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黄酮类化合物

黄酮类化合物 定义与结构特征

黄酮类化合物是一大类天然存在的有机化合物,属于酚类衍生物。它们的分子结构通常包含两个苯环(A和B环)和一个三碳环(C环),形成一个基本骨架。该骨架由多个亚结构组成,包括黄烷醇、黄酮、黄酮醇等。

生物来源

黄酮类化合物广泛存在于植物界中,常见于许多蔬菜、水果及中药中。例如,在大豆、柑橘、茶叶和甘草中都可以找到它们的身影。

化学性质 亲水性与溶解度

由于其分子结构中含有多个酚羟基,因此具有一定的亲水性和良好的溶解性,这使得黄酮类化合物在药物设计中扮演重要角色。

稳定性与光敏性

大多数黄酮类化合物相对稳定,在适宜条件下不易发生降解。但某些类型的黄酮对光照比较敏感,容易被氧化,导致颜色变化。

生理活性与药用价值

黄酮类化合物因其丰富的生理活性而备受关注,主要包括:

  • 抗氧化作用:可有效清除体内自由基,保护细胞免受损伤。
  • 抗炎效应:有助于减轻炎症反应,缓解症状。
  • 心血管保护:可能通过多种机制改善心脑血管健康。
  • 抗癌潜力:研究表明某些黄酮类物质具有抑制肿瘤生长的能力。
应用领域 食品工业

作为一种天然色素和抗氧化剂,被广泛应用于食品加工中以提高其保质期及营养价值。

化妆品行业

利用其良好的生物相容性和抗衰老特性,在化妆品配方中应用广泛。

药物开发

由于黄酮类化合物展现出广泛的药理活性,已成为新药研发的重要候选目标之一。

中文名称 英文名称 CAS号 化学式 结构式图片
—— ethyl (1S,2R,12R)-10,12,14,15-tetrahydroxy-9,21-dioxo-2,5,17,19-tetrakis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]pentacyclo[10.6.3.02,11.03,8.013,18]henicosa-3,5,7,10,13(18),14,16,19-octaene-7-carboxylate 1204351-29-0 C60H50O24
ethyl (1S,2R,12R)-10,12,14,15-tetrahydroxy-9,21-dioxo-2,5,17,19-tetrakis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]pentacyclo[10.6.3.02,11.03,8.013,18]henicosa-3,5,7,10,13(18),14,16,19-octaene-7-carboxylate
—— (1S,9S)-5,6,9,11,12-pentahydroxy-3,14,16-tris[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]tetracyclo[7.6.2.02,7.010,15]heptadeca-2(7),3,5,10(15),11,13,16-heptaen-8-one 1204351-30-3 C44H36O18
(1S,9S)-5,6,9,11,12-pentahydroxy-3,14,16-tris[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]tetracyclo[7.6.2.02,7.010,15]heptadeca-2(7),3,5,10(15),11,13,16-heptaen-8-one
—— ethyl 7,8-dioxo-3,5-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]naphthalene-1-carboxylate 1204351-27-8 C31H26O12
ethyl 7,8-dioxo-3,5-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]naphthalene-1-carboxylate
—— rhamnazin-3-O-rutinoside 64527-08-8 C29H34O16
rhamnazin-3-O-rutinoside
—— 2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7,8-dimethoxy-3-octyl-chromen-4-one 134081-42-8 C25H30O7
2-(3,4-Dihydroxy-phenyl)-5-hydroxy-7,8-dimethoxy-3-octyl-chromen-4-one
—— 2-(3,4-Dihydroxy-phenyl)-5,7,8-trimethoxy-3-octyl-chromen-4-one 134081-26-8 C26H32O7
2-(3,4-Dihydroxy-phenyl)-5,7,8-trimethoxy-3-octyl-chromen-4-one
—— (-)-gallocatechin 3-O-gallate octamethyl ether 121844-31-3 C30H34O11
(-)-gallocatechin 3-O-gallate octamethyl ether
—— Scutellaprostin G 137231-89-1 C25H20O8
Scutellaprostin G
—— N-Acetyl-N'-(2-phenyl-2,3-dihydro-4H-chromen-4-ylidene)acetohydrazide —— C19H18N2O3
N-Acetyl-N'-(2-phenyl-2,3-dihydro-4H-chromen-4-ylidene)acetohydrazide
—— 2-Phenylchroman-4-one hydrazone 1692-46-2 C15H14N2O
2-Phenylchroman-4-one hydrazone
—— [2-(6-Methoxynaphthalen-2-yl)-4-oxochromen-3-yl] 3,5-difluorobenzenesulfonate 1099682-19-5 C26H16F2O6S
[2-(6-Methoxynaphthalen-2-yl)-4-oxochromen-3-yl] 3,5-difluorobenzenesulfonate
—— morusin dimethyl ether 62596-30-9 C27H28O6
morusin dimethyl ether
—— 4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxyhexopyranosyl)hexopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-, cadmium salt (1:1) 10163-13-0 C27H28CdO16
4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxyhexopyranosyl)hexopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-, cadmium salt (1:1)
—— Einecs 250-156-0 30370-87-7 C20H18O11
Einecs 250-156-0
—— Palustroside 26931-72-6 C27H30O15
Palustroside
—— 5-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-7-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-(3,4,5-trihydroxy-6-(3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy)-1-benzopyran-4-one 55481-91-9 C34H42O21
5-Hydroxy-2-(4-hydroxy-3-methoxy-phenyl)-7-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-(3,4,5-trihydroxy-6-(3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-yloxy)-1-benzopyran-4-one
—— Ikarisoside E 113558-13-7 C26H26O10
Ikarisoside E
—— 2-(3,4-Dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-3,5-dihydroxy-6-methoxy-4H-1-benzopyran-4-one 19833-25-1 C22H22O13
2-(3,4-Dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-3,5-dihydroxy-6-methoxy-4H-1-benzopyran-4-one
—— 7-[3-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-2-hydroxypropyl]-1,3-dimethylpurine-2,6-dione 169970-69-8 C37H42N4O19
7-[3-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-7-yl]oxy-2-hydroxypropyl]-1,3-dimethylpurine-2,6-dione
—— 8-ethoxy-2-(4-methoxyphenyl)-3-nitro-2H-chromene 1435972-51-2 C18H17NO5
8-ethoxy-2-(4-methoxyphenyl)-3-nitro-2H-chromene
—— Luteolin-7-O-galactoside 54985-16-9 C21H20O11
Luteolin-7-O-galactoside
—— 6-methoxykaempferol 7-O-β-D-glucopyranoside 70056-56-3 C22H22O12
6-methoxykaempferol 7-O-β-D-glucopyranoside
—— 7-β-D-glucopyranosyloxy-3,5-dihydroxy-2-phenyl-chromen-4-one 68592-13-2 C21H20O10
7-β-D-glucopyranosyloxy-3,5-dihydroxy-2-phenyl-chromen-4-one
—— 4H-1-Benzopyran-4-one, 2-(2,5-dimethoxyphenyl)-5,7-dihydroxy- 89971-02-8 C17H14O6
4H-1-Benzopyran-4-one, 2-(2,5-dimethoxyphenyl)-5,7-dihydroxy-
—— 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-((2-O-beta-D-galactopyranosyl-beta-D-glucopyranosyl)oxy)-7-(beta-D-glucopyranosyloxy)-5-hydroxy- 83830-84-6 C33H40O22
4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-((2-O-beta-D-galactopyranosyl-beta-D-glucopyranosyl)oxy)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-
—— 3,5-Pyrazolidinedione, 4-butyl-1,2-diphenyl-, mixt. with 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one 71789-17-8 C34H30N2O9
3,5-Pyrazolidinedione, 4-butyl-1,2-diphenyl-, mixt. with 2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-4H-1-benzopyran-4-one
—— 2-[4-(Phenoxymethyl)phenyl]chromen-4-one 1339882-53-9 C22H16O3
2-[4-(Phenoxymethyl)phenyl]chromen-4-one
—— 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-((4-O-beta-D-mannopyranosyl-beta-D-glucopyranosyl)oxy)- 78134-93-7 C27H30O16
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-((4-O-beta-D-mannopyranosyl-beta-D-glucopyranosyl)oxy)-
—— Quercetin 7-(rhamnosylglucoside) 79080-63-0 C27H30O16
Quercetin 7-(rhamnosylglucoside)
—— beta-D-Glucopyranosiduronic acid, 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl, methyl ester 79076-87-2 C23H22O11
beta-D-Glucopyranosiduronic acid, 5-hydroxy-2-(4-methoxyphenyl)-4-oxo-4H-1-benzopyran-7-yl, methyl ester
—— 4H-1-Benzopyran-4-one, 3-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-7-hydroxy-2-(2,3,4-trihydroxyphenyl)- 83841-48-9 C27H30O16
4H-1-Benzopyran-4-one, 3-((2-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-7-hydroxy-2-(2,3,4-trihydroxyphenyl)-
—— 4H-1-Benzopyran-4-one, 3-((4-O-beta-D-galactopyranosyl-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)- 73815-19-7 C28H32O17
4H-1-Benzopyran-4-one, 3-((4-O-beta-D-galactopyranosyl-beta-D-glucopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-
—— Clovin 81970-00-5 C33H40O20
Clovin
—— Kuwanon K 88524-66-7 C40H36O11
Kuwanon K
—— Flavoyadorinin A 20486-38-8 C23H24O12
Flavoyadorinin A
—— Parieval 80244-05-9 C85H120N2O25
Parieval
—— Vitexin rhamnoside 32426-34-9 C27H30O14
Vitexin rhamnoside
—— Laricitrin 7-monoglucoside 89345-45-9 C22H22O13
Laricitrin 7-monoglucoside
—— Tricin 7-(2''-rhamnosyl)-alpha-galacturonide 89915-54-8 C29H32O17
Tricin 7-(2''-rhamnosyl)-alpha-galacturonide
—— Scutellarein 5-beta-D-glucuronoside 27740-02-9 C21H18O12
Scutellarein 5-beta-D-glucuronoside
—— 3-(4-oxochroman-2-yl)phenyl phenylcarbamate 1386980-99-9 C22H17NO4
3-(4-oxochroman-2-yl)phenyl phenylcarbamate
—— (R)-3'-hydroxyflavanone 1030267-21-0 C15H12O3
(R)-3'-hydroxyflavanone
—— (S)-3'-hydroxyflavanone 92496-65-6 C15H12O3
(S)-3'-hydroxyflavanone
—— 4-chloro-2-(o-methoxyphenyl)-2H-chromene-3-carbaldehyde 1440430-16-9 C17H13ClO3
4-chloro-2-(o-methoxyphenyl)-2H-chromene-3-carbaldehyde
—— 6-methoxykaempferol 3-O-beta-D-robinobioside 90706-64-2 C28H32O16
6-methoxykaempferol 3-O-beta-D-robinobioside
—— (2S,1'R)-4-chloro-3-(1'-hydroxypropyl)-2-(2'-methoxyphenyl)-2H-chromene 1440429-57-1 C19H19ClO3
(2S,1'R)-4-chloro-3-(1'-hydroxypropyl)-2-(2'-methoxyphenyl)-2H-chromene
—— 2-Ethylrutoside 36057-92-8 C29H34O16
2-Ethylrutoside
—— Gossypetin-3,8-O-diglucoside 99224-13-2 C27H30O18
Gossypetin-3,8-O-diglucoside
—— Kaempferol Rhamnorobinoside 58769-29-2 C21H20O10
Kaempferol Rhamnorobinoside
—— 4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-methoxy- 103839-18-5 C28H32O17
4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-8-methoxy-