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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
—— 5-Amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-methyl-4H-1-benzopyran-4-one 165179-35-1 C16H11F3N2O2
5-Amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-methyl-4H-1-benzopyran-4-one
—— 2-(4-acetylamino-3-fluorophenyl)-5-amino-6,8-difluoro-7-methyl-4H-1-benzopyran-4-one 165180-21-2 C18H13F3N2O3
2-(4-acetylamino-3-fluorophenyl)-5-amino-6,8-difluoro-7-methyl-4H-1-benzopyran-4-one
—— epicatechin-3-O-gallate-(4β->8)-epicatechin-3-O-gallate-(4β->8)-epicatechin-3-O-gallate 106533-62-4 C66H50O30
epicatechin-3-O-gallate-(4β->8)-epicatechin-3-O-gallate-(4β->8)-epicatechin-3-O-gallate
—— procyanidin B-2 digallate 79907-44-1 C44H34O20
procyanidin B-2 digallate
—— procyanidin C-1 3',3''-di-O-gallate 106533-61-3 C59H46O26
procyanidin C-1 3',3''-di-O-gallate
—— 1-(2,6-dichlorophenyl)-3-{1-[3-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)propyl]-1H-indol-3-ylmethylene}-1,3-dihydro-indol-2-one 1529772-93-7 C41H28Cl2N2O5
1-(2,6-dichlorophenyl)-3-{1-[3-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)propyl]-1H-indol-3-ylmethylene}-1,3-dihydro-indol-2-one
—— 1-[3-(5-Hydroxy-4-oxo-2-phenylchromen-7-yl)oxypropyl]indole-3-carbaldehyde 1529772-96-0 C27H21NO5
1-[3-(5-Hydroxy-4-oxo-2-phenylchromen-7-yl)oxypropyl]indole-3-carbaldehyde
—— kaempferol 3-O-β-D-xylopyranosyl-(1→2)-α-L-rhamnopyranosyl-7-O-α-L-rhamnopyranoside 124704-85-4 C32H38O18
kaempferol 3-O-β-D-xylopyranosyl-(1→2)-α-L-rhamnopyranosyl-7-O-α-L-rhamnopyranoside
—— kaempferol 3-O-β-D-xylopyranosyl-(1→2)-α-L-arabinofuranosyl-7-O-α-L-rhamnopyranoside 1415248-05-3 C31H36O18
kaempferol 3-O-β-D-xylopyranosyl-(1→2)-α-L-arabinofuranosyl-7-O-α-L-rhamnopyranoside
—— 3-((5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochroman-7-yl)oxy)propane-1-sulfonic acid potassium salt 62589-90-6 C19H19O9S*K
3-((5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxochroman-7-yl)oxy)propane-1-sulfonic acid potassium salt
—— 3',5,7-tris(trimethylsilyl)hesperetin 1181-11-9 C25H38O6Si3
3',5,7-tris(trimethylsilyl)hesperetin
—— 5-Hydroxy-4'-methoxy-7,3'-diacetoxy-flavanon 3316-45-8 C20H18O8
5-Hydroxy-4'-methoxy-7,3'-diacetoxy-flavanon
—— hesperetin 7-O-[6-O-(β-D-glucopyranosyl)]-β-D-glucopyranoside 1020068-08-9 C28H34O16
hesperetin 7-O-[6-O-(β-D-glucopyranosyl)]-β-D-glucopyranoside
—— hesperetin 7-O-β-D-glucoside 2500-68-7 C22H24O11
hesperetin 7-O-β-D-glucoside
—— [5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl] acetate 128373-93-3 C18H16O7
[5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-7-yl] acetate
—— 7-O-benzoylhesperetin 1237478-97-5 C23H18O7
7-O-benzoylhesperetin
—— hesperetin 3'-O-β-D-glucuronide 1237479-05-8 C22H22O12
hesperetin 3'-O-β-D-glucuronide
—— (R)-4'-methoxy-3',5,7-trihydroxyflavanone 24604-97-5 C16H14O6
(R)-4'-methoxy-3',5,7-trihydroxyflavanone
—— hesperetin-3'-sulfate 945038-48-2 C16H14O9S
hesperetin-3'-sulfate
—— (6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (Z)-9-octadecenoate 1237535-18-0 C39H52O13
(6-{[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl (Z)-9-octadecenoate
—— 6-chloro-2-phenylchroman 73110-86-8 C15H13ClO
6-chloro-2-phenylchroman
—— 6-(3,3-diphenyl-3H-benzo[f]chromene-7-carboxamido)hexanoic acid 1131147-91-5 C32H29NO4
6-(3,3-diphenyl-3H-benzo[f]chromene-7-carboxamido)hexanoic acid
—— 3,3-diphenyl-3H-benzo[f]chromene-7-carboxylic acid 1131147-87-9 C26H18O3
3,3-diphenyl-3H-benzo[f]chromene-7-carboxylic acid
—— 6-(3,3-diphenyl-3H-benzo[f]chromene-8-carboxamido)hexanoic acid 1131147-86-8 C32H29NO4
6-(3,3-diphenyl-3H-benzo[f]chromene-8-carboxamido)hexanoic acid
—— epitheaflavic acid —— C21H16O10
epitheaflavic acid
—— 5,6,7,8-tetrafluoro-2-phenyl-4H-chromen-4-one 38462-99-6 C15H6F4O2
5,6,7,8-tetrafluoro-2-phenyl-4H-chromen-4-one
—— 5a-(3,4-Dihydroxyphenyl)-1,3,7,11a-tetrahydroxy-12-oxochromeno[2,3-b][1,4]benzodioxine-9-carboxylic acid 1219698-60-8 C22H14O12
5a-(3,4-Dihydroxyphenyl)-1,3,7,11a-tetrahydroxy-12-oxochromeno[2,3-b][1,4]benzodioxine-9-carboxylic acid
—— cis-flavan-3-ol 1481-83-0 C15H14O2
cis-flavan-3-ol
—— epitheaflavic acid 3'-monogallate 34218-97-8 C28H20O14
epitheaflavic acid 3'-monogallate
—— assamicain A 121795-66-2 C44H36O22
assamicain A
—— neohesperidine 610283-68-6 C28H34O15
neohesperidine
—— 5a-(3,4-Dihydroxyphenyl)-1,3,10,11a-tetrahydroxy-12-oxochromeno[2,3-b][1,4]benzodioxine-8-carboxylic acid 1219698-61-9 C22H14O12
5a-(3,4-Dihydroxyphenyl)-1,3,10,11a-tetrahydroxy-12-oxochromeno[2,3-b][1,4]benzodioxine-8-carboxylic acid
—— oolongtheanin 3'-O-gallate 117058-42-1 C43H32O21
oolongtheanin 3'-O-gallate
—— oolongtheanine 116310-05-5 C36H28O17
oolongtheanine
—— 3-O-galloylepigallocatechin-(4β->8)-epigallocatechin 3-O-gallate 86588-89-8 C44H34O22
3-O-galloylepigallocatechin-(4β->8)-epigallocatechin 3-O-gallate
—— theasinensin F 1236228-59-3 C44H34O21
theasinensin F
—— desgalloyl oolongtheanin 116329-57-8 C29H24O13
desgalloyl oolongtheanin
—— (2R,3R)-8-[(1S,2R)-2-hydroxy-3-(2,4,6-trihydroxyphenyl)-1-(3,4,5-trihydroxyphenyl)propyl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 121795-71-9 C30H28O14
(2R,3R)-8-[(1S,2R)-2-hydroxy-3-(2,4,6-trihydroxyphenyl)-1-(3,4,5-trihydroxyphenyl)propyl]-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
—— 3,3'-di-O-galloyl prodelphinidin B-5 86588-87-6 C44H34O22
3,3'-di-O-galloyl prodelphinidin B-5
—— Catechin-(4alpha-8)-epigallocatechin-3-gallate 126786-48-9 C37H30O17
Catechin-(4alpha-8)-epigallocatechin-3-gallate
—— oolonghomobisflavan B 176107-91-8 C45H36O22
oolonghomobisflavan B
—— epicatechin(4β->8)epigallocatechin 194548-84-0 C30H26O13
epicatechin(4β->8)epigallocatechin
—— (+)-gallocatechin-(4α->8')-epigallocatechin 68964-95-4 C30H26O14
(+)-gallocatechin-(4α->8')-epigallocatechin
—— prodelphinidin B-4 3'-O-gallate 126786-49-0 C37H30O18
prodelphinidin B-4 3'-O-gallate
—— (-)-epigallocatechin 3,4'-di-O-gallate 89013-67-2 C29H22O15
(-)-epigallocatechin 3,4'-di-O-gallate
—— (-)-epicatechin 3-O-gallate (4β-8)-(-)-epigallocatechin 3-O-gallate 126715-90-0 C44H34O21
(-)-epicatechin 3-O-gallate (4β-8)-(-)-epigallocatechin 3-O-gallate
—— myricetin 3-O-(2'',3''-digalloyl)-β-D-galactopyranoside 1357272-88-8 C35H28O21
myricetin 3-O-(2'',3''-digalloyl)-β-D-galactopyranoside
—— assamicain B 121844-27-7 C44H36O22
assamicain B
—— (-)-epigallocatechin 3,3'-di-O-gallate 89013-66-1 C29H22O15
(-)-epigallocatechin 3,3'-di-O-gallate
—— desgalloyl theasinensin F 116310-07-7 C30H26O13
desgalloyl theasinensin F