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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
—— 4-Benzyl-3-[bis(methylsulfanyl)methylidene]oxolan-2-one 136495-13-1 C14H16O2S2
—— (3aR,3bS,6aR,7aR)-5-Hydroxy-3b,4,4,6a-tetramethyl-3-oxo-1,3,3a,3b,4,6a,7,7a-octahydro-pentaleno[1,2-c]furan-6-carboxylic acid methyl ester 102358-53-2 C16H22O5
—— 117624-93-8 C20H40O4Si2
—— Dihydro-3-(phenylseleno)-3-methyl-5-phenyl-2-furanone 73262-47-2 C17H16O2Se
—— (2SR,4RS,5S)-5-[N-(tert-butoxycarbonyl)amino]-2-cyano-7-methyl-1,4-octanolactone 628318-85-4 C15H24N2O4
—— (6aR,10aS)-8-Chloromethyl-7-(2-furan-3-yl-ethyl)-7-methyl-octahydro-2-oxa-cyclopenta[d]naphthalen-3-one 18411-68-2 C20H27ClO3
—— 4-propyl-3-trimethylsilanyl-oxetan-2-one 343787-26-8 C9H18O2Si
—— 41502-67-4 C16H18O6
—— 1040834-07-8 C26H32O4Si
—— 1431563-45-9 C78H21O16P
—— 3β-bromo-4α-hydroxy-5,7α,6β(H)-guaia-1(10),11(13)-dien-12,6-olide 1228392-80-0 C15H19BrO3
—— 4-<2-(t-butyldimethylsiloxy)ethyl>-3-(bis(methylthio)methylene) dihydro-2(3H)-furanone 136495-17-5 C15H28O3S2Si
—— (4-acetonyl-5-oxo-2-phenyl-tetrahydro-[2]furyl)-acetic acid 106593-06-0 C15H16O5
—— (1R,4S,5R,7R)-7-tert-butoxy-5-methyl-4-pivaloyloxymethyl-3-oxabicyclo[3.2.0]heptan-2-one 1044593-51-2 C17H28O5
—— 65563-72-6 C20H22O6
—— 111513-90-7 C11H17O5
—— 3α-hydroxy-4β-formyl-5,7α,6β(H)-guai-1(10),11(13)-dien-12,6-olide 1426068-09-8 C16H20O5
—— (4S,5S)-3,3-dichloro-4-(chloromethyl)-5-ethyloxolan-2-one 87224-00-8 C7H9Cl3O2
—— (2ξ,5α)-2,6',7',8',9',11'-hexahydro-4'H-17a-oxa-3',4',11',12'-tetraaza-cyclotrideca[2,3]-17a-homo-androstane-17,5',10'-trione 16987-69-2 C26H38N4O4
—— (2R,4S)-2-ethyl-4-(hydroxymethyl)-2-methyl-4-butanolide 80348-82-9 C8H14O3
—— endo-4-Methyl-3-oxabicyclo<3.2.0>hepta-6-en-2-on 59664-88-9 C7H8O2
—— 7,7-Dimethoxy-4-methyl-3-oxabicycl<4.2.0>octan-2-on 59664-92-5 C10H16O4
—— tert-butyl (2S,3R,4R)-4-hydroxy-2,4-dimethyl-6-oxotetrahydro-2H-pyran-3-ylcarbamate 1301684-86-5 C12H21NO5
—— (2S,4S)-2-allyl-4-(hydroxymethyl)-2-methyl-4-butanolide 80348-87-4 C9H14O3
—— (3aS,4aS,7aS,8aS)-5,5-Dimethyl-7a-vinyl-octahydro-benzo[1,2-b;4,5-c']difuran-2-one 121401-24-9 C14H20O3
—— (4S,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-tetrahydro-pyran-2-one 158661-88-2 C23H30O3Si
—— (1'RS,2'E,3RS)-3-<3'-(methylsulfonyl)-1'-pentylprop-2'-enyl>butan-4-olide 119011-09-5 C13H22O4S
—— 4-oxo-5-oxa-spiro[2.4]heptane-1,2-dicarboxylic acid diethyl ester 40587-46-0 C12H16O6
—— Nepetaefolinol-acetat 55784-82-2 C22H30O7
—— ethyl (E)-4-methyl-5-oxotetrahydrofuran-2-ylideneacetate 84374-94-7 C9H12O4
—— methyl (1R,4S,7S,8R,9R)-7-hydroxy-9-methyl-11-oxo-9-[(E)-3-oxoprop-1-enyl]-10-oxatricyclo[6.3.2.01,7]tridecane-4-carboxylate 457622-30-9 C18H24O6
—— (1R,4R,7R,8R)-7,8-Dihydroxy-2,5-dioxa-bicyclo[2.2.2]octane-3,6-dione 120907-22-4 C6H6O6
—— t-6-Hydroxy-r-1-oxaspiro<4.6>undecan-2-on 80922-74-3 C10H16O3
—— 5-ethoxy-4,5-dihydro-3-methyl-3-phenylfuran-2(3H)-one 97024-25-4 C13H16O3
—— ((S)-5-Oxo-tetrahydro-furan-3-yl)-acetic acid tert-butyl ester 108330-08-1 C10H16O4
—— 5-Oxa-tricyclo[5.3.2.0<sup>4,8</sup>]dodeca-2,9,11-trien-6-one 23813-01-6 C11H10O2
—— 2-Methyl-2-(1-methyl-allyl)-5-oxo-4-phenyl-tetrahydro-furan-3-carboxylic acid ethyl ester 104413-21-0 C18H22O4
—— S-(3-methyl-2-oxooxolan-3-yl) 2-bromoethanethioate 118534-94-4 C7H9BrO3S
—— 3,3-dichloro-4-hydroxy-5,5-dimethyltetrahydro-2H-pyran-2-one 1333332-45-8 C7H10Cl2O3
—— (3aS,6aR)-6a-Acetyl-tetrahydro-cyclopenta[b]furan-2,3-dione 3-oxime 52482-05-0 C9H11NO4
—— (S)-6,7-Bis-chloromethyl-3-oxa-bicyclo[3.2.0]heptane-2,4-dione 38665-90-6 C8H8Cl2O3
—— (Z)-1,8,8-trimethyl-4-(pyridin-4-ylimino)-3-oxabicyclo-[3.2.1]octan-2-one 1256484-23-7 C15H18N2O2
—— 4-methyl-5-oxo-tetrahydro-furan-2,3-dicarboxylic acid 68836-31-7 C7H8O6
—— (3aS,5S,6S,7aR)-5,6-dihydroxy-perhydro-isobenzofuranone 145680-93-9 C8H12O4
—— 5-(bromo(cyclohexyl)methyl)dihydrofuran-2(3H)-one 1384163-69-2 C11H17BrO2
—— (2aR,5aR,8aS,8bR)-2a,5a-Dimethyl-decahydro-naphtho[1,8-bc]furan-2-one 90734-42-2 C13H20O2
—— 2,6-dibromo-2,6-dideoxy-L-glucono-1,4-lactone 152786-43-1 C6H8Br2O4
—— (3S,5S)-5-(hydroxymethyl)-3-methyl-3-propyloxolan-2-one 80348-84-1 C9H16O3
—— 3-oxo-1,4a,7,7a-tetrahydro-1,4-etheno-cyclopenta[<i>c</i>]pyran-4-carboxylic acid methyl ester 54857-51-1 C12H12O4
—— 3-[1-(Dimethyl-phenyl-silanyl)-meth-(Z)-ylidene]-dihydro-furan-2-one 128549-51-9 C13H16O2Si