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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
—— delphinidin 3-O-glucoside-5-O-glucoside 17670-06-3 C27H31O17
delphinidin 3-O-glucoside-5-O-glucoside
—— confusoside 21562-22-1 C21H24O9
confusoside
—— 3,5-di-O-β-D-glucopyranoside of malvidin 47863-30-9 C29H35O17
3,5-di-O-β-D-glucopyranoside of malvidin
—— pelargonidin 3,5-β-D-glucoside 58751-31-8 C27H31O15
pelargonidin 3,5-β-D-glucoside
—— quercetin-3-O-D-glucoside-7-O-D-glucoside 6892-74-6 C27H30O17
quercetin-3-O-D-glucoside-7-O-D-glucoside
—— 3,5-di-O-β-D-glucopyranoside of cyanidin 20905-74-2 C27H31O16
3,5-di-O-β-D-glucopyranoside of cyanidin
—— quercetin-7-O-glucopyranoside 491-50-9 C21H20O12
quercetin-7-O-glucopyranoside
—— (+)-1''-methylene-6''-hydroxy-2H-furan-5''-one-6-catechin 1189515-22-7 C20H18O9
(+)-1''-methylene-6''-hydroxy-2H-furan-5''-one-6-catechin
—— kaempferol 7-O-glucoside 16290-07-6 C21H20O11
kaempferol 7-O-glucoside
—— quercetin-4′-O-monoglucoside 20229-56-5 C21H20O12
quercetin-4′-O-monoglucoside
—— davidioside 23140-78-5 C21H24O9
davidioside
—— peonidin 3-O-glucoside 68795-37-9 C22H23O11
peonidin 3-O-glucoside
—— pelargoinidin 3-O-β-D-glucopyranoside 47684-27-5 C21H21O10
pelargoinidin 3-O-β-D-glucopyranoside
—— (2R,3R,4R)-2,3-trans-3,4-trans-3,4-diacetoxy-4',7-dimethoxyflavan 29799-86-8 C21H22O7
(2R,3R,4R)-2,3-trans-3,4-trans-3,4-diacetoxy-4',7-dimethoxyflavan
—— kumatakenin B-4'-O-glucoside 22052-75-1 C21H20O9
kumatakenin B-4'-O-glucoside
—— 2-(4-hydroxy-3-methoxyphenyl)benzo[b]oxin-3,5,7-triol 18736-36-2 C16H13O6
2-(4-hydroxy-3-methoxyphenyl)benzo[b]oxin-3,5,7-triol
—— 7,4'-dihydroxyflavone 7-O-glucopyranoside 20633-86-7 C21H20O9
7,4'-dihydroxyflavone 7-O-glucopyranoside
—— acacetin 7-glucosidee 70152-48-6 C21H20O8
acacetin 7-glucosidee
—— quercetin-3-O-glucoside 482-35-9 C21H20O12
quercetin-3-O-glucoside
—— astragalin —— C21H20O11
astragalin
—— (2R,3S,4R,7S,8R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol 127644-47-7 C30H26O10
(2R,3S,4R,7S,8R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol
—— cyanidin-3-O-glucoside —— C21H21O11
cyanidin-3-O-glucoside
—— naringenin 4',7-O-β-D-diglucoside 1211464-47-9 C27H32O15
naringenin 4',7-O-β-D-diglucoside
—— cyanidin-3-glucoside 7084-24-4 C21H21O11
cyanidin-3-glucoside
—— delphinidin 3-O-(2-O-β-D-glucopyranosyl)-β-D-glucopyranoside 324533-64-4 C27H31O17
delphinidin 3-O-(2-O-β-D-glucopyranosyl)-β-D-glucopyranoside
—— myricetin 3-O-glucoside —— C21H20O13
myricetin 3-O-glucoside
—— flavopiridol 3'-O-β-D-glucoside 1421589-92-5 C27H30ClNO10
flavopiridol 3'-O-β-D-glucoside
—— isorhamnetin 3-glucoside 5041-82-7 C22H22O12
isorhamnetin 3-glucoside
—— 7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-5-yl β-D-glucopyranoside 23711-00-4 C21H22O10
7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-5-yl β-D-glucopyranoside
—— 6-C-glucosylnaringenin —— C21H22O10
6-C-glucosylnaringenin
—— tricin-5-O-β-D-glucopyranoside 32769-00-9 C23H24O12
tricin-5-O-β-D-glucopyranoside
—— (2R,3S)-catechin 7-O-β-D-glucopyranoside 65597-47-9 C21H24O11
(2R,3S)-catechin 7-O-β-D-glucopyranoside
—— (+)-catechin 4'-O-β-D-glucopyranoside 105330-52-7 C21H24O11
(+)-catechin 4'-O-β-D-glucopyranoside
—— phloridizin 60-81-1 C21H24O10
phloridizin
—— 7-Glucosyloxy-flavon 71802-05-6 C21H20O8
7-Glucosyloxy-flavon
—— 7-Glucosyloxy-flavanon 138166-64-0 C21H22O8
7-Glucosyloxy-flavanon
—— apigenin-4'-O-β-D-glucopyranoside 20486-34-4 C21H20O10
apigenin-4'-O-β-D-glucopyranoside
—— (2R,3S,4S,7S,8S)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol 127644-45-5 C30H26O10
(2R,3S,4S,7S,8S)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol
—— [(2R,3S)-8-[(2R,3S,4R)-3-acetyloxy-8-[(2R,3S,4S)-3-acetyloxy-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-yl] acetate 25711-50-6 C63H68O21
[(2R,3S)-8-[(2R,3S,4R)-3-acetyloxy-8-[(2R,3S,4S)-3-acetyloxy-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-4-yl]-2-(3,4-dimethoxyphenyl)-5,7-dimethoxy-3,4-dihydro-2H-chromen-3-yl] acetate
—— (4α,6)-bis-(+)-epifisetinidol 127644-37-5 C30H26O10
(4α,6)-bis-(+)-epifisetinidol
—— 3,8-Dihydroxy-4',5,7-trimethoxyflavone 101467-43-0 C18H16O7
3,8-Dihydroxy-4',5,7-trimethoxyflavone
—— (+)-epifisetinidol-(4α,6)-(-)-fisetinidol 127644-35-3 C30H26O10
(+)-epifisetinidol-(4α,6)-(-)-fisetinidol
—— quercetin 4′-O-phosphate 1111616-69-3 C15H11O10P
quercetin 4′-O-phosphate
—— (2R,3S,4S,7S,8R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol 105805-44-5 C30H26O10
(2R,3S,4S,7S,8R)-2,8-Bis-(3,4-dihydroxy-phenyl)-4-(2,4-dihydroxy-phenyl)-3,4,7,8-tetrahydro-2H,6H-pyrano[3,2-g]chromene-3,7-diol
—— 5,7,8,2'-tetrahydroxyflavone 7-O-β-D-glucuronopyranoside 133640-36-5 C21H18O12
5,7,8,2'-tetrahydroxyflavone 7-O-β-D-glucuronopyranoside
—— 7-hydroxy-5,8-dimethoxyflavone 7-O-β-D-glucuronopyranoside 123549-16-6 C23H22O11
7-hydroxy-5,8-dimethoxyflavone 7-O-β-D-glucuronopyranoside
—— 7-[(2S,3R,4S,5S)-3,4-dihydroxy-5-[(1S)-1-hydroxyethyl]oxolan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one 5041-74-7 C21H20O10
7-[(2S,3R,4S,5S)-3,4-dihydroxy-5-[(1S)-1-hydroxyethyl]oxolan-2-yl]oxy-3,5-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— 7-hexadecyloxyhesperetin 348150-69-6 C32H46O6
7-hexadecyloxyhesperetin
—— hexadecyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate 1217342-35-2 C33H44O6
hexadecyl 2-(5-hydroxy-4-oxo-2-phenyl-4H-chromen-7-yloxy)acetate
—— 5,6,7-trimethoxy-8-methyl-2-phenyl-chromen-4-one 109688-36-0 C19H18O5
5,6,7-trimethoxy-8-methyl-2-phenyl-chromen-4-one