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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
—— (4R,6R,7S)-2-(2-cyclopropyl)ethyl-4,7-dihydroxy-4,5,6,7-tetrahydrobenzo[b]thiophen-4,6-carbolactone 1233335-45-9 C14H16O4S
—— (4S,5R)-4-dimethyl(phenyl)silyl-5-pentyl-4,5-dihydrofuran-2(3H)-one 1353637-85-0 C17H26O2Si
—— 1-oxo-6a-carbomethoxy-6-methyl-1,3,3a,6a-tetrahydrocyclopenta<c>furan 86783-79-1 C10H12O4
—— (3aS,4R,5R,6aS)-5-acetyl-4-phenyltetrahydrofuro[2,3-b]furan-2(6aH)-one 872056-86-5 C14H14O4
—— 58648-44-5 C13H18O4
—— (5S,6R)-6-Bromo-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one 56460-56-1 C7H9BrO3
—— 3,6-Bis-O-(t-butyldimethylsilyl)-L-mannono-1,4-lacton 78283-79-1 C18H38O6Si2
—— (3aR,7aS)-(+)-7a-benzyl-3a-hydroxytetrahydro-2-benzofuran-1,5(3H,4H)-dione 1236161-49-1 C15H16O4
—— (+/-)-(4a<i>r</i>,8a<i>c</i>)-octahydro-1<i>t</i>,5<i>t</i>-oxaethano-naphthalene-4,9-dione 67820-43-3 C11H14O3
—— (5E,12E,11S,14S)-11,14-di[(tert-butyldimethylsilyloxy)methyl]-1,10-dioxacyclotetradeca-5,12-diene-2,9-dione 854545-74-7 C26H48O6Si2
—— (2S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-hex-1-ynyl-2H-furan-5-one 1571081-78-1 C17H28O3Si
—— 5-Hydroxy-1,3,3,4',4'-pentamethyl-5'-oxobicyclo<4.2.1>nonane-7-spiro-2'-(tetrahydrofuran)-6-carboxylic acid 128064-28-8 C18H28O5
—— 1-hexyl-5-methyl-6-oxabicyclo[3.2.1]oct-2-en-7-one 1202873-37-7 C14H22O2
—— 3-hexylidene-5-methyl-dihydro-furan-2-one 845297-30-5 C11H18O2
—— methyl (1SR,2SR,9RS)-2-cyano-11,11-dimethyl-4-oxo-5-oxatricyclo<7.3.0.0<sup>3,7</sup>>dodec-3-ene-2-carboxylate 79898-57-0 C16H19NO4
—— (+)-3-(benzyloxymethoxymethyl)-4-butanolide 113681-08-6 C13H16O4
—— 4-acryloyl-2-oxabicyclo[2.2.2]octan-3-one 1318651-99-8 C10H12O3
—— 2,3,13,14-tetracarbomethoxy-1,4,12,15-tetraoxacyclodocosane-5,11,15,22-tetraone 102999-07-5 C26H36O16
—— (3aS,7aS)-3,3-Dichloro-7a-phenylsulfanyl-hexahydro-benzofuran-2-one 80232-42-4 C14H14Cl2O2S
—— 3-Ethyl-3-methoxymethoxy-1-oxa-spiro[4.4]nonane-2,4-dione 69687-38-3 C12H18O5
—— (3aS,8aS)-3,3a,5-Trimethyl-3-phenylselanyl-3a,7,8,8a-tetrahydro-3H-cyclohepta[b]furan-2,4-dione 121878-58-8 C18H20O3Se
—— methyl (1R,3aR,4R,5S,7aS)-5-hydroxy-1-methyl-3-oxo-3a,4,5,6,7,7a-hexahydro-1H-2-benzofuran-4-carboxylate 158391-92-5 C11H16O5
—— (1R,4R,5S)-1,4-dimethyl-3-oxabicyclo<3.2.0>-heptan-2-one 113566-16-8 C8H12O2
—— trans-5-(2-hydroxyethyl)-4-methyl-tetrahydro-dihydro-2-furanone 118544-83-5 C7H12O3
—— 3-(5-oxo-2-phenyl-tetrahydro-[2]furyl)-propionic acid 10524-20-6 C13H14O4
—— (1S,2R)-1-phenyl-1,2-cyclopropanedicarboxylic anhydride 148261-93-2 C11H8O3
—— (5R,6S)-5-bromo-6-(4-bromophenyl)tetrahydro-2H-pyran-2-one 1300699-01-7 C11H10Br2O2
—— 1304692-14-5 C9H14O2
—— 2,5-di-O-acetyl-2-bromo-2-deoxy-α-D-isosaccharino-1,4-lactone 111507-10-9 C10H13BrO6
—— (4aR,7aS)-Hexahydro-cyclopenta[b]pyran-3-one 130001-38-6 C8H12O2
—— 5,5-difluoro-5,6-dihydro-1H-cyclopenta[c]furan-1,3(4H)-dione 2680539-69-7 C7H4F2O3
—— (3R,5S)-3-Allyl-5-iodomethyl-dihydro-furan-2-one 130684-41-2 C8H11IO2
—— trans-2-benzyl-2-(2,2-bis(methylthio)ethyl)-3-methyl-5-pentanolide 114199-58-5 C17H24O2S2
—— 7a-(2-Bromo-allyl)-4-methoxy-5,7a-dihydro-3H-isobenzofuran-1-one 130506-03-5 C12H13BrO3
—— (3S,5S)-5-(hydroxymethyl)-3-[(2R)-1,1,1-trifluoropropan-2-yl]dihydrofuran-2(3H)-one 1532540-48-9 C8H11F3O3
—— cis-3-Ethoxymethylen-tetrahydrofuranon-(2) 24349-79-9 C7H10O3
—— (Z)-4,5-dihydro-3-(1-hydroxypropan-2-ylidene)furan-2(3H)-one 1140920-02-0 C7H10O3
—— 4-Hydroxy-4-methyl-5-oxo-tetrahydro-furan-3-carboxylic acid methyl ester 60958-89-6 C7H10O5
—— (4S,5S)-5-Decyl-4-hydroxy-dihydro-furan-2-one 62107-53-3 C14H26O3
—— trans-3-arachidonyl-4-t-butyldimethylsilyloxymethyl-1,2,3,4-tetrahydrofuran-2-one 125757-26-8 C31H52O4Si
—— (4aS,8aR)-8a-(2-Phenylselanyl-ethyl)-octahydro-isochromen-3-one 58240-89-4 C17H22O2Se
—— 5-<(ethylthio)methyl>-3-cyano-4,5-dihydro-2(3H)-furanone 139022-74-5 C8H11NO2S
—— trans-2-allyl-2-(2,2-bis(methylthio)ethyl)-3-methyl-5-pentanolide 114199-57-4 C13H22O2S2
—— 2,3,6-Tri-O-methyl-D-mannono-1,4-lacton 113625-85-7 C9H16O6
—— 3,3-Dinitro-γ-butyrolactone 101988-03-8 C4H4N2O6
—— (1R,9R,10S,11S)-10,11-diphenyl-3,7-dioxabicyclo[7.2.0]undecane-2,8-dione 25804-58-4 C21H20O4
—— (4-oxo-3-oxa-bicyclo[4.3.1]dec-8-ylidene)-malononitrile 54839-05-3 C12H12N2O2
—— 2-(5-oxo-4-oxa-5-homoadamantane-1-yl)oxymethoxy-2-oxoethyl methacrylate 1338917-27-3 C17H22O7
—— (3R,4R)-3-allyl-4-vinyldihydrofuran-2(3H)-one 1326453-80-8 C9H12O2
—— 4-ethyl-3-methyl-5,6-diphenyl-tetrahydro-pyran-2-one 861555-66-0 C20H22O2