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内酯类

内酯类化合物是一类含有环状结构的化合物,通常通过一个碳氧双键将两个羟基连接在一个四元、五元或六元的内环中形成。这类化合物广泛存在于自然界中,并且在有机化学、化学化工以及生物医药领域有着重要的应用价值。

内酯的分类
  1. 按环大小划分:根据内酯环的大小,可以将其分为四元、五元和六元内酯。
  2. 按碳原子数划分:依据组成内酯的碳原子数量不同,可进一步划分为二、三、四等碳链长度不同的内酯。
结构特征
  • 内酯结构中通常包含一个或多个环状氧基团。其独特的环状结构使得它们在水溶液中能够以开环形式存在。
  • 在生物体内,某些内酯通过酶的催化作用可实现快速转化,在药物设计和研究领域具有重要应用价值。
应用
  1. 医药领域:许多抗生素、抗真菌药及抗癌药物都含有内酯结构。例如,四环素类抗生素就含有五元或六元内酯。
  2. 工业化学:内酯作为重要的化工原料,在合成树脂、塑料和涂料等领域有着广泛应用。
  3. 分析化学与生物传感器:利用内酯的可逆开环性质进行分析检测;通过构建特定识别分子对提高生物传感系统的特异性。
生物活性
  • 内酯化合物通常具有一定的药理活性,如抗炎、抗菌等作用。这与其独特的空间构象和极性有关。
  • 在细胞信号传导过程中,内酯的环开裂或闭合可以影响特定蛋白质之间的相互作用。

总之,内酯作为一种重要的化学结构单元,在多个领域发挥着不可替代的作用。

中文名称 英文名称 CAS号 化学式 结构式图片
—— Poliglecaprone —— C10H14O6
Poliglecaprone
—— 2(3H)-Furanone, 5-(1Z)-1-decenyldihydro-, (5R)- 64726-91-6 C14H24O2
2(3H)-Furanone, 5-(1Z)-1-decenyldihydro-, (5R)-
—— 2(3H)-Furanone, dihydro-5,5-bis(trifluoromethyl)-3-hydroxy-4-pentyl- 101833-12-9 C11H14F6O3
2(3H)-Furanone, dihydro-5,5-bis(trifluoromethyl)-3-hydroxy-4-pentyl-
—— 2-Oxaspiro(4.5)decane-3-acetic acid, 1-oxo-3-phenyl-, 1-methyl-4-piperidyl ester 101834-42-8 C23H31NO4
2-Oxaspiro(4.5)decane-3-acetic acid, 1-oxo-3-phenyl-, 1-methyl-4-piperidyl ester
—— 2(3H)-Furanone, dihydro-5,5-bis(chlorodifluoromethyl)-3-hydroxy-3-methyl- 101833-10-7 C7H6Cl2F4O3
2(3H)-Furanone, dihydro-5,5-bis(chlorodifluoromethyl)-3-hydroxy-3-methyl-
—— 5-[Chloro(difluoro)methyl]-3-hydroxy-3-methyl-5-(trifluoromethyl)oxolan-2-one 101833-15-2 C7H6ClF5O3
5-[Chloro(difluoro)methyl]-3-hydroxy-3-methyl-5-(trifluoromethyl)oxolan-2-one
—— 4-(N-Butylnitrosamino)-4-hydroxybutyric acid lactone 73487-24-8 C8H14N2O3
4-(N-Butylnitrosamino)-4-hydroxybutyric acid lactone
—— 3-((Diethylamino)methyl)-8-methyl-2,7-dioxaspiro(4.4)nonane-1,6-dione 66223-12-9 C13H21NO4
3-((Diethylamino)methyl)-8-methyl-2,7-dioxaspiro(4.4)nonane-1,6-dione
—— Anhydrogrossmizin 35945-78-9 C15H16O3
Anhydrogrossmizin
—— 1,6-Dioxo-N,N,N,8-tetramethyl-2,7-dioxaspiro(4.4)nonane-3-methanaminium bromide 66223-19-6 C12H20BrNO4
1,6-Dioxo-N,N,N,8-tetramethyl-2,7-dioxaspiro(4.4)nonane-3-methanaminium bromide
—— N-Hexylpilocarpinium iodide 63868-84-8 C17H29IN2O2
N-Hexylpilocarpinium iodide
—— 3,8-Bis((diethylamino)methyl)-2,7-dioxaspiro(4.4)nonane-1,6-dione 60012-88-6 C17H30N2O4
3,8-Bis((diethylamino)methyl)-2,7-dioxaspiro(4.4)nonane-1,6-dione
—— N-Benzyl-5-oxo-4-phenyltetrahydro-2-furamide 43159-81-5 C18H17NO3
N-Benzyl-5-oxo-4-phenyltetrahydro-2-furamide
—— 5-Oxo-4-phenyltetrahydro-2-furancarbonitrile 42013-28-5 C11H9NO2
5-Oxo-4-phenyltetrahydro-2-furancarbonitrile
—— N,N-Diethyl-5-oxo-4-phenyltetrahydro-2-furamide 42013-31-0 C15H19NO3
N,N-Diethyl-5-oxo-4-phenyltetrahydro-2-furamide
—— α-Phenyl-γ-butyrolacton-γ-carbonsaeure-amid 42013-29-6 C11H11NO3
α-Phenyl-γ-butyrolacton-γ-carbonsaeure-amid
—— 4,4-diethyl-dihydro-furan-2-one 33867-33-3 C8H14O2
4,4-diethyl-dihydro-furan-2-one
—— 2-Furoic acid, tetrahydro-3-hydroxy-2,3,4-trimethyl-5-oxo-, (2R,3R,4R)- 26543-09-9 C8H12O5
2-Furoic acid, tetrahydro-3-hydroxy-2,3,4-trimethyl-5-oxo-, (2R,3R,4R)-
—— cis-3-butyl-5-methyl-dihydro-furan-2-one 19639-02-2 C9H16O2
cis-3-butyl-5-methyl-dihydro-furan-2-one
—— 3-(1,2-Dimethylpropyl)-5-methyldihydro-2(3H)-furanone 15971-47-8 C10H18O2
3-(1,2-Dimethylpropyl)-5-methyldihydro-2(3H)-furanone
—— 5-Oxo-2-phenyltetrahydro-3-furamide 13390-01-7 C11H11NO3
5-Oxo-2-phenyltetrahydro-3-furamide
—— N,N-Diethyl-5-oxo-2-phenyltetrahydro-3-furamide 13390-03-9 C15H19NO3
N,N-Diethyl-5-oxo-2-phenyltetrahydro-3-furamide
—— 2-methyl-4-(2-oxotetrahydrofuran-3-ylildenemethoxy)but-2-en-4-olide 58141-59-6 C10H10O5
2-methyl-4-(2-oxotetrahydrofuran-3-ylildenemethoxy)but-2-en-4-olide
—— 4-(3-hydroxypropyl)-3-methylene-5-(prop-1-ynyl)dihydrofuran-2(3H)-one 1345462-60-3 C11H14O3
4-(3-hydroxypropyl)-3-methylene-5-(prop-1-ynyl)dihydrofuran-2(3H)-one
—— 3-((Z)-3-Triethylsilanyloxy-but-2-enyl)-dihydro-furan-2-one 89597-52-4 C14H26O3Si
3-((Z)-3-Triethylsilanyloxy-but-2-enyl)-dihydro-furan-2-one
—— Methanesulfonic acid 2-oxo-dihydro-furan-(3Z)-ylidenemethyl ester 76881-24-8 C6H8O5S
Methanesulfonic acid 2-oxo-dihydro-furan-(3Z)-ylidenemethyl ester
—— 116053-51-1 C13H14O6
—— 5-(8-methoxyoctyl)-3-methylenedihydrofuran-2(3H)-one 1310969-62-0 C14H24O3
5-(8-methoxyoctyl)-3-methylenedihydrofuran-2(3H)-one
—— (3S,4S,6S)-4-<(tert-butyldimethylsilyl)oxy>-3-hexyl-6-undecyltetrahydro-2H-pyran-2-one 134360-67-1 C28H56O3Si
(3S,4S,6S)-4-<(tert-butyldimethylsilyl)oxy>-3-hexyl-6-undecyltetrahydro-2H-pyran-2-one
—— (Z)-dihydro-3-carbomethoxymethylene-4,4,5,5-tetramethyl-2(3H)-furanone 72163-23-6 C11H16O4
(Z)-dihydro-3-carbomethoxymethylene-4,4,5,5-tetramethyl-2(3H)-furanone
—— (E)-dihydro-3-carbomethoxymethylene-4,4,5,5-tetramethyl-2(3H)-furanone 72163-26-9 C11H16O4
(E)-dihydro-3-carbomethoxymethylene-4,4,5,5-tetramethyl-2(3H)-furanone
—— (3R,4S,5R,6S)-6-ethyl-4-hydroxy-3,5-dimethyltetrahydropyran-2-one 202132-46-5 C9H16O3
(3R,4S,5R,6S)-6-ethyl-4-hydroxy-3,5-dimethyltetrahydropyran-2-one
—— (4S,5R)-3-oxo-4-methyl-5-hydroxy-n-heptanoic acid δ-lactone 202072-86-4 C8H12O3
(4S,5R)-3-oxo-4-methyl-5-hydroxy-n-heptanoic acid δ-lactone
—— (4S,5R,6R)-6-Ethyl-4-hydroxy-5-methyltetrahydropyran-2-one 202132-44-3 C8H14O3
(4S,5R,6R)-6-Ethyl-4-hydroxy-5-methyltetrahydropyran-2-one
—— tetrahydro-2-oxo-5,5-dipropylfuran-3-carboxaldehyde 1352039-15-6 C11H18O3
tetrahydro-2-oxo-5,5-dipropylfuran-3-carboxaldehyde
—— 4,5-Dihydroxy-2-propylpentanoic acid-γ-lactone 25093-79-2 C8H14O3
4,5-Dihydroxy-2-propylpentanoic acid-γ-lactone
—— 2,3,4,5-Tetramethyl-12-oxapentacyclo<4.4.3.0<sup>1,6</sup>.0<sup>2,4</sup>.0<sup>3,5</sup>>trideca-7,9-dien-11-on 80673-70-7 C16H18O2
2,3,4,5-Tetramethyl-12-oxapentacyclo<4.4.3.0<sup>1,6</sup>.0<sup>2,4</sup>.0<sup>3,5</sup>>trideca-7,9-dien-11-on
—— 4,4-diethyl-3,3-dichlorooxetan-2-one 130457-73-7 C7H10Cl2O2
4,4-diethyl-3,3-dichlorooxetan-2-one
—— (3R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-2-one 243464-42-8 C28H42O4Si2
(3R,6S)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-2-one
—— (4S,5S,8S,9S)-5,8,9-trimethoxymethyloxy-4-heneicosanolide 1175581-88-0 C27H52O8
(4S,5S,8S,9S)-5,8,9-trimethoxymethyloxy-4-heneicosanolide
—— Acetic acid 4-methylene-5-oxo-tetrahydro-furan-3-yl ester 73738-80-4 C7H8O4
Acetic acid 4-methylene-5-oxo-tetrahydro-furan-3-yl ester
—— (+/-)-3-dodecyl-4-((Ξ)-tridecyliden)-oxetan-2-one 47660-90-2 C28H52O2
(+/-)-3-dodecyl-4-((Ξ)-tridecyliden)-oxetan-2-one
—— (2aα,5β,6aβ,7aβ,7bα,7cα)-(+/-)-6-ethenyl-2a,3,4,5,6a,7a,7b,7c-octahydro-5-<<(methylsulfonyl)oxy>methyl>-2a-methyl-2H-oxireno<2,3>naphtho<1,8-bc>furan-2-one 143495-24-3 C16H20O6S
(2aα,5β,6aβ,7aβ,7bα,7cα)-(+/-)-6-ethenyl-2a,3,4,5,6a,7a,7b,7c-octahydro-5-<<(methylsulfonyl)oxy>methyl>-2a-methyl-2H-oxireno<2,3>naphtho<1,8-bc>furan-2-one
—— α,α-Diaethyl-β-propiolacton 1955-43-7 C7H12O2
α,α-Diaethyl-β-propiolacton
—— 7-oxo-oxepan-4-carboxylic acid ethyl ester 915092-90-9 C9H14O4
7-oxo-oxepan-4-carboxylic acid ethyl ester
—— (3S,4R,5S)-3-hydroxy-4-methyl-5-phenyl-dihydro-furan-2-one 792909-07-0 C11H12O3
(3S,4R,5S)-3-hydroxy-4-methyl-5-phenyl-dihydro-furan-2-one
—— (4R)-4-[(tert-butyldiphenylsilyl)oxy]methyldihydro-2(3H)-furanone 201804-35-5 C21H26O3Si
(4R)-4-[(tert-butyldiphenylsilyl)oxy]methyldihydro-2(3H)-furanone
—— 3-trifluoroacetyl γ-butyrolactone 69243-04-5 C6H5F3O3
3-trifluoroacetyl γ-butyrolactone
—— trans-4-methyl-5-(2-propenyl)tetrahydro-2-furanone 112423-33-3 C8H12O2
trans-4-methyl-5-(2-propenyl)tetrahydro-2-furanone
—— cis-5-allyl-4,5-dihydro-4-methyl-2(3H)-furanone 112423-36-6 C8H12O2
cis-5-allyl-4,5-dihydro-4-methyl-2(3H)-furanone