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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
—— [(3R,3aR,4R,9aS,9bS)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] methyl carbonate —— C17H20O6
[(3R,3aR,4R,9aS,9bS)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] methyl carbonate
—— [(3R,3aS,4R,9aR,9bS)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] methyl carbonate —— C17H20O6
[(3R,3aS,4R,9aR,9bS)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] methyl carbonate
—— [(3R,3aR,4R,9aR,9bS)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] methyl carbonate —— C17H20O6
[(3R,3aR,4R,9aR,9bS)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] methyl carbonate
—— [(3R,3aS,4R,9aS,9bS)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] methyl carbonate —— C17H20O6
[(3R,3aS,4R,9aS,9bS)-3,6,9-trimethyl-2,7-dioxo-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-4-yl] methyl carbonate
—— (3S)-3-bromo-3,5,5-trimethyloxolan-2-one —— C7H11BrO2
(3S)-3-bromo-3,5,5-trimethyloxolan-2-one
—— (3R)-3-bromo-3,5,5-trimethyloxolan-2-one —— C7H11BrO2
(3R)-3-bromo-3,5,5-trimethyloxolan-2-one
—— (3S)-N-tert-butyl-2,2-dimethyl-5-oxooxolane-3-carboxamide —— C11H19NO3
(3S)-N-tert-butyl-2,2-dimethyl-5-oxooxolane-3-carboxamide
—— (3R)-N-tert-butyl-2,2-dimethyl-5-oxooxolane-3-carboxamide —— C11H19NO3
(3R)-N-tert-butyl-2,2-dimethyl-5-oxooxolane-3-carboxamide
—— (1-methylpiperidin-4-yl) (1R,4S)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate —— C16H25NO4
(1-methylpiperidin-4-yl) (1R,4S)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
—— (1-methylpiperidin-4-yl) (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate —— C16H25NO4
(1-methylpiperidin-4-yl) (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate
—— (1S,4R)-4,7,7-trimethyl-3-oxo-N-(2-phenylethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H23NO3
(1S,4R)-4,7,7-trimethyl-3-oxo-N-(2-phenylethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (3S)-2,2-dimethyl-5-oxo-N-(2-phenylethyl)oxolane-3-carboxamide —— C15H19NO3
(3S)-2,2-dimethyl-5-oxo-N-(2-phenylethyl)oxolane-3-carboxamide
—— (14R)-14-phenyl-13-oxadispiro[4.1.47.35]tetradecane-6,12-dione —— C19H22O3
(14R)-14-phenyl-13-oxadispiro[4.1.47.35]tetradecane-6,12-dione
—— (14S)-14-phenyl-13-oxadispiro[4.1.47.35]tetradecane-6,12-dione —— C19H22O3
(14S)-14-phenyl-13-oxadispiro[4.1.47.35]tetradecane-6,12-dione
—— (1R,4S)-4,7,7-trimethyl-3-oxo-N-(2-phenylethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H23NO3
(1R,4S)-4,7,7-trimethyl-3-oxo-N-(2-phenylethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (6S)-9,9-dimethyl-6-phenyl-7-oxaspiro[4.5]decane-8,10-dione —— C17H20O3
(6S)-9,9-dimethyl-6-phenyl-7-oxaspiro[4.5]decane-8,10-dione
—— (6R)-9,9-dimethyl-6-phenyl-7-oxaspiro[4.5]decane-8,10-dione —— C17H20O3
(6R)-9,9-dimethyl-6-phenyl-7-oxaspiro[4.5]decane-8,10-dione
—— (1R,4S)-N-benzyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C17H21NO3
(1R,4S)-N-benzyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (16R)-16-phenyl-15-oxadispiro[5.1.58.36]hexadecane-7,14-dione —— C21H26O3
(16R)-16-phenyl-15-oxadispiro[5.1.58.36]hexadecane-7,14-dione
—— (16S)-16-phenyl-15-oxadispiro[5.1.58.36]hexadecane-7,14-dione —— C21H26O3
(16S)-16-phenyl-15-oxadispiro[5.1.58.36]hexadecane-7,14-dione
—— (2R,4R)-2,4-ditert-butyl-4-hydroxy-5-oxooxolane-2-carboxylic acid —— C13H22O5
(2R,4R)-2,4-ditert-butyl-4-hydroxy-5-oxooxolane-2-carboxylic acid
—— (2S,4R)-2,4-ditert-butyl-4-hydroxy-5-oxooxolane-2-carboxylic acid —— C13H22O5
(2S,4R)-2,4-ditert-butyl-4-hydroxy-5-oxooxolane-2-carboxylic acid
—— (2R,4S)-2,4-ditert-butyl-4-hydroxy-5-oxooxolane-2-carboxylic acid —— C13H22O5
(2R,4S)-2,4-ditert-butyl-4-hydroxy-5-oxooxolane-2-carboxylic acid
—— (3R)-N-benzyl-2,2-dimethyl-5-oxooxolane-3-carboxamide —— C14H17NO3
(3R)-N-benzyl-2,2-dimethyl-5-oxooxolane-3-carboxamide
—— (3S)-N-benzyl-2,2-dimethyl-5-oxooxolane-3-carboxamide —— C14H17NO3
(3S)-N-benzyl-2,2-dimethyl-5-oxooxolane-3-carboxamide
—— (5S)-4-[hydroxy(phenyl)methylidene]-5-phenyloxolane-2,3-dione —— C17H12O4
(5S)-4-[hydroxy(phenyl)methylidene]-5-phenyloxolane-2,3-dione
—— (5R)-4-[hydroxy(phenyl)methylidene]-5-phenyloxolane-2,3-dione —— C17H12O4
(5R)-4-[hydroxy(phenyl)methylidene]-5-phenyloxolane-2,3-dione
—— (1R,2S,5R)-7-oxo-5-propan-2-yl-6-oxabicyclo[3.2.1]octane-2-carboxylic acid —— C11H16O4
(1R,2S,5R)-7-oxo-5-propan-2-yl-6-oxabicyclo[3.2.1]octane-2-carboxylic acid
—— ethyl (3S,4R)-4-cyano-2-oxo-1-oxaspiro[4.5]decane-3-carboxylate —— C13H17NO4
ethyl (3S,4R)-4-cyano-2-oxo-1-oxaspiro[4.5]decane-3-carboxylate
—— ethyl (3S,4S)-4-cyano-2-oxo-1-oxaspiro[4.5]decane-3-carboxylate —— C13H17NO4
ethyl (3S,4S)-4-cyano-2-oxo-1-oxaspiro[4.5]decane-3-carboxylate
—— ethyl (3R,4R)-4-cyano-2-oxo-1-oxaspiro[4.5]decane-3-carboxylate —— C13H17NO4
ethyl (3R,4R)-4-cyano-2-oxo-1-oxaspiro[4.5]decane-3-carboxylate
—— (4R)-3-imino-4-[2-(propan-2-ylideneamino)phenyl]oxolan-2-one —— C13H14N2O2
(4R)-3-imino-4-[2-(propan-2-ylideneamino)phenyl]oxolan-2-one
—— (3R)-N,N-diethyl-2,2-dimethyl-5-oxooxolane-3-carboxamide —— C11H19NO3
(3R)-N,N-diethyl-2,2-dimethyl-5-oxooxolane-3-carboxamide
—— [[2-[(3S,5S)-5-methyl-2-oxooxolan-3-yl]acetyl]amino]thiourea —— C8H13N3O3S
[[2-[(3S,5S)-5-methyl-2-oxooxolan-3-yl]acetyl]amino]thiourea
—— (3R,4R)-4-ethyl-3-phenyl-2-oxaspiro[5.5]undecane-1,5-dione —— C18H22O3
(3R,4R)-4-ethyl-3-phenyl-2-oxaspiro[5.5]undecane-1,5-dione
—— [[2-[(3R,5R)-5-methyl-2-oxooxolan-3-yl]acetyl]amino]thiourea —— C8H13N3O3S
[[2-[(3R,5R)-5-methyl-2-oxooxolan-3-yl]acetyl]amino]thiourea
—— (3R,4S)-4-ethyl-3-phenyl-2-oxaspiro[5.5]undecane-1,5-dione —— C18H22O3
(3R,4S)-4-ethyl-3-phenyl-2-oxaspiro[5.5]undecane-1,5-dione
—— [[2-[(3S,5R)-5-methyl-2-oxooxolan-3-yl]acetyl]amino]thiourea —— C8H13N3O3S
[[2-[(3S,5R)-5-methyl-2-oxooxolan-3-yl]acetyl]amino]thiourea
—— (3S,4R)-4-ethyl-3-phenyl-2-oxaspiro[5.5]undecane-1,5-dione —— C18H22O3
(3S,4R)-4-ethyl-3-phenyl-2-oxaspiro[5.5]undecane-1,5-dione
—— (5R,6R)-5-bromo-6-(4-chlorophenyl)-3,3,5-trimethyloxane-2,4-dione —— C14H14BrClO3
(5R,6R)-5-bromo-6-(4-chlorophenyl)-3,3,5-trimethyloxane-2,4-dione
—— (5R,6S)-5-bromo-6-(4-chlorophenyl)-3,3,5-trimethyloxane-2,4-dione —— C14H14BrClO3
(5R,6S)-5-bromo-6-(4-chlorophenyl)-3,3,5-trimethyloxane-2,4-dione
—— (1R,4S)-4,7,7-trimethyl-3-oxo-N-[[(2R)-oxolan-2-yl]methyl]-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C15H23NO4
(1R,4S)-4,7,7-trimethyl-3-oxo-N-[[(2R)-oxolan-2-yl]methyl]-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1R,4S)-4,7,7-trimethyl-3-oxo-N-(pyridin-3-ylmethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C16H20N2O3
(1R,4S)-4,7,7-trimethyl-3-oxo-N-(pyridin-3-ylmethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1S,4R)-4,7,7-trimethyl-3-oxo-N-(pyridin-3-ylmethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C16H20N2O3
(1S,4R)-4,7,7-trimethyl-3-oxo-N-(pyridin-3-ylmethyl)-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1S,4R)-1-(4-ethylpiperazine-1-carbonyl)-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptan-3-one —— C16H26N2O3
(1S,4R)-1-(4-ethylpiperazine-1-carbonyl)-4,7,7-trimethyl-2-oxabicyclo[2.2.1]heptan-3-one
—— (1R,4S)-N,N-bis(cyanomethyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C14H17N3O3
(1R,4S)-N,N-bis(cyanomethyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1S,4R)-N,N-bis(cyanomethyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C14H17N3O3
(1S,4R)-N,N-bis(cyanomethyl)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1S,4R)-4,7,7-trimethyl-N,N-bis(2-methylpropyl)-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C18H31NO3
(1S,4R)-4,7,7-trimethyl-N,N-bis(2-methylpropyl)-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1R,4S)-N,N-diethyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C14H23NO3
(1R,4S)-N,N-diethyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide
—— (1S,4R)-N,N-diethyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide —— C14H23NO3
(1S,4R)-N,N-diethyl-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxamide