Oxidative Medicine and Cellular Longevity

Research Article

Identification of Six Flavonoids as Novel Cellular Antioxidants and Their Structure-Activity Relationship

Table 1

The chemical structures of 60 flavonoids.


No	Flavonoids	Core structure	Substructure

	Flavone		R=H
1	Isorhamnetin		R₃, R₅, R₇, R₄=OH, R₅=OCH₃
2	Rhamnetin		R₃, R₅, R₄, R₅=OH, R₇=OCH₃
3	Kaempferide		R₃, R₅, R₇=OH, R₄=OCH₃
4	Morin		R₃, R₅, R₇, R₄, R₆=OH
5	3-O-methylquercetin		R₃= OCH_3, R₅, R₇, R₄, R₆=OH
6	Kaempferol		R₃, R₅, R₇, R₄=OH
7	Quercetin		R₃, R₅, R₇, R₄, R₅=OH
8	Herbacetin		R₃, R₅, R₇, R₈, R₄=OH
9	Myricitrin		R₃=Orha, R₅, R₇, R₃, R₄, R₅=OH
10	Avicularin		R₃=Oara, R₅, R₇, R₃_, R₄=OH
11	Trifolin		R₃=Oglc, R₅, R₇, R₃=OH
12	Kaempferol-4-O-glucopyranoside		R₃, R₅, R₇=OH, R₄=Oglc
13	Kaempferol-7-O-glucopyranoside		R₃, R₅=OH, R₇=Oglc, R₄=OH
14	Kaempferol-3-O-arabinoside		R₃=Oara, R₅, R₇, R₃=OH
15	Isorhamnetin-3-O-glucopyranoside		R₃=Oglc, R₅, R₇, R₃=OH, R₄=OCH₃
16	Rutin		R₃=Orha, R₅, R₇, R₄, R₅=OH
17	Spiraeoside		R₃, R₅, R₇, R₅=OH, R₄=Oglc
18	Myricetin		R₃, R₅, R₇, R₃, R₄, R₅=OH
19	Tangeretin		R₅, R₆, R₇, R₈, R₄=OCH₃
20	Chrysin		R₅, R₇=OH
21	Baicalein		R₅, R₆, R₇=OH
22	Apigenin		R₅, R₇, R₄=OH
23	Luteolin		R₅, R₇, R₃, R₄=OH
24	Cynaroside		R₇=Oglc, R₃, R₄=OH
25	Myricetin-3-O-galactoside		R₃=Ogal, R₅, R₇, R₃, R₄, R₅=OH
26	Quercetin-3-O-galactoside		R₃=Ogal, R₅, R₇, R₃, R₄=OH
27	Quercetin-3-O-rhamnoside		R₃, R₅=OH, R₇=Orha, R₃, R₄=OH
28	Quercitrin		R₃=Orha, R₅, R₇, R₃, R₄=OH
29	Isoquercitrin		R₃=Oglc, R₅, R₇, R₃, R₄=OH
30	Vitexin		R₅=Cglc, R₆, R₈, R₄=OH
31	Orientin		R₈=Cglc, R₅, R₇, R₃, R₄=OH
32	Isoorientin		R₄=Cglc, R₅, R₇, R₃, R₄=OH
33	Isovitexin		R₅, R₇, R₄=OH, R₆=Cglc
34	Galangin		R₃, R₅, R₇=OH
35	Fisetin		R₃, R₇, R₃, R₄=OH
36	Diosmetin		R₅, R₇, R₃=OH, R₄=OCH₃
37	Genkwanin flavanones		R₅, R₄=OH, R₇=OCH₃ R=H

38	Dihydromyricetin		R₃, R₅, R₇, R₃, R₄, R₅=OH
39	Taxifolin		R₃, R₅, R₇, R₄, R₅=OH
40	Dihydromorin		R₃, R₅, R₇, R₄=OH
41	Neohesperidin		R₅, R₃=OH, R₇=Oglcgla, R₅=OCH₃
42	Narirutin		R₇=Oglcgla, R₄=OH
43	Hesperetin		R₅, R₇, R₄=OH, R₅=OCH₃
44	Hesperidin		R₅, R₅=OH, R₇=Oglcgla, R₄=OCH₃
45	Naringenin		R₅, R₇, R₄=OH
46	Liquiritigenin		R₇, R₄=OH

	Chalcone		R=H
47	Neohesperidin dihydrochalcone		R₃, R₃, R₆=OH, R₄=Oglcgla
48	Phloretin		R_1, R₃, R₅, R₄=OH
49	Phlorizin		R₁, R₃, R₄=OH, R₅=Oglc
50	Isoliquiritigenin		R₁, R₃, R₄=OH

	Anthocyanidin		R=H
51	Cyanidin chloride		R₁=OH
52	Delphinidin chloride		R₂, R₃=OH
53	Cyanin chloride		R₁=OH, R₂=H, R₃, R₄=Oglc
54	Cyanidin-3-O-glucoside chloride		R₁=OH, R₂=H, R₃=Oglc
55	Pelargonin chloride		R₁, R₂=H, R₃, R₄=Oglc
56	Oenin chloride		R₁, R₂=OCH₃, R₃=Oglc
57	Malvin		R₁, R₂=OCH₃, R₃, R₄=Oglc

	Flavans		R=H
58	Epicatechin		R₃, R₅, R₇, R₄, R₅=OH
59	Catechin		R₃, R₅, R₇, R₄, R₅=OH
60	Epigallocatechin gallate		R₃=gallic acid, R₅, R₇, R₃, R₄, R₅=OH

Orha: -O-α-L-rhamnopyranoside; Oara: -O-α-L-arabinofuranoside; Oglc: -O-glucopyranoside; Ogal: -O-β-L-galactopyranoside; Cglc: -C-glucopyranoside; Oglcgla: -O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside. The values having no letters in common are significantly different (). R is the number in core structure.