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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
—— Dimyricetin-(2'.2''') 98840-15-4 C30H18O16
Dimyricetin-(2'.2''')
—— 6-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-2-(2-fluoro-4,5-dimethoxyphenyl)-4H-chromen-4-one 1459286-23-7 C23H25FN2O4
6-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-2-(2-fluoro-4,5-dimethoxyphenyl)-4H-chromen-4-one
—— Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester 124909-97-3 C26H24O10S
Toluene-4-sulfonic acid 2-(3,4-dimethoxy-phenyl)-3-hydroxy-6,7-dimethoxy-4-oxo-4H-chromen-5-yl ester
—— 7-hydroxy-2,4-diphenyl-chromenylium(1+); chloride 20921-30-6 C21H15O2*Cl
7-hydroxy-2,4-diphenyl-chromenylium(1+); chloride
—— 2-<Naphthyl-(1)>-3-hydroxy-4-oxo-6-methoxy-7-brom-4H-chromen 6601-57-6 C20H13BrO4
2-<Naphthyl-(1)>-3-hydroxy-4-oxo-6-methoxy-7-brom-4H-chromen
—— 3-Acetamino-flavanon-oxim 7578-65-6 C17H16N2O3
3-Acetamino-flavanon-oxim
—— 2,2'-Bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[3,3']bichromenyl-4,4'-dione 105227-72-3 C32H26O6
2,2'-Bis-(4-methoxy-phenyl)-2,3,2',3'-tetrahydro-[3,3']bichromenyl-4,4'-dione
—— 2',5,7-Trihydroxyflavanon-7β-neohesperidosid 20396-72-9 C27H32O14
2',5,7-Trihydroxyflavanon-7β-neohesperidosid
—— Saponaretin-hexaacetat 22659-26-3 C33H32O16
Saponaretin-hexaacetat
—— Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[2-(4-benzyloxy-phenyl)-5-hydroxy-3-methoxy-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-3-yl ester 10583-68-3 C37H36O15
Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[2-(4-benzyloxy-phenyl)-5-hydroxy-3-methoxy-4-oxo-4H-chromen-7-yloxy]-tetrahydro-pyran-3-yl ester
—— 2''',3'''-isopropylidenedatiscin 83075-38-1 C30H34O15
2''',3'''-isopropylidenedatiscin
—— 7-methoxy-2-phenyl-chromenylium; chloride 66715-26-2 C16H13O2*Cl
7-methoxy-2-phenyl-chromenylium; chloride
—— 2-(3-hydroxy-phenyl)-6-nitro-chroman-4-one 107915-61-7 C15H11NO5
2-(3-hydroxy-phenyl)-6-nitro-chroman-4-one
—— 5-((2S,4R)-2-(2-(((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoic acid hydrochloride 1451373-71-9 C28H30FNO4*ClH
5-((2S,4R)-2-(2-(((R)-1-(4-fluoro-3-methoxyphenyl)ethyl)amino)ethyl)chroman-4-yl)-2-methylbenzoic acid hydrochloride
—— 2',4',5,7-tetrakis(benzyloxy)flavanone 82448-61-1 C43H36O6
2',4',5,7-tetrakis(benzyloxy)flavanone
—— 3-Acetoxy-2'-benzyloxy-5,7,4'-trimethoxy-flavanon 13858-82-7 C27H26O8
3-Acetoxy-2'-benzyloxy-5,7,4'-trimethoxy-flavanon
—— 3a-Iod-6-methyl-3',4'-dimethoxy-flavanon 14166-13-3 C18H17IO4
3a-Iod-6-methyl-3',4'-dimethoxy-flavanon
—— 5,7-Bis-methoxymethoxy-2-[4-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-6-(3-methyl-but-2-enyl)-chroman-4-one 170662-19-8 C31H40O8
5,7-Bis-methoxymethoxy-2-[4-methoxymethoxy-3-(3-methyl-but-2-enyl)-phenyl]-6-(3-methyl-but-2-enyl)-chroman-4-one
—— 8-Brom-6-fluor-4'-dimethylamino-flavonol 4257-46-9 C17H13BrFNO3
8-Brom-6-fluor-4'-dimethylamino-flavonol
—— 1-(4',7-dimethoxyisoflavon-3'-yl)-2-(4''',7''-dimethoxyflavon-3'''-yl)ethyne 1304777-97-6 C36H26O8
1-(4',7-dimethoxyisoflavon-3'-yl)-2-(4''',7''-dimethoxyflavon-3'''-yl)ethyne
—— 3',4'-dimethoxy-3-methylflavone-8-carboxylic acid 90102-04-8 C19H16O6
3',4'-dimethoxy-3-methylflavone-8-carboxylic acid
—— 2-(4-Dimethylamino-phenyl)-6-phenyl-chroman-4-one 87241-76-7 C23H21NO2
2-(4-Dimethylamino-phenyl)-6-phenyl-chroman-4-one
—— 8-((E)-4-Hydroxy-4-methyl-3-oxo-pent-1-enyl)-7-methoxy-2-phenyl-chromen-4-one 63790-40-9 C22H20O5
8-((E)-4-Hydroxy-4-methyl-3-oxo-pent-1-enyl)-7-methoxy-2-phenyl-chromen-4-one
—— (8-Methyl-2-phenyl-chroman-7-yloxy)-acetic acid [1-(3,4-dimethoxy-phenyl)-meth-(E)-ylidene]-hydrazide 122484-35-9 C27H28N2O5
(8-Methyl-2-phenyl-chroman-7-yloxy)-acetic acid [1-(3,4-dimethoxy-phenyl)-meth-(E)-ylidene]-hydrazide
—— 1’-phenyl-spiro[9H-fluorene-9,3’-[3’H]-naphtho[2,1-b]pyran] 1072877-70-3 C31H20O
1’-phenyl-spiro[9H-fluorene-9,3’-[3’H]-naphtho[2,1-b]pyran]
—— 3-(3-hydroxy-2-methylphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride 1352307-55-1 C31H35NO4*ClH
3-(3-hydroxy-2-methylphenyl)-4-methyl-2-(4-((S)-2-((R)-3-methylpyrrolidin-1-yl)propoxy)phenyl)-2H-chromen-6-ol hydrochloride
—— 5-O-Acetyl-6-methyl-3,7,8,3',4'-penta-O-methyl-gossypetin 16807-45-7 C23H24O9
5-O-Acetyl-6-methyl-3,7,8,3',4'-penta-O-methyl-gossypetin
—— NBM-HD-2 1130021-69-0 C33H44O7
NBM-HD-2
—— (2R,3S)-6,8-dibromo-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol 88488-98-6 C15H12Br2O6
(2R,3S)-6,8-dibromo-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
—— 4-[4-[10-Cyclohexyl-11-(3,4-dimethoxyphenyl)-5-(4-methoxyphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,9'-fluorene]-5-yl]phenyl]morpholine 848823-41-6 C63H55NO5
4-[4-[10-Cyclohexyl-11-(3,4-dimethoxyphenyl)-5-(4-methoxyphenyl)spiro[6-oxapentacyclo[12.7.0.02,7.08,13.015,20]henicosa-1(14),2(7),3,8,10,12,15,17,19-nonaene-21,9'-fluorene]-5-yl]phenyl]morpholine
—— 2-(4-Chloro-phenyl)-6-phenyl-chroman-4-one 58554-97-5 C21H15ClO2
2-(4-Chloro-phenyl)-6-phenyl-chroman-4-one
—— rac-(2R,3R,4'S)-4'-(4-nitrophenyl)-2-phenyl-4',5'-dihydrospiro[chromane-3,3'-pyrazol]-4-one 109754-36-1 C23H17N3O4
rac-(2R,3R,4'S)-4'-(4-nitrophenyl)-2-phenyl-4',5'-dihydrospiro[chromane-3,3'-pyrazol]-4-one
—— 7-methoxy-2-[4-(2-tetrahydro-1H-1-pyrrolylethoxy)phenyl]-4-chromanone 850152-78-2 C22H25NO4
7-methoxy-2-[4-(2-tetrahydro-1H-1-pyrrolylethoxy)phenyl]-4-chromanone
—— 2,3-cis-3,4-trans-4-acetoxy-3-bromo-4',7-dimethoxyflavan 27722-70-9 C19H19BrO5
2,3-cis-3,4-trans-4-acetoxy-3-bromo-4',7-dimethoxyflavan
—— (4H-flaven-4-yl)triethoxyphosphonium perchlorate 1105614-01-4 C21H26O4P*ClO4
(4H-flaven-4-yl)triethoxyphosphonium perchlorate
—— 2-(3,4-dimethoxyphenyl)-2-methyl-2,3,4,5-tetrahydro-1-benzoxepine 1449790-34-4 C19H22O3
2-(3,4-dimethoxyphenyl)-2-methyl-2,3,4,5-tetrahydro-1-benzoxepine
—— (2-(3-bromo-phenyl)-3-nitro-chroman-4-yl)-acetaldehyde 1134455-50-7 C17H14BrNO4
(2-(3-bromo-phenyl)-3-nitro-chroman-4-yl)-acetaldehyde
—— 4',7-di-O-benzyl-3-O-(2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)kaempferol 1254190-95-8 C68H66O18
4',7-di-O-benzyl-3-O-(2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)kaempferol
—— 2,3-dihydroquercetin 7-O-diphenylphosphinate 1360574-45-3 C27H21O8P
2,3-dihydroquercetin 7-O-diphenylphosphinate
—— 7-O-benzoylnaringenin 4'-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate] 1237479-00-3 C35H32O15
7-O-benzoylnaringenin 4'-O-[methyl (2'',3'',4''-tri-O-acetyl)-β-D-glucopyranosyl uronate]
—— 3a-Iod-6-brom-flavanon 14221-82-0 C15H10BrIO2
3a-Iod-6-brom-flavanon
—— ethyl (E)-3-[2-(4-chlorophenyl)-4-oxo-4H-1-benzopyran-3-yl]acrylate 1393811-59-0 C20H15ClO4
ethyl (E)-3-[2-(4-chlorophenyl)-4-oxo-4H-1-benzopyran-3-yl]acrylate
—— 3.7.3'.4'-Tetraallyloxy-8-ally-5-hydroxy-flavon 20046-03-1 C30H30O7
3.7.3'.4'-Tetraallyloxy-8-ally-5-hydroxy-flavon
—— (+/-)-7-Acetoxy-2-<4-acetoxy-phenyl>-2,3-dijod-5-hydroxy-chroman-4-on 5224-62-4 C19H14I2O7
(+/-)-7-Acetoxy-2-<4-acetoxy-phenyl>-2,3-dijod-5-hydroxy-chroman-4-on
—— 7-Benzyloxy-4'-methoxydihydroflavanol-acetat 27782-77-0 C25H22O6
7-Benzyloxy-4'-methoxydihydroflavanol-acetat
—— 2-(3-Iod-4-methoxy-phenyl)-7-methoxy-2,3-dihydro-chromen-4-on 15886-42-7 C17H15IO4
2-(3-Iod-4-methoxy-phenyl)-7-methoxy-2,3-dihydro-chromen-4-on
—— 5-hydroxy-4-oxo-2-phenyl-4H-chromene-6,8-disulfonyl chloride 108541-78-2 C15H8Cl2O7S2
5-hydroxy-4-oxo-2-phenyl-4H-chromene-6,8-disulfonyl chloride
—— 7,4'-Dibenzyloxy-5,8-dihydroxy-3,3'-dimethoxy-flavon 22109-98-4 C31H26O8
7,4'-Dibenzyloxy-5,8-dihydroxy-3,3'-dimethoxy-flavon
—— Rhusflavone 53060-72-3 C30H22O10
Rhusflavone
—— 2-methyl-5-((2S,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)benzoic acid hydrochloride 1451373-52-6 C30H29NO3*ClH
2-methyl-5-((2S,4S)-2-((((R)-1-(naphthalen-1-yl)ethyl)amino)methyl)chroman-4-yl)benzoic acid hydrochloride