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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
—— ((1<i>RS</i>,3<i>SR</i>)-1-hydroxy-<i>p</i>-menth-4(8)-en-3-yl)-acetic acid-lactone 107057-63-6 C12H18O2
—— 2,3-seco-friedelane-2,3-dioic acid-anhydride 119640-72-1 C30H48O3
—— 3-(4-Methyl-octyl)-2-oxo-tetrahydrofuran 93567-58-9 C13H24O2
—— 3-ethyl-hexahydro-cyclopenta[b]furan-2-one 67138-21-0 C9H14O2
—— 3α-Formamino-7α-brom-2-oxo-3aαH,7aαH-octahydro-cumaron 90673-30-6 C9H12BrNO3
—— 3-Methyl-1-oxo-3,3a,5,6-tetrahydro-1H-isobenzofuran-4,4-dicarboxylic acid diethyl ester 115399-28-5 C15H20O6
—— 4βH,11αH,13-tetrahydroconfertiflorin 131989-83-8 C17H26O5
—— 2-Methyl-3-(2-methyl-5-oxo-tetrahydro-furan-2-yl)-propionic acid methyl ester 107183-98-2 C10H16O4
—— 107841-77-0 C13H14O2
—— (Z)-5-(1-iodo-2-methyl-3-phenylprop-1-enyl)dihydrofuran-2(3H)-one 1260160-68-6 C14H15IO2
—— (+)-(R)-δ-(2-phenylethynyl)-δ-valerolactone 1429482-70-1 C13H12O2
—— (1S,4S,5R,6S)-6-(tert-Butyldimethylsilyloxy)-4-hydroxy-4-(prop-2-enyl)-2-oxabicyclo<3.2.1>octan-3-one 137956-36-6 C16H28O4Si
—— 8,9-deoxynoralliacolide methyl ether 101767-05-9 C15H22O3
—— 2,3,5-Trihydroxy-1,1,2-trimethylcyclopent-3-ylessigsaeure-2-lacton-5-methoxycarbonylcarboxylat 96847-22-2 C13H18O7
—— 5-Hept-(E)-ylidene-3-phenyl-dihydro-furan-2-one 96017-70-8 C17H22O2
—— (4R,5S)-4-[1,3]Dioxolan-2-yl-5-(2-hydroxy-ethyl)-dihydro-furan-2-one 244612-55-3 C9H14O5
—— (3aR,4R,5R,6aS)-4-((E)-3-(tert-butyldiphenylsilyloxy)-3-methyloct-1-enyl)-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one 1151943-97-3 C32H44O4Si
—— 3-methylene-5-ethoxycarbonyltetrahydrofuran-2-one 1016982-85-6 C8H10O4
—— (2R,4R,3S)-3-hydroxy-2,4-dimethylbutyrolactone 98512-77-7 C6H10O3
—— 2-Trichlormethyl-4-n-butylthio-3,1-oxazin-6-on 40070-08-4 C9H12Cl3NO2S
—— (11<i>S</i>)-8β-hydroxy-6-oxo-ambrosan-12-oic acid-lactone 111529-74-9 C15H22O3
—— (E)-α-Ethyliden-γ-n-hexyl-γ-butyrolacton 57025-61-3 C12H20O2
—— (1S,3S,5S)-5-(1,3-dioxa-2-cyclopentyl)-1-hydroxy-2-methylene-4,4-dimethyl-3,5-cyclohexanecarbolactone 136611-35-3 C13H18O5
—— 4-tert-butyl-6-hexanolacetone 86317-18-2 C10H18O2
—— (1S,4S,7S)-7-Ethoxy-1,5-dimethyl-3-oxo-2-oxa-bicyclo[2.2.2]oct-5-ene-6-carboxylic acid ethyl ester 133201-57-7 C14H20O5
—— (1R,5S,6S,7S)-7-hydroxy-6-methyl-3-oxabicyclo<3.3.0>octan-2-one 124225-12-3 C8H12O3
—— 3-(bromomethyl)-1,4-dioxocan-5-one 1401441-55-1 C7H11BrO3
—— α-Butylidenvalerolacton 72653-61-3 C9H14O2
—— 1187465-89-9 C126H72O42
—— (2R,3S,4R,5R)-4-Acetylamino-2,5-dimethyl-6-oxo-tetrahydro-pyran-3-carboxylic acid 131309-18-7 C10H15NO5
—— (1R,5S,6R)-6-Benzyl-3-oxa-bicyclo[3.1.0]hexan-2-one 132435-63-3 C12H12O2
—— 4-exo-bromo-4-endo-methyl-2-oxabicyclo[3.3.0]octan-3-one 58368-15-3 C8H11BrO2
—— (3R,4S,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-[(3Z,8Z)-(2S,5S,6R,7S,11S,12R,13R,14S)-2,6,12-tris-(tert-butyl-dimethyl-silanyloxy)-14-hydroxy-5,7,11,13,15-pentamethyl-hexadeca-3,8-dienyl]-tetrahydro-pyran-2-one 837383-43-4 C52H106O7Si4
—— 4-Hydroxy-4-methyl-7-phenyl-heptansaeure-lacton 92863-64-4 C14H18O2
—— ((5S,6R,9S)-9-Hydroxy-1-oxo-2-oxa-spiro[4.5]dec-7-en-6-yl)-acetic acid 97329-74-3 C11H14O5
—— (4R,5R)-4,5-Dimethyl-5-(hydroxymethyl)-5-pentanolide 109922-53-4 C8H14O3
—— α-Benzyl-γ-butyrolacton-γ-carbonsaeure-amid 88612-54-8 C12H13NO3
—— 2,7-Dioxo-2H,7H-cyclobuta <1,2-b:4,3-b'> 4,5-dihydro-pyran 94983-93-4 C10H12O4
—— methyl 3,13-dioxa-4,12-diketo-4a,13a-dihomo-5β-cholan-24-oate 1047651-88-6 C25H38O6
—— 4-Methyl-5,8-dihydroxy-cis-3,4,5,8,9,10-hexahydro-naphthalin-carbonsaeure-1,8-lacton 93692-40-1 C12H14O3
—— (3R,5S)-5-(Bis-ethylsulfanyl-methyl)-3-methyl-6-((S)-(S)-1-oxiranyl-ethyl)-tetrahydro-pyran-2-one 110087-52-0 C15H26O3S2
—— (3R,4S,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-[(3Z,8Z,16Z)-(2S,5S,6R,7S,11S,12R,13R,14S,15S)-2,6,12-tris-(tert-butyl-dimethyl-silanyloxy)-14-hydroxy-5,7,11,13,15-pentamethyl-octadeca-3,8,16-trienyl]-tetrahydro-pyran-2-one 837383-52-5 C54H108O7Si4
—— (1R,5S,E)-6-hexylidene-3-oxabicyclo[3.1.0]hexan-2-one 1613445-92-3 C11H16O2
—— dihydro-3-(2-propynyloxy)furan-2(2H)-one 189046-99-9 C7H8O3
—— 2-oxo-5-phenyl-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid 856432-73-0 C12H10O4
—— (+/-)-(4<i>r</i>-carboxy-2-oxo-5<i>t</i>-tridecyl-tetrahydro-[3ξ]furylmethyl)-trimethyl-ammonium; iodide 118978-13-5 C22H42NO4*I
—— (3S,4S,5R)-tetrahydro-5-(iodomethyl)-3-methyl-2-oxo-4-phenylfuran-3-carbonitrile 1304683-96-2 C13H12INO2
—— (1S,4R,5S,6S)-6-(tert-Butyldimethylsilyloxy)-4-hydroxy-2-oxabicyclo<3.2.1>octan-3-one 137956-60-6 C13H24O4Si
—— 4-chloro-3-methyl-6-oxabicyclo<3.2.1>octan-7-one 79743-55-8 C8H11ClO2
—— 5-oxadispiro<2.0.4.4>dodecan-6-one 68197-38-6 C11H16O2