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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
—— 78173-16-7 C19H23BrO5
—— 83108-47-8 C13H16O3
—— (3aR,5S,8aS)-tert-butyl 5-acetoxy-2-oxo-3,3a,4,5,8,8a-hexahydro-2H-cyclohepta[b]furan-6-carboxylate 1622093-78-0 C16H22O6
—— 1358991-96-4 C11H14O3
—— (3-methylphenyl)-spiro-isoxazolinyl parthenin 1186630-19-2 C23H25NO5
—— (3R,3aR,8S,9aR,9bR)-8-hydroxy-3,6-dimethyl-9-methylidene-3-phenylselanyl-4,5,7,8,9a,9b-hexahydro-3aH-azuleno[4,5-b]furan-2-one 82206-96-0 C21H24O3Se
—— (+/-)-1β-<(tert-butyldimethylsilyl)oxy>-8aα-hydroxy-4β-methyl-4aα,5,6,7,8,8aα-hexahydroisochroman-3-one 119183-90-3 C16H30O4Si
—— <i>cis</i>-octahydro-naphthalene-4a,8a-dicarboxylic acid-anhydride 3642-00-0 C12H16O3
—— 3-Isopropyl-4-(2-methylpropyliden)oxetan-2-on 342616-76-6 C10H16O2
—— 2-methoxy-7-hydroxy-cis-hydrind-5-ene-1-carboxylic acid lactone 102977-34-4 C11H14O3
—— 5-methyl-6-methylene-3-oxabicyclo[3.1.0]hexan-2-one 1613445-89-8 C7H8O2
—— 3-(2-chloroprop-2-en-1-yl)-5,5-dimethyltetrahydrofuran-2-one 1174396-63-4 C9H13ClO2
—— 3-((3S,5S)-5-Isopropyl-3-methyl-2,4-dioxo-tetrahydro-furan-3-yl)-propionaldehyde 238421-83-5 C11H16O4
—— S-(3-ethylpentan-3-yl) 2-[(2R,3S,5R)-3,5-dimethyl-6-oxooxan-2-yl]ethanethioate 113280-06-1 C16H28O3S
—— (3aS,4S,5S,6S,6aS)-4,5,6-Trihydroxy-6-isopropyl-5-methyl-hexahydro-cyclopenta[c]furan-1-one 84370-76-3 C11H18O5
—— 4-(4,4-Dimethyl-4,5-dihydro-oxazol-2-ylmethyl)-4-hydroxy-3,3,5-trimethyl-cyclohexanone 77620-38-3 C15H25NO3
—— 5298-20-4 C11H18O4
—— (+/-)-(3aR*,8bS*)-8,8-dimethyl-3,3a,4,5,6,7,8,8b-octahydroindeno[1,2-b]furan-2-one 139540-42-4 C13H18O2
—— trans-5-(1,1-dimethyl-2-propenyl)-4,5-dihydro-4-methyl-2(3H)-furanone 121013-30-7 C10H16O2
—— (3aS,4aR,7aR,8aR)-2,2,3a-trimethyl-7-methylidene-4a,7a,8,8a-tetrahydro-4H-[1,3]dioxolo[4,5-f][1]benzofuran-6-one 139685-63-5 C13H18O4
—— (2aS,2a1S,3S,5aS,5bR,7aR)-5a-methyl-3-(prop-1-en-2-yl)octahydro-1H,3H-cyclobuta[1,4]cyclobuta[1,2,3-cd]benzofuran-1-one 77670-99-6 C15H20O2
—— (3aR,4S,5R,6aS)-hexahydro-4-nitromethyl-5-hydroxy-2H-cyclopenta<b>furan-2-one 114716-08-4 C8H11NO5
—— 6-Cyclopentyl-6-[4-(3-hydroxy-phenyl)-but-3-ynyl]-dihydro-pyran-2,4-dione 612062-66-5 C20H22O4
—— dihydro-3-(1-diethoxymethyl-1-trifluoromethyl)ethyl-2(3H)-furanone 204766-95-0 C12H19F3O4
—— (3S,5S)-5-((E)-2-Cyclohexyl-vinyl)-3-isopropyl-dihydro-furan-2-one 118832-56-7 C15H24O2
—— rac-5α-(1-ethoxy-ethoxy)-4β-<1α,β-(1-ethoxy-ethoxy)-3-octyn-1-yl>-3,3aβ,4,5,6,6aβ-hexahydro-2H-cyclopenta<b>furan-2-one 98926-48-8 C23H38O6
—— 6,6-Dimethyl-3-octanoyl-dihydro-pyran-2,4-dione 662151-97-5 C15H24O4
—— (-)-2,3-O-<(S)-Benzyliden>-D-ribonsaeure-γ-lacton 102850-44-2 C12H12O5
—— [(3S)-5-oxooxolan-3-yl] 2-methylcyclopropane-1-carboxylate 1426843-33-5 C9H12O4
—— Octahydro-[4,4']bipyranyl-2,2'-dione 54119-52-7 C10H14O4
—— (1'S,5S)-5-(5'-trimethylsilyl-1'-hydroxypent-4'-ynyl)tetrahydrofuran-2-one 866885-75-8 C12H20O3Si
—— 2bβ,2cβ,4,5,6,6a,7,7aβ-octahydro-6aβ-methyl-2-oxocyclopropa<cd>naphtho<2,3-b>furan-2a(2H)-carboxylic acid methyl ester 69841-27-6 C15H18O4
—— N-Butyl-D-glucaro-1-amid-6,3-lacton 6614-47-7 C10H17NO6
—— 5-(1-Chloro-2-methyl-propenyl)-3,3,5-trimethyl-dihydro-furan-2-one 100067-00-3 C11H17ClO2
—— trans-(1'E)-3,4-Bis(1'-butenyl)tetrahydro-2-furanone 143954-92-1 C12H18O2
—— 2β.4aα-Dihydroxy-7-methansulfonyloxy-1β.8-epi-dimethyl-gibban-1α.10β-dicarbonsaeure-1->4a-lacton-10β-methylester 1253-51-6 C21H30O8S
—— 182219-61-0 C8H12O3
—— 5,6-endo-endo-bis(hydroxymethyl)bicyclo<2.2.1>heptane-2,3-endoendo-dicarboxylic acid dilactone 80661-90-1 C11H12O4
—— (4aR,6aR,6bS,8aS,12aR,15aR,15bR)-methyl 2-cyano-14-hydroxy-4,4,6a,6b,11,11,15b-heptamethyl-3-oxo-3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,14,15,15a,15b-icosahydrodinaphtho[1,2-b:2',1'-d]oxepine-8a-carboxylate 1191265-49-2 C32H45NO5
—— cis-5-(1,1-dimethyl-2-propenyl)-4,5-dihydro-4-methyl-2(3H)-furanone 121013-31-8 C10H16O2
—— 5-Decyl-3-hydroxy-dihydro-furan-2-one 272781-80-3 C14H26O3
—— (4-methyl-2-oxo-tetrahydro-pyran-3-yl)-glyoxylic acid ethyl ester 90927-51-8 C10H14O5
—— (5S,6R)-6-methylsulfonyloxy-5-hexadecanolide 115798-11-3 C18H34O5S
—— spiro[6-methyl-1,4-dioxane-2,5-dione-3,2'-bicyclo[2.2.1]hept[5]ene] 1072435-17-6 C11H12O4
—— 1360818-22-9 C15H24O6
—— (3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((R,E)-3-hydroxyoct-1-en-1-yl-7,7,8,8-d4)hexahydro-2H-cyclopenta[b]furan-2-one 82335-82-8 C21H38O4Si
—— (2R,3R,4R)-2,3-dihydroxy-4-phenyl-γ-butyrolactone 929540-02-3 C10H10O4
—— tert-butyl 2-{(1R,4R,7S,8S)-7-(4-hydroxyphenyl)-8-nitro-3,6-dioxo-2-oxabicyclo[2.2.2]octan-1-yl}acetate 1312102-33-2 C19H21NO8
—— 3,3-Dideutero-4,6,6-trimethyl-δ-valerolacton 54004-32-9 C8H14O2
—— (3aR,4R,5R,6aR)-4-(tert-Butyl-dimethyl-silanyloxy)-5-iodo-hexahydro-cyclopenta[b]furan-2-one 104319-69-9 C13H23IO3Si