khan; Soumi Chakraborty (30 March 2024). “Dietary Polyphenols: Review on Chemistry/Sources, Bioavailability/Metabolism, Antioxidant Effects, and Their Role in Disease Management”. Antioxidants (Basel). 13 (4:429.). MDPI. doi:10.3390/antiox13040429. PMID 38671877.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Esra Küpeli Akkol; et al. (July 2020). “Coumarins and Coumarin-Related Compounds in Pharmacotherapy of Cancer”. Cancers (Basel). 12 (7). doi:10.3390/cancers12071959. PMID 32707666.
1. Introduction Coumarins are polyphenolic compounds
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Andreea Claudia Toma; et al. (2025). “Coumarin contents of tonka (Dipteryx odorata) products”. European Food Research and Technology. 251. doi:10.1007/s00217-024-04648-z.
- ^ a b c d Patrycja Sowa-Borowiec; et al. (2025). “Sweet Clover (Melilotus spp.) as a Source of Biologically Active Compounds – 2.2. Phenolic Compound Profile Table 2. Table 4”. Molecules. 30 (3). doi:10.3390/molecules30030526.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ a b M. Drobac; J. Arsenijević; N. Kovačević (27 August 2020). “The content of coumarin in the commercial samples of cinnamon bark and cinnamon-containing dietary supplements available on the Serbian market”. Akadémiai Kiadó journals. doi:10.1556/066.2020.49.3.4.
- ^ “Alimentation et nutrition humaine: Coumarin, a compound found in certain plants in varying levels – High consumers of food supplements risk exceeding the TDI”. République française – Maisons-Alfort: ANSES.
the Agency also stresses the need to estimate the contribution of other routes of exposure to coumarin, in particular from cosmetics, home fragrances and household products
- ^ “metabocard for Aesculin (HMDB0030820)”. The Human Metabolome Database.
- ^ a b c Ting Cai; Bin Cai (6 October 2023). “Pharmacological activities of esculin and esculetin: A review”. Medicine (Baltimore). 102 (40). Wolters Kluwer. doi:10.1097/MD.0000000000035306. ISSN 1536-5964.
- ^ a b Zuoliang Zheng; Chaoyue Sun; Yuping Zhong; Yufei Shi; Likai Zhuang; Bo Liu; Zhiwei Liu (10 May 2024). “Fraxini cortex: Progresses in phytochemistry, pharmacology and ethnomedicinal uses”. Journal of Ethnopharmacology. 325. International Society for Ethnopharmacology.
- ^ a b c Panchanan Maiti; Gary L Dunbar (31 May 2018). “Use of Curcumin, a Natural Polyphenol for Targeting Molecular Pathways in Treating Age-Related Neurodegenerative Diseases”. Int J Mol Sci. 19 (6). doi:10.3390/ijms19061637.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Dina Halegoua-DeMarzio; et al. (2023). “Liver Injury Associated with Turmeric—A Growing Problem: Ten Cases from the Drug-Induced Liver Injury Network [DILIN]”. The American Journal of Medicine. Elsevier Inc. doi:10.1016/j.amjmed.2022.09.026.
- ^ a b Mahadevi R; Kavitha R (July 2020). “Phytochemical and pharmacological properties of Curcuma amada: A Review”. International Journal of Research in Pharmaceutical Sciences. 11 (3). JK Welfare & Pharmascope Foundation. doi:10.26452/ijrps.v11i3.2510.
- ^ a b c Maroua Jalouli; Md Ataur Rahman; Partha Biswas; Hasanur Rahman; Abdel Halim Harrath; In-Seon Lee; Sojin Kang; Jinwon Choi; Moon Nyeo Park; Bonglee Kim (24 January 2025). “Targeting natural antioxidant polyphenols to protect neuroinflammation and neurodegenerative diseases: a comprehensive review: 2 Polyphenols’ pharmacological function to protect neuroinflammation and neurodegenerative diseases TABLE 1”. Front Pharmacol. 16 (1492517). doi:10.3389/fphar.2025.1492517.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ a b “Compound Summary: Description”. National Library of Medicine.
- ^ J Huang; et al. (2000). “Novel biphenyl ether lignans from the rhizomes of Curcuma chuanyujin”. Chem. Pharm. Bull. 48 (8).
- ^ “Plants of the World Online”. Royal Botanic Gardens Kew.
- ^ Muhammed Majeed; et al. (2024). “Subjective biosafety assessment of bisdemethoxycurcumin from the rhizomes of Curcuma longa”. Toxicology Mechanisms and Methods. 34. doi:10.1080/15376516.2024.2326000.
- ^ Alberto Bertelli, Marco Biagi, Maddalena Corsini, Giulia Baini, Giorgio Cappellucci, Elisabetta Miraldi Polyphenols: From Theory to Practice Foods 2021, 10(11) 10.3390/foods10112595
- ^ a b c d e Habibu Tijjani, Maryam H. Zangoma, Zinat S. Mohammed, Shakirdeen M. Obidola, Chukwuebuka Egbuna & Suliat I. Abdulai 25 August 2020 Functional Foods and Nutraceuticals
Polyphenols: Classifications, Biosynthesis and Bioactivities 10.1007/978-3-030-42319-3_19 Springer, Cham ISBN 978-3-030-42319-3 - ^ a b c d e f Richard A Dixon; Giulio M Pasinetti (6 October 2010). “Flavonoids and Isoflavonoids: From Plant Biology to Agriculture and Neuroscience”. Plant Physiol. 154 (2). doi:10.1104/pp.110.161430. PMID 20921162.
- ^ a b Jakub Treml; et al. (April 2025). “Structure activity relationship of flavonoids as PPARγ agonists”. Phytochemistry Reviews. 24. Springer Nature. doi:10.1007/s11101-025-10121-w.
Introduction Structurally, flavonoids can be divided into two main groups, the 3-phenylchromans (the isoflavonoids, including isoflavones (Fig. 1), isoflavans and isoflavanones (Fig. 2) and the 2-phenylchromans (the flavonoids, including flavans (Fig. 3), flavones (Fig. 4), flavanones (Fig. 5), flavonols (Fig. 6), anthocyanidins and anthocyanines (Fig. 7), and flavanonols (including flavonolignans; Fig. 8)).
- ^ a b c d e f g h i j k l m Hasna El Gharras. Charles Brennan (ed.). “Polyphenols: food sources, properties and applications”. International Journal of Food Science and Technology. 44 (12). doi:10.1111/j.1365-2621.2009.02077.x.
Cyanidin Blackberry 1000–4000 By wt or vol mg kg−1fresh wt (or mg L−1)
- ^ Kyoto University Bioinformatics Center. “COMPOUND: C08574”. Kyoto University.
- ^ Wishart DS; Guo AC; Oler E; et al. (23 September 2021). “HMDB 5.0: the Human Metabolome Database for 2022: Apigenidin (HMDB0303074)”. Nucleic Acids Res. 50 (D1). The Human Metabolome Database.
- ^ a b c d e f g h i j k l m n o p q r s t u v w x y z aa ab ac ad ae af ag ah ai aj ak al am an ao ap aq ar as at au av aw ax ay az ba bb bc bd be bf bg bh bi bj bk bl bm bn bo bp bq br bs bt bu bv bw bx by bz ca cb cc cd ce cf cg ch ci cj Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “Polyphenol Classes”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ Anna Maria Posadino; et al. (July 2023). “An updated overview of cyanidins for chemoprevention and cancer therapy 3. Sources and traditional medicine”. Biomedicine & Pharmacotherapy. 163 (114783). Elsevier. doi:10.1016/j.biopha.2023.114783. ISSN 1950-6007.
The highest concentration of cyanidins is found within berries, especially within blueberries (558.3 mg/100 g fruit)
- ^ National Institutes of Health. “compound Summary”. PubChem. National Library of Medicine.
- ^ National Institutes of Health. “compound Summary”. PubChem. National Library of Medicine.
- ^ a b c d e f g h i j k l m n o p q r s t u v w x Prithviraj Karak BIOLOGICAL ACTIVITIES OF FLAVONOIDS: AN OVERVIEW IJPSR, 2019; Vol. 10(4):
- ^ a b Gayan Chandrajith Vidana Gamage; Yau Yan Lim; Wee Sim Choo (17 December 2021). “Anthocyanins From Clitoria ternatea Flower: Biosynthesis, Extraction, Stability, Antioxidant Activity, and Applications”. Front Plant Sci. 12 (792303). Frontiers Media SA. / National Library of Medicine. doi:10.3389/fpls.2021.792303. PMID 34975979.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Oguis, G; Gilding, E; Jackson, M; Craik, D (28 May 2019). Suvi Tuulikki Häkkinen (ed.). Butterfly Pea (Clitoria ternatea), a Cyclotide-Bearing Plant With Applications in Agriculture and Medicine – Introduction. Proceedings of ISPMF 2018 – Plant Molecular Farming. Front. Plant Sci. Vol. 10. Helsinki: Frontiers Media SA. doi:10.3389/fpls.2019.00645.
first isolated in 1985 (Saito et al., 1985)
{{cite conference}}: CS1 maint: unflagged free DOI (link)) - ^ a b INTERNATIONAL UNION OF PURE AND APPLIED CHEMISTRY and INTERNATIONAL UNION OF BIOCHEMISTRY AND MOLECULAR BIOLOGY IUPAC-IUBMB Joint Commission on Biochemical Nomenclature (JCBN). “Nomenclature of Flavonoids (Recommendations 2017)”.
- ^ a b c d e f g h i j k l m n o p q r s t u v w x y z aa ab ac ad ae af ag ah ai aj ak al am an ao ap aq ar as at au av aw ax ay az ba bb bc bd be bf bg bh bi bj bk bl bm bn bo bp bq br bs bt bu bv bw bx by bz ca cb cc cd ce cf cg ch ci cj ck cl cm cn co cp cq Hiba A Jasim; Lutfun Nahar; Mohammad A Jasim; Sharon A Moore; Kenneth J Ritchie; Satyajit D Sarker (13 August 2021). “Chalcones: Synthetic Chemistry Follows Where Nature Leads”. Biomolecules. 11 (8 :1203.). doi:10.3390/biom11081203. PMID 34439870.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ a b c d e f g h i A. N. Panche; A. D. Diwan; S. R. Chandra (2016). Bernard Corfe (ed.). “Flavonoids: an overview – Classification”. Journal of Nutritional Science. 5 (e47). doi:10.1017/jns.2016.41. ISSN 2048-6790.
Neoflavonoids While flavonoids have a 2-phenylchromen-4-one backbone, neoflavonoids have a 4-phenylchromen
- ^ Chenghua Lou; Guangming Yang; Hao Cai; Mingchang Zou; Zisheng Xu; Yu Li; Fengming Zhao; Weidong Li; Li Tong; Mingyan Wang; Baochang Cai (August 2010). “2′,4′-Dihydroxychalcone-induced apoptosis of human gastric cancer MGC-803 cells via down-regulation of survivin mRNA”. Toxicology in Vitro. 24 (6). American Association for Cellular and Computational Toxicology & the European Society for Toxicology in Vitro. doi:10.1016/j.tiv.2010.05.003.
Herba Oxytropis, named “Er Da Ga” in Tibetan” “the “King of Herb” in Chinese Tibetan medicine
- ^ Jun Wang; Yang Liu; Norbo Kelsang; Kewu Zeng; Hong Liang; Qingying Zhang; Pengfei Tu (March 2017). “Rhamnocitrin glycosides from Oxytropis chiliophyll”. Phytochemistry Letters. 19. Phytochemical Society of Europe. doi:10.1016/j.phytol.2016.11.011.
Oxytropis chiliophylla Royle (Leguminosae)” “Tibetan medicine “Er-Da-Xia” that is known as “King of Herbs”
- ^ “Plants of the World Online”. Royal Botanic Gardens Kew.
Oxytropis chiliophylla Benth. First published in J.F.Royle, Ill. Bot. Himal. Mts.: 198 (1835)
- ^ Bingkang Wang; Zhenhua Tian; Shiyue Lang; Qinghe Kong; Xue Liu; Yueru Chen; Min Hua; Qian Zhou; Xiaofei Yu; Hao Feng; Fulin Wang; Honglei Zhou (September 2024). “The genus Oxytropis DC: application, phytochemistry, pharmacology, and toxicity”. Journal of Pharmacy and Pharmacology. 76 (9). Royal Pharmaceutical Society. doi:10.1093/jpp/rgae048. ISSN 0022-3573.
Pharmaceutical applications Edaxia was included in the 1977 edition of the Chinese Pharmacopoeia [14] which is the dried whole grass of O. falcata and O. chiliophylla.” “Phytochemistry such as 2ʹ,4ʹ-dihydroxychalcone(163) [27] Study on chemical constituents and antitumor activity of the Tibetan medicine Oxytropis falcate Bunge Q Gu, YN Cai, GM Yang – Chin J Exp Tradit Med Formulae, 2013
- ^ Yasukiyo Yoshioka; Yumi Samukawa; Yoko Yamashita; Hitoshi Ashida (2020). “Hydroxyderricin and xanthoangelol isolated from Angelica keiskei prevent dexamethasone-induced muscle loss”. Food & Function. 11. Royal Society of Chemistry. doi:10.1039/D0FO00720J.
- ^ “CID 10409180”. PubChemLite Exposomics. Université du Luxembourg.
- ^ Priya, S.; Islam, M.; Kasana, S.; Kurmi, B.; Gupta, G.; Patel, P. (2025). “Therapeutic potential of chalcone-1,2,3-triazole hybrids as anti-tumour agents: a systematic review and SAR studies”. Future Medicinal Chemistry. 17 (4). Taylor & Francis – Informa UK Limited. doi:10.1080/17568919.2025.2458450.
- ^ Alshazly, Omar; Abuo-Rahma, Gamal El-Din; Mohamed, Mamdouh; Abdel-Aziz, Mohamed (2025). “Amide linked chalcone derivatives, a promising class of compounds with versatile biological effects”. RSC Adv. 15. doi:10.1039/D5RA00834D.
- ^ a b Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “Polyphenol Classes”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ a b c d e f g h i j k l m n o p q r s t u v w x y z aa ab ac Monika Stompor; et al. (2019). “Dihydrochalcones: Methods of Acquisition and Pharmacological Properties—A First Systematic Review – 2. Dihydrochalcones from Natural Sources – 6. Pharmacological Properties of Dihydrochalcones”. Molecules. 24 (24). doi:10.3390/molecules24244468. PMID 31817526.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ a b c Yue Zhu; et al. (April 2022). “Flavonols and dihydroflavonols inhibit the main protease activity of SARS-CoV-2 and the replication of human coronavirus 229E – 1. Introduction”. Virology. 57 (1). Elsevier. doi:10.1016/j.virol.2022.04.005. PMID 35439707.
- ^ a b c d e f g h i j k l m n Yu Luo; et al. (2022). “Flavanols from Nature: A Phytochemistry and Biological Activity Review”. Molecules. 27 (3). MDPI. doi:10.3390/molecules27030719.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Luo, Yu; et al. (2022). “Flavanols from Nature: A Phytochemistry and Biological Activity Review”. Molecules. 27 (3). MDPI. doi:10.3390/molecules27030719.
Meng et al. (2013) Chemical constituents from the roots of Zizyphus jujuba Mill. var. spinosa.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Luo, Yu; et al. (2022). “Flavanols from Nature: A Phytochemistry and Biological Activity Review”. Molecules. 27 (3). MDPI. doi:10.3390/molecules27030719.
Hori, K. et al. (2018) Antioxidant phenolic compounds from the rhizomes of Astilbe rivularis.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Jong Min Kim; Ho Jin Heo (2022). “The roles of catechins in regulation of systemic inflammation”. Food Sci Biotechnol. 31. Korean Society of Food Science and Technology: Springer Nature. doi:10.1007/s10068-022-01069-0.
- ^ a b c Siying Li; Zaoyi Wang; Gang Liu; Meixia Chen (1 August 2024). “Neurodegenerative diseases and catechins: (−)-epigallocatechin-3-gallate is a modulator of chronic neuroinflammation and oxidative stress”. Front. Nutr. 11. doi:10.3389/fnut.2024.1425839.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Izabela Nawrot-Hadzik; et al. (January 2021). “Proanthocyanidins and Flavan-3-Ols in the Prevention and Treatment of Periodontitis—Antibacterial Effects”. Nutrients. 13 (1). MDPI. doi:10.3390/nu13010165.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ a b Fanxuan Nie; et al. (April 2023). “Oligomeric Proanthocyanidins: An Updated Review of Their Natural Sources, Synthesis, and Potentials”. Antioxidants (Basel). 12 (5). doi:10.3390/antiox12051004.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ a b c Mireia Urpa-Sarda; Joseph Rothwell; Christine Morand; Claudine Manach (2012). “Bioavailability of Flavanones”. In Alan Crozier; Jeremy P. E. Spencer (eds.). Flavonoids and Related Compounds Bioavailability and Function. CRC Press. p. 2.
- ^ Zarina Mushtaq; et al. (2023). “Therapeutical properties of apigenin: a review on the experimental evidence and basic mechanisms”. International Journal of Food Properties. 26 (1). Taylor & Francis. doi:10.1080/10942912.2023.2236329.
Food sources of apigenin According to reports, dried parsley contains highest concentration of apigenin Pharmacokinetics: absorption, distribution, metabolism, and excretion In light of the studies highlighted above, it can be concluded that apigenin is a bioactive molecule with poor solubility and bioavailability. It is either promptly metabolized after absorption or expelled in the urine or feces unabsorbed.
- ^ a b Eswar Shankar; et al. (2017). Ah-Ng Tony Kong (ed.). “Plant flavone apigenin: An emerging anticancer agent”. Curr Pharmacol Rep. 3 (6). doi:10.1007/s40495-017-0113-2.
- ^ a b Bhagwat, Seema; Haytowitz, David B.; Holden, Joanne M. (September 2011). USDA Database for the Flavonoid Content of Selected Foods Release 3 (PDF) (Report). Agricultural Research Service – U.S. Department of Agriculture. p. 75.
- ^ Minqian Wang; et al. (2019). Jane Hanrahan (ed.). “A Review on Flavonoid Apigenin: Dietary Intake, ADME, Antimicrobial Effects, and Interactions with Human Gut Microbiota”. Biomed Res Int. 2019 (7010467). Wiley. doi:10.1155/2019/7010467.
1. Introduction low toxicity
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Tomoki Saigo; Mutsumi Watanabe; Thomas Naake; Alisdair R. Fernie; Somnuk Bunsupa; Veena Satitpatipan; Takayuki Tohge (6 April 2021). “Diversity of Chemical Structures and Biosynthesis of Polyphenols in Nut-Bearing Species – Recent Updates of the Polyphenolic Biosynthetic Framework in Seeds of Nut Plant Species FIGURE 4”. Front. Plant Sci. 12. Frontiers Media SA. doi:10.3389/fpls.2021.642581.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ a b c d e f Padam Kumar; Tanveer Ahamad; Devendra Pratap; Mishra; Mohammad Faheem Khan (27 June 2020). “Plant Neoflavonoids: Chemical Structures and Biological Functions”. In Mallappa Kumara Swamy (ed.). Plant-derived Bioactives (1 ed.). Springer Singapore. doi:10.1007/978-981-15-2361-8. ISBN 978-981-15-2361-8.
Neoflavonoids (NFs) constitute a remarkable group of naturally occurring flavonoids with C6-C3-C6 (4-phenylcoumarin) carbon skeleton.
- ^ a b c d e f g h i j Daria Ciupei, Alexandru Colişar, Loredana Leopold, Andreea Stănilă, Zorița M Diaconeasa Polyphenols: From Classification to Therapeutic Potential and Bioavailability Foods. 2024 Dec 20;13(24):4131. doi: 10.3390/foods13244131
- ^ a b c d e f g h i j k l m n o p q r s t u v w x y z aa ab ac ad ae af ag ah ai aj ak Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “polyphenol sub-class Hydroxybenzoic acids”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ Iram Iqbal; et al. (2023). “Plant Polyphenols and Their Potential Benefits on Cardiovascular Health: A Review – 3.1.1. Hydroxybenzoic Acids”. Molecules. 28 (17). doi:10.3390/molecules28176403.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Anne Swain; et al. (1985). “Salicylates in foods”. Journal of the American Dietetic Association. 85 (8): 955. doi:10.1016/S0002-8223(21)03743-3.
- ^ Sahil Kakkar; Souravh Bais (26 March 2014). “A Review on Protocatechuic Acid and Its Pharmacological Potential”. ISRN Pharmacol. 2014 (52943). Hindawi Publishing Corporation. doi:10.1155/2014/952943. ISSN 2356-7872. PMID 25006494.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “dietary polyphenol Protocatechuic acid”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ Ehsan Karimi; Ehsan Oskoueian; Rudi Hendra; Hawa ZE Jaafar (6 September 2010). “Evaluation of Crocus sativus L. Stigma Phenolic and Flavonoid Compounds and Its Antioxidant Activity”. Molecules. 15 (9 :6244–6256.). doi:10.3390/molecules15096244.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “dietary polyphenol Gallic acid”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ a b c d e f g h i j k l m n o p q r s t u v w x y z aa ab ac ad ae af ag ah ai aj ak al am an ao ap aq ar as at au av aw ax ay az ba bb bc bd be bf bg bh bi bj bk bl bm bn bo bp bq br bs bt bu bv bw bx by bz ca cb cc cd ce cf cg ch ci Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “polyphenol sub-class Hydroxycinnamic acids”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ Kaio Murilo Monteiro Espíndola; Roseane Guimarães Ferreira; Luis Eduardo Mosquera Narvaez; Amanda Caroline Rocha Silva Rosario; Agnes Hanna Machado da Silva; Ana Gabrielle Bispo Silva; Ana Paula Oliveira Vieira; Marta Chagas Monteiro (21 June 2019). “Chemical and Pharmacological Aspects of Caffeic Acid and Its Activity in Hepatocarcinoma”. Front Oncol. 9 (541). doi:10.3389/fonc.2019.00541.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “dietary polyphenol Chlorogenic acid, total”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ a b c Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “polyphenol class Phenolic acids”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ a b c d e f g h i j k l Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “sub-class Hydroxyphenylacetic acids”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ a b c d e f g h Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “sub-class Hydroxyphenylpentanoic acids”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ a b c d e f g h i j k l m n o p q r s Neveu, V; Perez-Jiménez, J; Vos, F; Crespy, V; du Chaffaut, L; Mennen, L; Knox, C; Eisner, R; Cruz, J; Wishart, D; Scalbert, A (2010). “sub-class Hydroxyphenylpentanoic acids”. Phenol-Explorer. doi:10.1093/database/bap024.
- ^ Mirjana Marčetić; Biljana Bufan; Milica Drobac; Jelena Antić Stanković; Nevena Arsenović Ranin; Marina T Milenković; Dragana D Božić (11 July 2025). “Multifaceted Biological Properties of Verbascoside/Acteoside: Antimicrobial, Cytotoxic, Anti-Inflammatory, and Immunomodulatory Effects”. Antibiotics (Basel). 14 (7).
- ^ a b c Syed Haris Omar (23 April 2010). “Oleuropein in Olive and its Pharmacological Effects – 3. Chemistry, biosynthesis and fate of oleuropein 3.1. Chemistry”. Sci Pharm. 78 (2). Qassim University. doi:10.3797/scipharm.0912-18. PMID 21179340.
- ^ Rong Tsao (2010). “Chemistry and Biochemistry of Dietary Polyphenols”. Nutrients. 2 (12). doi:10.3390/nu2121231.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Nurten Coşkun; Sümeyye Sarıtaş; Mikhael Bechelany; Sercan Karav (17 June 2025). “Polyphenols in Foods and Their Use in the Food Industry: Enhancing the Quality and Nutritional Value of Functional Foods”. Int J Mol Sci. 26 (12:5803.). MDPI. doi:10.3390/ijms26125803. PMID 40565272.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Andrea Perrelli; Luca Goitre; Anna Maria Salzano; Andrea Moglia; Andrea Scaloni; Saverio Francesco Retta (23 August 2018). Daria M. Monti (ed.). “Biological Activities, Health Benefits, and Therapeutic Properties of Avenanthramides: From Skin Protection to Prevention and Treatment of Cerebrovascular Diseases – 1. Introduction”. Oxid Med Cell Longev. Wiley Forward. 2018 (1942–0994). Hoboken, NJ: Wiley. doi:10.1155/2018/6015351. ISSN 1942-0994.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Barbara Barbaro; Gabriele Toietta; Roberta Maggio; Mario Arciello; Mirko Tarocchi; Andrea Galli; Clara Balsano (14 October 2014). “Effects of the Olive-Derived Polyphenol Oleuropein on Human Health – 2. Effects of Oleuropein on Human Health 2.1. Antioxidant Effect”. Int J Mol Sci. 15 (10).
Visioli et al. demonstrated in healthy volunteers that administration of oleuropein decreases, in a dose-dependent manner, the urinary excretion of 8-iso-PGF2α, indicating lower in vivo lipid peroxidation [34]. A scavenging effect of oleuropein was also demonstrated with respect to hypochlorous acid [30], a potent oxidant species produced in vivo by neutrophils myeloperoxidase at the site of inflammation [35].
- ^ a b c d Paola Vitaglione; Stefano Sforza; Daniele Del Rio (2012). “8 Occurence, Bioavailability and Metabolism of Resveratrol”. In Alan Crozier; Jeremy P. E. Spencer (eds.). Flavonoids and Related Compounds Bioavailability and Function. CRC Press. p. 168, 171.
- ^ Filomena Nazzaro; Francesca Coppola; Florinda Fratianni; Manar Abdalrazeq; Maria Neve Ombra; Beatrice De Giulio; Raffaele Coppola; Gokhan Zengin (2025). “Polyphenols Bioactive Metabolites, and Their Anti-Biofilm and Neuroprotective Potential”. Foods. 14 (22). doi:10.3390/foods14223976.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ De-Jian Jiang, Zhong Dai, Yuan-Jian Li (7 June 2006) Pharmacological Effects of Xanthones as Cardiovascular Protective Agents Cardiovascular Therapeutics 10.1111/j.1527-3466.2004.tb00133.x
- ^ a b c d e Qing Huang; Youyi Wang; Huaimo Wu; Man Yuan; Changwu Zheng; Hongxi Xu (14 September 2021). “Xanthone Glucosides: Isolation, Bioactivity and Synthesis”. Molecules. 26 (18:5575). doi:10.3390/molecules26185575.
{{cite journal}}: CS1 maint: unflagged free DOI (link) - ^ Aya M Mustafa; Ghadir A Bastawesy; Shymaa Hatem; Roxane Abdel-Gawad Moussa; Dina M Hal; Mariam H Fawzy; Mahmoud A Mansour; Mohamed S Abd El Hafeez (22 July 2025). “Polyphenolic protection: the role of mangiferin in mitigating neurodegeneration and neuroinflammation”. Inflammopharmacology. 33 (8 :4535–4552.). doi:10.1007/s10787-025-01854-3.
- ^ a b Ming Hu, Baojian Wu, Zhongqiu Liu Bioavailability of Polyphenols and Flavonoids in the Era of Precision Medicine Molecular PharmaceuticsVol 14/Issue 9
Alfonso Pompella, Helmut Sies, Roland Wacker, Fred Brouns, Tilman Grune, Hans Konrad Biesalski, Jan Frank The use of total antioxidant capacity as surrogate marker for food quality and its effect on health is to be discouraged Nutrition Volume 30, Issues 7–8, July–August 2014 “Many phytochemicals, for example, are poorly absorbed and rapidly metabolized into molecules with altered physicochemical, and therefore biological, properties. Consequently, the use of TAC assays for the in vitro assessment of antioxidant quality of food, which often is employed as a marketing argument or for the assessment of the “wholesomeness” of food, is to be discouraged…Other antioxidant food components, including flavonoids, phenolic acids, and other phytochemicals, however, may not act as antioxidants within the organism, because they undergo extensive first-pass metabolism in the intestine and liver during which redox-active hydroxyl groups are conjugated with functional groups (e.g., glucuronic acids, sulfate, methyl substituents), which abolishes their antioxidant function. In addition and in contrast with ascorbic acid and α-tocopherol, which are absorbed well, the uptake of plant polyphenols is limited and only a few percent of the ingested dose is typically taken up into the body”

