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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
—— 3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 3-O-β-D-glucopyranosyl-(1->2)-O-α-L-xylopyranoside 1147526-78-0 C26H28O15
3,5,7-trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 3-O-β-D-glucopyranosyl-(1->2)-O-α-L-xylopyranoside
—— isorhamnetin-3-O-glucoside 50306-07-5 C22H22O12
isorhamnetin-3-O-glucoside
—— 5-hydroxy-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one 60027-48-7 C17H14O5
5-hydroxy-2-(3,4-dimethoxyphenyl)-4H-chromen-4-one
—— (R)-2-(4-methoxyphenyl)-2H-chromene 1255509-72-8 C16H14O2
(R)-2-(4-methoxyphenyl)-2H-chromene
—— Isoteracacidin 577-30-0 C15H14O6
Isoteracacidin
—— epioritin-4β-ol 16854-91-4 C15H14O6
epioritin-4β-ol
—— (2R,3R,4R)-2,3-cis-3,4-trans-4-(2,4,6-trihydroxyphenyl)flavan-3,4',7,8-tetraol 69082-80-0 C21H18O8
(2R,3R,4R)-2,3-cis-3,4-trans-4-(2,4,6-trihydroxyphenyl)flavan-3,4',7,8-tetraol
—— 4',7,8-tri-O-methylepioritin-4α-ol 22425-60-1 C18H20O6
4',7,8-tri-O-methylepioritin-4α-ol
—— Teracacidin 577-30-0 C15H14O6
Teracacidin
—— arthromerin B 114637-87-5 C21H24O10
arthromerin B
—— 3-O-(6′′-O-p-coumaroyl)-β-D-galactopyranoside 68170-52-5 C30H26O13
3-O-(6′′-O-p-coumaroyl)-β-D-galactopyranoside
—— Tiliroside 20316-62-5 C30H26O13
Tiliroside
—— Isoquercitrin 27297-45-6 C21H22O12
Isoquercitrin
—— Hyperosid 27297-45-6 C21H22O12
Hyperosid
—— 6-hydroxy-5-methoxy-2-phenyl-chroman-4-one 93012-39-6 C16H14O4
6-hydroxy-5-methoxy-2-phenyl-chroman-4-one
—— quercetin-3-galactoside 27297-45-6 C21H22O12
quercetin-3-galactoside
—— 2-(2-amino-3-ethoxyphenyl)chromone 1621457-84-8 C17H15NO3
2-(2-amino-3-ethoxyphenyl)chromone
—— 2,5-diphenyl-4H-chromen-4-one 920286-92-6 C21H14O2
2,5-diphenyl-4H-chromen-4-one
—— 8-bromo-5-methoxy-2-phenyl-chromen-4-one 42079-77-6 C16H11BrO3
8-bromo-5-methoxy-2-phenyl-chromen-4-one
—— 5-[5-(4-hydroxypiperidinyl)pentoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-62-3 C25H29NO4
5-[5-(4-hydroxypiperidinyl)pentoxy]-2-phenyl-4H-1-benzopyran-4-one
—— (2S,3R,4S,5S,6R)-2-[5-[(2R,3S)-3-hydroxy-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol 105330-58-3 C24H30O11
(2S,3R,4S,5S,6R)-2-[5-[(2R,3S)-3-hydroxy-5,7-dimethoxy-3,4-dihydro-2H-chromen-2-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
—— 5-methoxy-8-bromo-flavanone 92873-06-8 C16H13BrO3
5-methoxy-8-bromo-flavanone
—— 5-[4-(4-Hydroxypiperidinyl)butoxy]-2-phenyl-4H-1-benzopyran-4-one 139652-61-2 C24H27NO4
5-[4-(4-Hydroxypiperidinyl)butoxy]-2-phenyl-4H-1-benzopyran-4-one
—— tris(5-hydroxyflavonato)aluminum 201747-60-6 C45H27AlO9
tris(5-hydroxyflavonato)aluminum
—— 6-acetyl-5-hydroxy-2-phenyl-chromen-4-one 108981-98-2 C17H12O4
6-acetyl-5-hydroxy-2-phenyl-chromen-4-one
—— 5,7''-biflavone 1247006-93-4 C30H18O4
5,7''-biflavone
—— 5-Deuteroxy-flavon 6665-92-5 C15H10O3
5-Deuteroxy-flavon
—— 5-[7-(4-Hydroxy-piperidin-1-yl)-heptyloxy]-2-phenyl-chromen-4-one 140438-93-3 C27H33NO4
5-[7-(4-Hydroxy-piperidin-1-yl)-heptyloxy]-2-phenyl-chromen-4-one
—— 5-ethoxyflavone 162787-72-6 C17H14O3
5-ethoxyflavone
—— 5,6''-biflavone 1247006-92-3 C30H18O4
5,6''-biflavone
—— trans-5-hydroxy-4'-methoxyflavanonol 110168-88-2 C16H14O5
trans-5-hydroxy-4'-methoxyflavanonol
—— 8-phenyl-2H-pyrano[2,3-f]chromen-10-one 1431847-42-5 C18H12O3
8-phenyl-2H-pyrano[2,3-f]chromen-10-one
—— 6,8-dibromo-5-hydroxy-2-phenylchromone 14506-42-4 C15H8Br2O3
6,8-dibromo-5-hydroxy-2-phenylchromone
—— 5-[3-(4-hydroxypiperidinyl)propoxy]-2-phenyl-4H-1-benzopyran-4-one hydrochloride 139653-00-2 C23H25NO4*ClH
5-[3-(4-hydroxypiperidinyl)propoxy]-2-phenyl-4H-1-benzopyran-4-one hydrochloride
—— 5-[4-(4-Hydroxypiperidinyl)butoxy]-2-phenyl-4H-1-benzopyran-4-one hydrochloride 140439-10-7 C24H27NO4*ClH
5-[4-(4-Hydroxypiperidinyl)butoxy]-2-phenyl-4H-1-benzopyran-4-one hydrochloride
—— 5-(6-chlorohexoxy)flavone 139653-19-3 C21H21ClO3
5-(6-chlorohexoxy)flavone
—— 4-oxo-2-phenyl-4H-chromen-5-yl trifluoromethanesulfonate 920286-84-6 C16H9F3O5S
4-oxo-2-phenyl-4H-chromen-5-yl trifluoromethanesulfonate
—— 5-hydroxy-6,8-diiodo-2-phenylchromone 107943-53-3 C15H8I2O3
5-hydroxy-6,8-diiodo-2-phenylchromone
—— 5-(6-bromohexoxy)flavone 139653-20-6 C21H21BrO3
5-(6-bromohexoxy)flavone
—— 5-hydroxy-8-iodo-2-phenylchromone 5224-60-2 C15H9IO3
5-hydroxy-8-iodo-2-phenylchromone
—— 4'-O-CO-Asp-tricin 1270004-60-8 C22H19NO12
4'-O-CO-Asp-tricin
—— 4'-O-CO-[Asp(OtBu)-OtBu]-tricin 1270004-52-8 C30H35NO12
4'-O-CO-[Asp(OtBu)-OtBu]-tricin
—— 4'-O-CO-(Gly-OtBu)-tricin 1270004-48-2 C24H25NO10
4'-O-CO-(Gly-OtBu)-tricin
—— 4'-O-CO-[Glu(OtBu)-OtBu]-tricin 1270004-53-9 C31H37NO12
4'-O-CO-[Glu(OtBu)-OtBu]-tricin
—— 4'-O-CO-Val-tricin 1270004-56-2 C23H23NO10
4'-O-CO-Val-tricin
—— tricin-4'-O-β-L-arabinoside 1253377-85-3 C22H22O11
tricin-4'-O-β-L-arabinoside
—— 4'-O-CO-(Ala-OtBu)-tricin 1270004-49-3 C25H27NO10
4'-O-CO-(Ala-OtBu)-tricin
—— 7-O-[β-D-glucuronopyranosyl(1->2)-O-β-D-glucuronopyranoside]tricin 380468-51-9 C29H30O19
7-O-[β-D-glucuronopyranosyl(1->2)-O-β-D-glucuronopyranoside]tricin
—— 4'-O-CO-Gly-tricin 1270004-54-0 C20H17NO10
4'-O-CO-Gly-tricin
—— 4'-O-CO-(Val-OtBu)-tricin 1270004-50-6 C27H31NO10
4'-O-CO-(Val-OtBu)-tricin