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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
—— 7-diethylamino-3-hydroxy-2-(4-dimethylaminophenyl)chromen-4-one 753006-67-6 C21H24N2O3
7-diethylamino-3-hydroxy-2-(4-dimethylaminophenyl)chromen-4-one
—— 4'-isopropyl-3-methylflavone-8-carboxylic acid N,N-di-n-butylamide 90102-27-5 C28H35NO3
4'-isopropyl-3-methylflavone-8-carboxylic acid N,N-di-n-butylamide
—— 5-((2R,4S)-2-(2-(((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoic acid hydrochloride 1451373-72-0 C28H30FNO4*ClH
5-((2R,4S)-2-(2-(((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoic acid hydrochloride
—— peracetylated quercetin 3-O-α-L-rhamnopyranosyl-(1->-2)-α-L-arabinopyranoside 1332699-81-6 C44H46O24
peracetylated quercetin 3-O-α-L-rhamnopyranosyl-(1->-2)-α-L-arabinopyranoside
—— Acetic acid (2R,3R,4R,2'R,3'R,4'S,2''R,3''S)-3,5,7,5',7',3'',5'',7''-octaacetoxy-2,2',2''-tris-(3,4-diacetoxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';4',8'']terchromen-3'-yl ester 82801-31-8 C75H68O33
Acetic acid (2R,3R,4R,2'R,3'R,4'S,2''R,3''S)-3,5,7,5',7',3'',5'',7''-octaacetoxy-2,2',2''-tris-(3,4-diacetoxy-phenyl)-3,4,3',4',3'',4''-hexahydro-2H,2'H,2''H-[4,6';4',8'']terchromen-3'-yl ester
—— 3-Acetoxy-2'-hydroxy-5,7,4'-trimethoxy-flavanon 13858-83-8 C20H20O8
3-Acetoxy-2'-hydroxy-5,7,4'-trimethoxy-flavanon
—— 3-(4-chlorophenyl)-1-ethoxy-1-phenyl-1H-benzo[ f ]chromene 1365174-48-6 C27H21ClO2
3-(4-chlorophenyl)-1-ethoxy-1-phenyl-1H-benzo[ f ]chromene
—— 31643-82-0 C35H28O8
—— 2,2'-diphenyl-3,3'-methanediyldioxy-bis-chromen-4-one 31643-79-5 C31H20O6
2,2'-diphenyl-3,3'-methanediyldioxy-bis-chromen-4-one
—— 4'-Hydroxy-7-methoxydihydroflavanol-acetat 27782-73-6 C20H18O7
4'-Hydroxy-7-methoxydihydroflavanol-acetat
—— spiro<5-acetamido-3-acetyl-2,3-dihydro-1,3,4-thiadiazole-2,4'-trans-3'-acetoxyflavan> 139061-55-5 C22H21N3O5S
spiro<5-acetamido-3-acetyl-2,3-dihydro-1,3,4-thiadiazole-2,4'-trans-3'-acetoxyflavan>
—— 3-Methoxy-5-hydroxy-7-allyloxy-flavon 17892-73-8 C19H16O5
3-Methoxy-5-hydroxy-7-allyloxy-flavon
—— 3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-((R)-3-methylpiperidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate 1352307-69-7 C2HF3O2*C30H33NO4
3-(3-hydroxyphenyl)-4-methyl-2-(4-(2-((R)-3-methylpiperidin-1-yl)ethoxy)phenyl)-2H-chromen-6-ol trifluoroacetate
—— 3.7-β-D-Octa-O-acetylglucosid d. 3.7-Dihydroxyflavon 121291-44-9 C43H46O22
3.7-β-D-Octa-O-acetylglucosid d. 3.7-Dihydroxyflavon
—— 2-phenyl-4H-chromen-4-one-3-O-2,3,4,6-O-tetraacetyl-β-d-glucopyranoside 118927-59-6 C29H28O12
2-phenyl-4H-chromen-4-one-3-O-2,3,4,6-O-tetraacetyl-β-d-glucopyranoside
—— 2-[4-methoxy-3-(trifluoromethyl)phenyl]-6-(piperazin-1-yl)-4H-chromen-4-one 1459286-46-4 C21H19F3N2O3
2-[4-methoxy-3-(trifluoromethyl)phenyl]-6-(piperazin-1-yl)-4H-chromen-4-one
—— N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)-4-methylpiperazine-1-carbothiohydrazide 1239578-60-9 C21H24N4O3S
N'-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)-4-methylpiperazine-1-carbothiohydrazide
—— 3-Methoxy-5,6-dihydro-benzo[c]xanthen-12a-ol 99618-44-7 C18H16O3
3-Methoxy-5,6-dihydro-benzo[c]xanthen-12a-ol
—— 2-(3-(3,4-difluorophenyl)-1-phenyl-1H-pyrazol-4-yl)-4H-chromen-4-one 1333238-47-3 C24H14F2N2O2
2-(3-(3,4-difluorophenyl)-1-phenyl-1H-pyrazol-4-yl)-4H-chromen-4-one
—— (2R,3R)-3-sec-Butylamino-2-phenyl-chroman-4-one; hydrochloride 130268-02-9 C19H21NO2*ClH
(2R,3R)-3-sec-Butylamino-2-phenyl-chroman-4-one; hydrochloride
—— 4-(7-Methoxy-4-oxo-chroman-2-yl)-benzonitrile 445285-10-9 C17H13NO3
4-(7-Methoxy-4-oxo-chroman-2-yl)-benzonitrile
—— 7-methoxy-2-(2-methoxymethoxy-phenyl)-chroman-4-one 101790-60-7 C18H18O5
7-methoxy-2-(2-methoxymethoxy-phenyl)-chroman-4-one
—— 1-ethoxy-3-(2-methoxyphenyl)-1-phenyl-1H-benzo[ f ]chromene 1365174-69-1 C28H24O3
1-ethoxy-3-(2-methoxyphenyl)-1-phenyl-1H-benzo[ f ]chromene
—— ethyl 8-(4'-[6-(4-pentylphenoxy)hexyloxy]phenyl)-2-(4-fluorophenyl)-2-(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1021906-54-6 C52H53FO6
ethyl 8-(4'-[6-(4-pentylphenoxy)hexyloxy]phenyl)-2-(4-fluorophenyl)-2-(4-methoxyphenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— 2-(4-((S)-2-(3,3-dimethylpyrrolidin-1-yl)propoxy)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol trifluoroacetate 1352307-16-4 C2HF3O2*C31H35NO4
2-(4-((S)-2-(3,3-dimethylpyrrolidin-1-yl)propoxy)phenyl)-3-(3-hydroxyphenyl)-4-methyl-2H-chromen-6-ol trifluoroacetate
—— 7'-methoxy-4,4,7,7-tetramethyl-2'-phenyl-4,6,7,8-tetrahydro-2,4'-spirobi[chromen]-5(3H)-one 1196830-74-6 C28H30O4
7'-methoxy-4,4,7,7-tetramethyl-2'-phenyl-4,6,7,8-tetrahydro-2,4'-spirobi[chromen]-5(3H)-one
—— 6-Hydroxy-5,7,4'-triaethoxy-flavon 6563-73-1 C21H22O6
6-Hydroxy-5,7,4'-triaethoxy-flavon
—— Noricarisid-1 20194-37-0 C26H30O12
Noricarisid-1
—— 3'-Methoxycarbonyl-7.8-benzoflavon 20093-88-3 C21H14O4
3'-Methoxycarbonyl-7.8-benzoflavon
—— 3,7,4'-Triacetoxyflavan-4-ol 3748-87-6 C21H20O8
3,7,4'-Triacetoxyflavan-4-ol
—— [(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-[2-[3,4-bis(phenylmethoxy)phenyl]-5-hydroxy-4-oxo-7-phenylmethoxychromen-3-yl]oxyoxan-4-yl] benzoate 1309453-96-0 C55H48O16
[(2R,3R,4S,5R,6S)-3,5-diacetyloxy-2-(acetyloxymethyl)-6-[2-[3,4-bis(phenylmethoxy)phenyl]-5-hydroxy-4-oxo-7-phenylmethoxychromen-3-yl]oxyoxan-4-yl] benzoate
—— 3a-Jod-6-brom-4'-methoxy-flavanon 14221-80-8 C16H12BrIO3
3a-Jod-6-brom-4'-methoxy-flavanon
—— 7-(2-Oxocyclohexyloxy)-2-phenyl-4H-1-benzopyran-4-one 112649-51-1 C21H18O4
7-(2-Oxocyclohexyloxy)-2-phenyl-4H-1-benzopyran-4-one
—— 7-O-(heptaacetyl-β-D-cellobiosyl)apigenin 1381874-74-3 C41H44O22
7-O-(heptaacetyl-β-D-cellobiosyl)apigenin
—— 7-Allyloxy-3-ethyl-flavon 18651-38-2 C20H18O3
7-Allyloxy-3-ethyl-flavon
—— 3-bromo-3'-nitroacacetin 890661-85-5 C16H10BrNO7
3-bromo-3'-nitroacacetin
—— 2-Phenyl-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen 6601-77-0 C16H11ClO4
2-Phenyl-3-hydroxy-4-oxo-6-methoxy-7-chlor-4H-chromen
—— 2-<2-Hydroxy-phenyl>-2-propyl-benzofuran-3-on 5595-77-7 C17H16O3
2-<2-Hydroxy-phenyl>-2-propyl-benzofuran-3-on
—— 4-Acetoxy-3',4',7-trimethoxy-2-methyl-isoflavan 5093-59-4 C21H24O6
4-Acetoxy-3',4',7-trimethoxy-2-methyl-isoflavan
—— kaempferol 7-sulfate potassium 116097-11-1 C15H9O9S*K
kaempferol 7-sulfate potassium
—— S 17384 178367-40-3 C25H24O6
S 17384
—— 4'-(benzyloxy)-5-hydroxy-3,7-dimethoxyflavone 6601-73-6 C24H20O6
4'-(benzyloxy)-5-hydroxy-3,7-dimethoxyflavone
—— 1-benzyl-3-[[2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-7-yl]oxyacetyl]amino]thiourea 113495-04-8 C27H25N3O6S
1-benzyl-3-[[2-[2-(3,4-dimethoxyphenyl)-4-oxochromen-7-yl]oxyacetyl]amino]thiourea
—— (2S,3aS,4R,9bR)-8-hydroxy-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromene-2-carbonitrile 787622-32-6 C19H17NO3
(2S,3aS,4R,9bR)-8-hydroxy-4-(4-hydroxy-phenyl)-1,2,3,3a,4,9b-hexahydro-cyclopenta[c]chromene-2-carbonitrile
—— ethyl 2'-ethoxy-3-methylflavone-8-carboxylate 90101-96-5 C21H20O5
ethyl 2'-ethoxy-3-methylflavone-8-carboxylate
—— ethyl 8-(4'-[6-(4-pentylphenoxy)hexyloxy]phenyl)-2-phenyl-2-(4-piperidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate 1021906-52-4 C56H61NO5
ethyl 8-(4'-[6-(4-pentylphenoxy)hexyloxy]phenyl)-2-phenyl-2-(4-piperidinophenyl)-2H-naphtho[1,2-b]pyran-5-carboxylate
—— epicatechin-(4β-8; 2β-O-7)-catechin 159247-88-8 C30H24O12
epicatechin-(4β-8; 2β-O-7)-catechin
—— 2,2-Bis(4-methylphenyl)-5-cyclohexyloxycarbonyl-6-(methoxycarbonyloxy)-[2H]-naphtho[1,2-b]pyran 350047-78-8 C36H34O6
2,2-Bis(4-methylphenyl)-5-cyclohexyloxycarbonyl-6-(methoxycarbonyloxy)-[2H]-naphtho[1,2-b]pyran
—— 3-(4-bromophenyl)-1-ethoxy-1-phenyl-1H-benzo[ f ]chromene 1365174-44-2 C27H21BrO2
3-(4-bromophenyl)-1-ethoxy-1-phenyl-1H-benzo[ f ]chromene
—— N-butyl-2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)hydrazinecarbothioamide 1239578-54-1 C20H23N3O3S
N-butyl-2-(7-hydroxy-2-(4-hydroxyphenyl)chroman-4-ylidene)hydrazinecarbothioamide