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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
—— 4'-Nitroisoxazolo(7,8)flavon 42380-61-0 C16H8N2O5
4'-Nitroisoxazolo(7,8)flavon
—— 2-(2-(3,4-dimethoxyphenyl)-7-hydroxy-4-oxo-4H-chromen-5-yl)acetic acid 1389342-04-4 C19H16O7
2-(2-(3,4-dimethoxyphenyl)-7-hydroxy-4-oxo-4H-chromen-5-yl)acetic acid
—— 4,6-diacetoxy-2,3,3-trimethyl-7-phenyl-2,3-dihydro-furo[3,2-<i>g</i>]chromen-5-one 50403-04-8 C24H22O7
4,6-diacetoxy-2,3,3-trimethyl-7-phenyl-2,3-dihydro-furo[3,2-<i>g</i>]chromen-5-one
—— 7-Methoxy-3,7''-biflavonyloxymethan 66075-28-3 C32H22O7
7-Methoxy-3,7''-biflavonyloxymethan
—— 2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-trihydroxy-8-methoxychromen-4-one 117155-56-3 C30H24O8
2-[3,4-bis(phenylmethoxy)phenyl]-3,5,7-trihydroxy-8-methoxychromen-4-one
—— 7,7''-Dimethoxy-3,8''-biflavonyloxymethan 66075-29-4 C33H24O8
7,7''-Dimethoxy-3,8''-biflavonyloxymethan
—— Acetic acid 2,3,3-trimethyl-5-oxo-7-phenyl-2,3-dihydro-5H-furo[3,2-g]chromen-4-yl ester 50402-97-6 C22H20O5
Acetic acid 2,3,3-trimethyl-5-oxo-7-phenyl-2,3-dihydro-5H-furo[3,2-g]chromen-4-yl ester
—— 4-Hydroxy-2,3,3-trimethyl-7-phenyl-2,3-dihydro-furo[2,3-f]chromen-9-one 55390-57-3 C20H18O4
4-Hydroxy-2,3,3-trimethyl-7-phenyl-2,3-dihydro-furo[2,3-f]chromen-9-one
—— Stachyoidinolacetat 42345-20-0 C25H24O7
Stachyoidinolacetat
—— methyl 3-[7-(acetyloxy)-5-hydroxy-6,8-bis(isobut-2-en-1-yl)-4-oxo-4H-chromen-2-yl]-6-methoxy-2-(isobut-2-en-1-yl)phenyl-2,3,4-tris-O-acetyl-β-D-glucuronate 1188911-07-0 C43H48O16
methyl 3-[7-(acetyloxy)-5-hydroxy-6,8-bis(isobut-2-en-1-yl)-4-oxo-4H-chromen-2-yl]-6-methoxy-2-(isobut-2-en-1-yl)phenyl-2,3,4-tris-O-acetyl-β-D-glucuronate
—— 6,8-dibromo-2-phenyl-2H-chromene 1532560-36-3 C15H10Br2O
6,8-dibromo-2-phenyl-2H-chromene
—— 9-[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-3,6,9-trioxanonan-1-ol 916330-97-7 C23H26O9
9-[4-((5-hydroxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-3,6,9-trioxanonan-1-ol
—— 5,3'-diacetoxy-7,8,4',5'-tetramethoxyflavone 76025-23-5 C23H22O10
5,3'-diacetoxy-7,8,4',5'-tetramethoxyflavone
—— 6-nitro-2-(4-nitro-phenyl)-chroman-4-one 26224-25-9 C15H10N2O6
6-nitro-2-(4-nitro-phenyl)-chroman-4-one
—— Octaacetyl-sphaerobiosid 24951-68-6 C43H46O22
Octaacetyl-sphaerobiosid
—— 4'-Methylisoxazolo(7,8)flavon 42345-48-2 C17H11NO3
4'-Methylisoxazolo(7,8)flavon
—— 7-benzo[1,3]dioxol-5-yl-8-hydroxy-3-methyl-chromeno[6,5-<i>d</i>]isoxazol-9-one 49544-04-9 C18H11NO6
7-benzo[1,3]dioxol-5-yl-8-hydroxy-3-methyl-chromeno[6,5-<i>d</i>]isoxazol-9-one
—— 4',7''-Dimethoxy-3,8''-biflavonyloxymethan 66075-33-0 C33H24O8
4',7''-Dimethoxy-3,8''-biflavonyloxymethan
—— 7,2',4'-trimethyl nor-kurarinone 34987-84-3 C28H34O6
7,2',4'-trimethyl nor-kurarinone
—— 3-Acetoxy-5,7,3',4'-tetramethoxy-flav-3-en 51168-43-5 C21H22O7
3-Acetoxy-5,7,3',4'-tetramethoxy-flav-3-en
—— 2.4-trans-7.8.4'-Trimethoxy-4-acetyloxyflavan 50403-57-1 C20H22O6
2.4-trans-7.8.4'-Trimethoxy-4-acetyloxyflavan
—— 5-O-Demethyldehydrostachyoidin 42345-14-2 C22H16O6
5-O-Demethyldehydrostachyoidin
—— 3-(N-Benzoyl)-amino-4'-nitroflavanon 41769-91-9 C22H16N2O5
3-(N-Benzoyl)-amino-4'-nitroflavanon
—— 5-hydroxy-3-methoxy-2-(4-methoxy-phenyl)-8,8-dimethyl-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 55929-14-1 C22H20O6
5-hydroxy-3-methoxy-2-(4-methoxy-phenyl)-8,8-dimethyl-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— 3-isopropoxy-5-[2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridin-7-yl]-benzoic acid methyl ester 1360910-29-7 C27H27NO7
3-isopropoxy-5-[2-(3,4,5-trimethoxy-phenyl)-furo[3,2-b]pyridin-7-yl]-benzoic acid methyl ester
—— (S)-5,7-Dihydroxy-6-methyl-2-phenyl-8-[(E)-(3-phenyl-acryloyl)]-chroman-4-one 55743-16-3 C25H20O5
(S)-5,7-Dihydroxy-6-methyl-2-phenyl-8-[(E)-(3-phenyl-acryloyl)]-chroman-4-one
—— 3-aminoflavone-8-methanol 579525-34-1 C16H13NO3
3-aminoflavone-8-methanol
—— 3-(allyloxy)-2-{4-(allyloxy)-3-[(allyloxy)methyl]phenyl}-6-methyl-8-nitro-4H-chromen-4one 372102-75-5 C26H25NO7
3-(allyloxy)-2-{4-(allyloxy)-3-[(allyloxy)methyl]phenyl}-6-methyl-8-nitro-4H-chromen-4one
—— 2-[4-(4-acetylamino-benzenesulfonylamino)-phenyl]-6-chloro-3-hydroxy-chromen-4-one 42520-01-4 C23H17ClN2O6S
2-[4-(4-acetylamino-benzenesulfonylamino)-phenyl]-6-chloro-3-hydroxy-chromen-4-one
—— 4-Deuterio-4α-phenylsulfonyl-flavan 55539-42-9 C21H18O3S
4-Deuterio-4α-phenylsulfonyl-flavan
—— 2-(7-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-chromen-5-yl)acetic acid 1389342-03-3 C18H14O7
2-(7-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-4H-chromen-5-yl)acetic acid
—— 3-acetoxy-6,8-dichloro-2-(3,4-dimethoxy-phenyl)-chromen-4-one 101936-13-4 C19H14Cl2O6
3-acetoxy-6,8-dichloro-2-(3,4-dimethoxy-phenyl)-chromen-4-one
—— 10-Methyl-12-phenyl-8,9,10,11,11a,12-hexahydro-7-oxa-10-aza-benzo[a]anthracen-7a-ol 22216-94-0 C23H23NO2
10-Methyl-12-phenyl-8,9,10,11,11a,12-hexahydro-7-oxa-10-aza-benzo[a]anthracen-7a-ol
—— 7-Benzyloxy-5,6-dimethoxy-2-phenyl-chroman-4-one 54299-58-0 C24H22O5
7-Benzyloxy-5,6-dimethoxy-2-phenyl-chroman-4-one
—— Acetic acid (2R,3R,4S)-2-phenyl-4-phenylsulfanyl-chroman-3-yl ester 55539-30-5 C23H20O3S
Acetic acid (2R,3R,4S)-2-phenyl-4-phenylsulfanyl-chroman-3-yl ester
—— 6,7,4'-Trimethoxyflavan 41786-44-1 C18H20O4
6,7,4'-Trimethoxyflavan
—— 1312891-99-8 C15H10N2O4
—— 6-methyl-2,2'-diphenyl-3,7'-methanediyldioxy-bis-chromen-4-one 55091-80-0 C32H22O6
6-methyl-2,2'-diphenyl-3,7'-methanediyldioxy-bis-chromen-4-one
—— 5,8-Dimethoxy-7-(4-methoxy-phenyl)-[1,3]dioxolo[4,5-f]chromen-9-one 62953-06-4 C19H16O7
5,8-Dimethoxy-7-(4-methoxy-phenyl)-[1,3]dioxolo[4,5-f]chromen-9-one
—— 5,7-O,O-Bisdemethyltachrosinol 42345-04-0 C20H18O6
5,7-O,O-Bisdemethyltachrosinol
—— 5-acetoxy-8-(5,5-dimethyl-4-oxo-4,5-dihydro-furan-3-yl)-7-methoxy-2-phenyl-chromen-4-one 42344-93-4 C24H20O7
5-acetoxy-8-(5,5-dimethyl-4-oxo-4,5-dihydro-furan-3-yl)-7-methoxy-2-phenyl-chromen-4-one
—— 5-acetoxy-8,8-dimethyl-2-phenyl-9,10-dihydro-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one 55390-60-8 C22H20O5
5-acetoxy-8,8-dimethyl-2-phenyl-9,10-dihydro-8<i>H</i>-pyrano[2,3-<i>f</i>]chromen-4-one
—— Acetic acid 5-(5,7-dimethoxy-4-oxo-4H-chromen-2-yl)-2-(3,4-dimethoxy-phenyl)-7-methoxy-2,3-dihydro-benzofuran-3-ylmethyl ester 55607-50-6 C31H30O10
Acetic acid 5-(5,7-dimethoxy-4-oxo-4H-chromen-2-yl)-2-(3,4-dimethoxy-phenyl)-7-methoxy-2,3-dihydro-benzofuran-3-ylmethyl ester
—— 5-acetoxy-8,9,9-trimethyl-2-phenyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one 50402-99-8 C22H20O5
5-acetoxy-8,9,9-trimethyl-2-phenyl-8,9-dihydro-furo[2,3-<i>h</i>]chromen-4-one
—— 4-Deuterio-4α-phenylthioflavan 55539-23-6 C21H18OS
4-Deuterio-4α-phenylthioflavan
—— 3,6,7-Trimethoxy-2-phenyl-chromenylium; chloride 40357-55-9 C18H17O4*Cl
3,6,7-Trimethoxy-2-phenyl-chromenylium; chloride
—— 8-chloro-3-hydroxy-4-oxo-2-(2,4,5-trimethoxyphenyl)-4Hchromene-6-carbonitrile 1441772-11-7 C19H14ClNO6
8-chloro-3-hydroxy-4-oxo-2-(2,4,5-trimethoxyphenyl)-4Hchromene-6-carbonitrile
—— 5-hydroxy-3,7-dimethoxyflavanone oxime 1227479-73-3 C17H17NO5
5-hydroxy-3,7-dimethoxyflavanone oxime
—— myricetin 5,3,3',4',5'-pentamethyl ether 54614-61-8 C20H20O8
myricetin 5,3,3',4',5'-pentamethyl ether
—— 5',8''-biluteolin octamethyl ether 52222-77-2 C38H34O12
5',8''-biluteolin octamethyl ether