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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
—— (5S,6R)-6-Fluoro-4,4-dimethyl-5-phenylselanyl-tetrahydro-pyran-2-one 128259-80-3 C13H15FO2Se
—— (R)-3-Allyl-3-((E)-2-nitro-but-1-enyl)-tetrahydro-pyran-2-one 102631-82-3 C12H17NO4
—— 3-deoxy-3-tris(methylthio)methyl-5-O-tert-butyldiphenylsilyl-D-arabino-1,4-lactone 105676-45-7 C25H34O4S3Si
—— 5.6-Dimethyl-3-phenyl-tetrahydropyron-(2) 100612-12-2 C13H16O2
—— (+)-(5R,1'R)-3-Methyl-5-(2',2'-dimethylspiro<2.4>hepta-4',6'-dien-1'-yl)-6-oxa-2-cyclohexenone 126899-50-1 C15H18O2
—— 1380424-82-7 C9H12F3NO3
—— α-ethyloxalyl-δ,δ-dimethyl-δ-valerolactone 174970-08-2 C11H16O5
—— (4S,4aS,5S,7aR,8R)-4a,8-Dimethyl-4,5-bis-trimethylsilanyloxy-3a,4,4a,5,7a,8,9,9a-octahydro-3H-azuleno[6,5-b]furan-2-one 72341-80-1 C20H36O4Si2
—— 2(R)-t-butoxycarbonylamino-2-(5R-iodomethyl-2-oxo-tetrahydro-furan-3(S)-yl)acetic acid allyl ester 207120-18-1 C15H22INO6
—— 1,4-dimethyl-bicyclo[2.2.2]oct-5-ene-2<i>endo</i>,3<i>endo</i>-dicarboxylic acid-anhydride 105208-24-0 C12H14O3
—— 2-chloroformylmethyl-4-methyl-4-pentanolide 479546-51-5 C8H11ClO3
—— 4-hydroxy-2-methyl-3-oxo-2-(3-oxopentyl)butanoic acid γ-lactone 99440-45-6 C10H14O4
—— (1S*,5R*,6S*,7S*)-6,7-Dibrom-1,4,4-trimethyl-3-oxabicyclo<3.2.0>heptan-2-on 111138-91-1 C9H12Br2O2
—— (1S,5S,6R)-6-Hydroxy-2-oxabicyclo<3.2.1>octan-3-one 128039-88-3 C7H10O3
—— 4,5-dimethyl-5-nonyloxolan-2-one 111748-84-6 C15H28O2
—— α-Acetyl-δ-isopentyloxy-γ-valerolacton 81840-74-6 C12H20O4
—— 17β-hydroxy-6-oxa-B-homo-5α-androst-2-en-7-one 17-acetate 114211-98-2 C21H30O4
—— 4bβ-Hydroxy-1α.9β-dimethoxycarbonyl-1β-methyl-2-oxo-4aα.9aβ-perhydrofluorenyl-essigsaeure-(8aβ)-4b-lacton 99785-13-4 C20H26O7
—— 5-Methyl-3-methylamino-3-pentyl-dihydro-furan-2-one 208048-99-1 C11H21NO2
—— (1S,4aR,7S,7aR)-7-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-hexahydro-cyclopenta[c]pyran-3-one 119433-17-9 C15H28O3Si
—— (2S,3R)-2-Allyl-2-methyl-5-oxo-tetrahydro-furan-3-carboxylic acid diethylamide 110794-94-0 C13H21NO3
—— (3R,5S)-5-(iodomethyl)-3-(2-methylprop-2-enyl)oxolan-2-one 131175-64-9 C9H13IO2
—— (1S,6R,8R)-3,3-Dimethyl-5-oxo-2,4-dioxa-tricyclo[6.6.0.01,6]tetradecane-13,13-dicarboxylic acid dimethyl ester 109950-37-0 C18H26O7
—— 5-(p-tolyl)oxepan-2-one 1402080-46-9 C13H16O2
—— <3R,5S,6R,6(1S,3R)>-6-<3-(1,3-dithian-2-yl)-1-methoxybutan-1-yl>-5-methoxy-3-methyltetrahydro-2H-pyran-2-one 118227-57-9 C16H28O4S2
—— (+/-)-3ξ-ethoxy-(3a<i>r</i>,7a<i>c</i>)-3a,4,7,7a-tetrahydro-3<i>H</i>-isobenzofuran-1-one 14250-41-0 C10H14O3
—— 1427029-77-3 C18H30O6Si
—— 5-Cyclohexyl-3-hydroxy-3,6-dihydro-pyran-2-one 83953-46-2 C11H16O3
—— 3-hydroxy-2,2,5-trimethyl-4-oxo-5-hexanolide 130469-63-5 C9H14O4
—— 3-Diphenylphosphanyl-3-methyl-dihydro-furan-2,5-dione 128894-20-2 C17H15O3P
—— exo-8-hydroxy-1,5,5-trimethyl-4-oxabicyclo<4.2.0>octan-3-one 82740-92-9 C10H16O3
—— (2R,3S)-2-methyl-5-oxo-4-tetradecylidenetetrahydrofuran-3-yl methanesulfonate 89448-52-2 C20H36O5S
—— 5,5-Dimethyl-3-(3'-hydroxy-2'-oxo-5'-methyl-2',5'-dihydrofuryl)-Δ2-isoxazolin 72900-60-8 C10H13NO4
—— (3R,5S)-5-(hydroxymethyl)-3-methyl-3-propyloxolan-2-one 80348-85-2 C9H16O3
—— (1S,2R,3S,4R,5R,6S)-2,4,5,6-tetrahydroxycyclohexane-1,3-diyl (1S,1'S,4R,4'R)-bis(4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate) 194864-12-5 C26H36O12
—— (1R,3S,5R)-3-Hydroxy-8,8-dimethyl-2-methylene-6-oxa-bicyclo[3.2.1]octan-7-one 479541-26-9 C10H14O3
—— isobromocorianin 108887-43-0 C15H19BrO7
—— (+-)-trans-3-ethyl-4-iodomethyl-dihydro-furan-2-one 41406-40-0 C7H11IO2
—— (2S,3S)-2-Isopropyl-4-oxo-3,N-diphenyl-oxetane-3-carboximidothioic acid methyl ester 73688-19-4 C20H21NO2S
—— (3S,5S)-3-[(E)-3-iodoprop-2-enyl]-5-methyl-2-oxooxolane-3-carbonitrile 1041186-47-3 C9H10INO2
—— (1aR,3aR,6aS,6bR)-1a,6,6a,6b-Tetrahydro-1H,3aH-4-oxa-cyclopropa[e]inden-5-one 85267-48-7 C9H10O2
—— Mannurono-δ-lacton-diaethyl-thioacetal 4435-03-4 C10H18O5S2
—— (3R,5R)-5-(iodomethyl)-5-methyl-3-prop-2-enyloxolan-2-one 131175-63-8 C9H13IO2
—— (3S,4R,5S)-4-(dimethylphenylsilyl)-4,5-dihydro-5-methyl-3-(5-methylhexyl)-2(3H)-furanone 214210-37-4 C20H32O2Si
—— 7-bromo-3,7-dideoxy-D-gluco-heptono-1,4-lactone 116386-11-9 C7H11BrO5
—— 3-Methylene-5-(5-oxo-hexyl)-dihydro-furan-2-one 98061-51-9 C11H16O3
—— α,α-Bis-(α,γ-dimethyl-γ-valerolactonyl) 92372-80-0 C14H22O4
—— (3S,5R)-5-(but-3-en-1-yl)-3-methyldihydrofuran-2(3H)-one 1424344-00-2 C9H14O2
—— (4RS,6RS)-4-acetoxy-6-phenylterahydropyran-2-one 113331-90-1 C13H14O4
—— (1S<sup>*</sup>,5S<sup>*</sup>,8S<sup>*</sup>)-1-acetonyl-8-butyl-6-oxabicyclo<3.2.1>octan-7-one 84242-95-5 C14H22O3