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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
—— (1S,2R,3R,7S,8R,9R,10R,11S,15S)-8-hydroxy-5,5,13,13-tetramethyl-4,6,12,14,17-pentaoxapentacyclo[8.5.2.02,9.03,7.011,15]heptadecan-16-one 259137-41-2 C16H22O7
—— (R)-3-carbomethoxy-5-methyl-5-phenyl-3,4-dihydro(5H)-furan-2-one 266694-51-3 C13H14O4
—— 3-hydroxy-5-(iodomethyl)-3-phenyldihydrofuran-2(3H)-one 1187335-43-8 C11H11IO3
—— 1-Phenyl-3-n-octylbutyrolacton 67730-34-1 C18H26O2
—— (3R,4S)-4-Heptyl-3-isopropenyl-tetrahydro-pyran-2-one 107365-10-6 C15H26O2
—— 3,4,8,9-tetramethyl-12-oxatricyclo[4.4.3.01,6]trideca-3,8-dien-11,13-dione 25074-57-1 C16H20O3
—— 5-methyl-5-(2-methylprop-2-enyl)oxolan-2-one 92404-38-1 C9H14O2
—— ((R)-2-Azidomethyl-6-oxo-tetrahydro-pyran-4-yl)-carbamic acid tert-butyl ester 540721-22-0 C11H18N4O4
—— 1095607-60-5 C7H12O3
—— 3-(1-ethoxyaminopropylidene)-6-ethyl-tetrahydropyrane-2,4-dione 58433-48-0 C12H19NO4
—— 7-(3-Hydroxy-propyl)-7-methyl-oxepan-2-one 64791-72-6 C10H18O3
—— methyl (5aR,6R,7R,8aR)-7-methyl-2-oxo-6-(2-oxoethyl)-3,4,5,5a,6,7,8,8a-octahydro-2H-naphtho[1,8-bc]furan-6-carboxylate 1378319-36-8 C16H20O5
—— lactone of 2.3.4-trimethyl-d-arabonic acid 908578-55-2 C8H14O5
—— 6(R)-[2-[8(S)-(2,2-dimethylbutyryloxy)-2(S)-methyl-6(S)-carboxy-1,2,3,4,4a(S),5,6,7,8,8a(S)-decahydronaphthyl-1(S)]ethyl]-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one 131481-42-0 C25H40O7
—— (9R,11R)-epoxy-14,15,17-trinor-8,9-secolabdan-8,13-olide 136040-85-2 C17H28O3
—— 14,15,17-trinor-8,9-secolabdan-8,13-olide 136040-83-0 C17H30O2
—— (3aS,5aS,6R,9S,9aR,9bS)-3,3a,5a,6,7,8,9,9a-octahydro-4,9-dimethyl-6-triisopropylsilyloxynaphtho[2,1-c]furan-1(9bH)-one 1115371-90-8 C23H40O3Si
—— (2S,3R,4S,5Z)-2,3-dihydroxy-5-dodecen-4-olide 147618-25-5 C12H20O4
—— (S)-6-phenyl-5-hexyn-4-olide 140844-85-5 C12H10O2
—— 3,3'-dihydroxy-2,2'-dimethyl-4,4'-bis-trichloromethyl-octahydro-[2,2']bi[1,3]oxazinyl-6,6'-dione 25393-62-8 C12H14Cl6N2O6
—— (2S)-(3R)-(4S)-2-C-methyl-5-deoxyxylono-1,4-lactone 116491-13-5 C6H10O4
—— (Z)-(5aR,12aS)-3,4,5,5a,8,9,12,12a-Octahydro-2H-1,6-dioxa-cycloheptacyclononen-7-one 127946-51-4 C12H18O3
—— (S)-4-((1E,5E)-1,3,3-Trimethyl-6-trimethylsilanyl-hexa-1,5-dienyl)-dihydro-furan-2-one 137266-28-5 C16H28O2Si
—— 5-(2-Ethoxy-1-hydroxy-1-methyl-ethyl)-5-methyl-2-oxo-tetrahydro-furan-3-carboxylic acid methyl ester 65461-16-7 C12H20O6
—— 3-Oxatricyclo<5.4.1.0>dodecan-4-on 70260-36-5 C11H16O2
—— 3-Methylene-5-oxiranyl-hexahydro-benzofuran-2-one 65461-10-1 C11H14O3
—— 8-deacetylmatricarin-8-O-sulfate sodium salt 1000815-81-5 C15H17O7S*Na
—— O2,O3,O6-trimethyl-D-gluconic acid-4-lactone 908577-48-0 C9H16O6
—— (Z)-5,6-Dichloro-3,8-dipropyl-3,4,7,8-tetrahydro-oxocin-2-one 65737-35-1 C13H20Cl2O2
—— (3a<i>S</i>)-3ξ,6ξ,9-trimethyl-(3a<i>r</i>,6aξ,9b<i>t</i>)-3a,4,5,6,6a,7,8,9b-octahydro-3<i>H</i>-azuleno[4,5-<i>b</i>]furan-2-one 61235-29-8 C15H22O2
—— cis-3-(ethoxycarbonyl)-5-methyl-4-hexanolide 124732-64-5 C10H16O4
—— 1569091-39-9 C10H18O2Si
—— (-)-(3S,5S,8E)-3-hydroxy-5-dec-8-enolide 135352-05-5 C10H16O3
—— 2,2'-dimethyl-4,4'-dimethylene-tetrahydro-[2,2']bifuranyl-5,5'-dione 342428-69-7 C12H14O4
—— 2(3H)-Furanone, dihydro-4-methyl-5-[(phenylseleno)methyl]-, cis- 75826-34-5 C12H14O2Se
—— 6-(2-Methyl-[1,3]dioxolan-2-yl)-2-oxo-octahydro-benzofuran-3-carboxylic acid ethyl ester 65441-23-8 C15H22O6
—— 2,5-di-O-allyl-D-mannaro-1,4:3,6-di-γ-lactone 654072-04-5 C12H14O6
—— 2-Chlormethyl-2-hydroxymethyl-cyclopropan-carbonsaeure-(1)-lacton 89831-56-1 C6H7ClO2
—— O2,O3,O5,O6,O7-pentamethyl-D-glycero-D-gulo-heptonic acid-lactone 108844-68-4 C12H22O7
—— (1R, 2R, 4S, 5R)-1,4-di(tert-butyldimethylsilyloxy)-2-(2-methyl)allyl-3-oxocyclohexan-1,5-carbolactone 1233335-19-7 C23H42O5Si2
—— 214484-08-9 C24H36O8
—— (2->4β)-Lacton des 7-Aethylendioxy-4bβ-methyl-2β-carboxy-1.1-formylmethylen-2α-acetonyl-1.2.3.4.4aα.4b.5.6.7.8.10.10aβ-dodecahydro-phenanthrenol-(4β) 119572-25-7 C23H28O6
—— (3S,5R)-5-allyl-3-hydroxydihydrofuran-2(3H)-one 1383977-41-0 C7H10O3
—— 2,3-dideoxy-2-hexyl-3-tridecyl-D-glucono-1,5-lactone 1402081-83-7 C25H48O4
—— 6(R)-[2-[8(S)-(2,2-dimethylbutyryloxy)-2(S)-methyl-6(S)-(N-cyclohexylaminocarbonyl,N-cyclohexyl)aminocarbonyl-1,2,3,4,4a(S),5,6,7,8,8a(S)-decahydronaphthyl-1(S)]ethyl]-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one 131481-43-1 C38H62N2O7
—— N,N'-(3-Oxo-2-oxabicyclo<2.2.2>oct-7-en-endo-5,exo-6-diyl)bis(carbamidsaeure-tert-butylester) 82313-11-9 C17H26N2O6
—— 8-phenyl-5-oxatricyclo<4.2.2.0<sup>3,8</sup>>decan-4-one 134834-50-7 C15H16O2
—— 6α-tert-butyl-10α-methyl-1-oxa-9α-decal-2-one 81380-05-4 C14H24O2
—— 3,5,6-tri-O-methyl-D-galactono-1,4-lactone 1131825-63-2 C9H16O6
—— 4-acetyl-8-oxo-7-oxa-bicyclo(4.3.0)nonane-9-carboxylic acid methyl ester 65441-20-5 C12H16O5