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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
—— (3S,4R,5R)-5-(((tert-Butyldimethylsilyl)oxy)methyl)-3,4-dihydroxy-3-methyldihydrofuran-2(3H)-one 1021178-17-5 C12H24O5Si
—— (1S,5S,8R,12S)-12-Iodo-2,7-dioxa-tricyclo[6.3.1.0<sup>1,5</sup>]dodecan-6-one 89908-92-9 C10H13IO3
—— (1R,2S,6R,7R)-5-Hydroxy-5-trichloromethyl-4-oxa-tricyclo[5.2.2.0<sup>2,6</sup>]undec-8-en-3-one 42087-05-8 C11H11Cl3O3
—— methyl (2R,3S,4R)-4-amino-2-methyl-6-oxooxane-3-carboxylate 89550-40-3 C8H13NO4
—— (1S,2S,5R)-1,2-Dimethyl-6-oxa-bicyclo[3.2.1]octane-4,7-dione 73240-77-4 C9H12O3
—— ((3S,4R)-4-Carboxymethyl-2-methyl-5-oxo-tetrahydro-furan-3-yl)-acetic acid 58648-39-8 C9H12O6
—— (3S,3aR,4aR,5S,8aS,9aR)-3,4a,5-Trimethyl-decahydro-naphtho[2,3-b]furan-2,4-dione 52647-64-0 C15H22O3
—— 3a,7-Dihydroxy-3-methyl-hexahydro-benzofuran-2-one 91075-35-3 C9H14O4
—— 10a-furan-2-yl-1-methyl-1,2,5,6,8,9,10,10a-octahydro-benzo[<i>b</i>]azocine-9,10-dicarboxylic acid anhydride 69374-48-7 C18H19NO4
—— 5-tert-Butyl-3-<(dimethylamino)methyl>-4,5-dihydro-2(3H)-furanon 102870-16-6 C11H21NO2
—— 4-(α-semicarbazono-benzyl)-dihydro-furan-2-one 100115-15-9 C12H13N3O3
—— (1S,6R)-5-(hydroxymethylidene)-7,7-dimethyl-3-oxabicyclo[4.1.0]heptan-4-one 1207861-84-4 C9H12O3
—— (4R,5S)-5-((1S,2R)-2,4-Dihydroxy-1-methoxy-butyl)-4-(ethylsulfanyl-methylsulfanyl-methyl)-dihydro-furan-2-one 76859-46-6 C13H24O5S2
—— α-(2-cyanoallyl)-γ-butyrolactone 1221896-17-8 C8H9NO2
—— (1R,2R,3S,4R,6R,8S,9R,10R,13R)-2-hydroxy-3,10,13-trimethoxy-4,8,10-trimethyl-11-oxo-12-oxatricyclo[7.3.1.01,6]tridecane-6-carbonitrile 1429194-89-7 C19H29NO6
—— 2,6-Dioxo-2a-oxa-2a-homoadamantan 60775-58-8 C10H12O3
—— β-(1-Ethoxyethyl)-γ-butyrolacton 59664-77-6 C8H14O3
—— (3S,5S)-5-[(1S,2R)-4-[tert-butyl(dimethyl)silyl]oxy-1,2-dihydroxybutyl]-3-methyloxolan-2-one 1185863-28-8 C15H30O5Si
—— (R)-4-(2-hydroxyethyl)-3-methylenedihydrofuran-2(3H)-one 1338471-99-0 C7H10O3
—— 5-Cyclohexyl-3-methylideneoxepan-2-one 1101168-87-9 C13H20O2
—— 57199-29-8 C13H15ClO4
—— (E)-(+/-)-4-benzyl-3-benzylidene-γ-butyrolactone 108071-28-9 C18H16O2
—— 50696-14-5 C20H26O5
—— (2S,4S)-2-benzyl-4-(hydroxymethyl)-2-methyl-4-butanolide 80348-88-5 C13H16O3
—— (1S,6R,7S,8S)-7-Bromo-4-oxa-tricyclo[4.3.1.1<sup>3,8</sup>]undecan-5-one 85069-88-1 C10H13BrO2
—— (2S,4R)-2,4-dimethyl-5-methylenevalerolactone 116078-56-9 C8H12O2
—— 78073-83-3 C16H20O5
—— 6610-47-5 C19H28O3
—— 6(R)-<2-<1,2,3,4,4a,5,6,7,8,8a(R)-Decahydro-2(R),6(S)-dimethyl-8(S)-<<2(S)-methylbutyryl>oxy>-3(S),4(R)-(thioxomethylenedioxy)-1(S)-naphthyl>ethyl>-3,4,5,6-tetrahydro-4(R)-<(tert-butyldimethylsilyl)oxy>-2H-pyran-2-one 85614-04-6 C31H52O7SSi
—— 5(S)-[2-phenyl-1(S)-[(tert-butyldimethylsilyl)oxy]ethyl]-3(S)-(2-thienylmethyl)dihydrofuran-2(3H)-one 220588-84-1 C23H32O3SSi
—— (4S,6S)-4-dimethyl-t-butylsilyloxy-6-<(dimethyl-t-butylsilyloxy)methyl>tetrahydro-2H-pyran-2-one 92512-43-1 C18H38O4Si2
—— (1R,5S)-1,8,8-trimethyl-4-(pyridin-3-ylimino)-3-oxabicyclo[3.2.1]octan-2-one 1376304-94-7 C15H18N2O2
—— 6-methyl-2-(2-oxooxepan-3-yl)-2-phenyl-3H-1,3-oxazin-4-one 98057-85-3 C17H19NO4
—— (2S,2'R,5'S)-5'-((R)-1-hydroxyethyl)-2,5'-dimethylhexahydro-[2,2'-bifuran]-5(2H)-one 1287262-55-8 C12H20O4
—— (3R,5S)-5-(hydroxymethyl)-3-prop-2-enyloxolan-2-one 101977-40-6 C8H12O3
—— bromo-2α methyl-2β phenyl-4β butyrolactone 111551-01-0 C11H11BrO2
—— 4-amyloxymethyl-2-formylmethylbutanolide 108332-98-5 C12H20O4
—— (2aS,5aS,6S,7R,8aS,8bR)-6-Hydroxy-2a,5a,7-trimethyl-decahydro-naphtho[1,8-bc]furan-2-one 53861-94-2 C14H22O3
—— 41502-85-6 C10H12O2
—— 1-(1-chloro-vinyl)-2-methyl-succinic acid-anhydride 856162-80-6 C7H7ClO3
—— 1064039-20-8 C21H28O4S
—— (3aS,4S,6R,6aR)-6-hexyl-4-hydroxytetrahydrofuro[3,4-b]furan-2(3H)-one 1132793-41-9 C12H20O4
—— methyl (2R,3S)-2,3-dimethyl-5-oxotetrahydrofuran-2-carboxylate 1465764-29-7 C8H12O4
—— (3R,4S,5R,6S,7S,9R,10S,11S,12S,13R,14R)-4,6,10,12-tetramethoxy-3,5,7,9,11,13-hexamethyl-14-vinyloxacyclotetradecan-2-one 1285480-11-6 C25H46O6
—— 1108178-19-3 C17H32O4Si
—— N-((9S,11aR)-8-Hydroxy-3,11a-dimethyl-1-oxo-3a,4,5,5a,5b,6,8,9,10,11,11a,11b,12,13-tetradecahydro-3H-2-oxa-pentaleno[1,6a-a]phenanthren-9-yl)-N-methyl-acetamide 54212-59-8 C24H35NO4
—— (3a<i>S</i>)-7-(<i>Z</i>)-benzylidene-5,6<i>t</i>-dimethyl-(3a<i>r</i>,6a<i>c</i>,9a<i>c</i><i>C</i><sup>1</sup>)-3a,6,6a,7-tetrahydro-3<i>H</i>-benzo[1,2-<i>c</i>;1,6-<i>c</i>']difuran-1,9-dione 57584-13-1 C19H18O4
—— (5S,4R)-trans-5-<(tert-butyldiphenylsiloxy)methyl>-4-(1-methylethenyl)dihydro-2(3H)-furanone 139943-08-1 C24H30O3Si
—— 6a-Octyl-dihydro-furo[2,3-b]furan-2,5-dione 39949-65-0 C14H22O4
—— 2-(bromomethyl-d2)-.2-tert-butyl-6-methyl-1,3-dioxan-4-one 143669-15-2 C10H17BrO3