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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
—— (3R,4aR,5R,6S,8S,8aS)-8-(tert-Butyl-dimethyl-silanyloxy)-6-hydroxy-3-methyl-2-oxo-octahydro-chromene-5-carbonitrile 108144-18-9 C17H29NO4Si
—— (2S,3S)-5-oxo-2-tridecyltetrahydrofuran-3-carboxylic acid 7316-76-9 C18H32O4
—— (2aS,2a1S,5aS,6R,10S,12aS)-5a,6-dihydroxy-10-methyloctahydrobenzofuro[3,4-cd]oxecine-1,5,12(2aH,2a1H,12aH)-trione 1246077-45-1 C15H20O7
—— 82262-34-8 C14H18O4
—— (4R<sup>*</sup>,5S<sup>*</sup>,6R<sup>*</sup>)-4-hydroxy-5-methyl-6-phenyl-1-oxacyclohexan-2-one 136031-60-2 C12H14O3
—— 128144-94-5 C18H25ClO6
—— (1S,2S,3R,7S,8R,10S)-10-Heptadecafluorooctyl-4-oxo-5-oxa-tricyclo[5.2.1.0<sup>3,8</sup>]decane-2-carboxylic acid 69653-59-4 C18H11F17O4
—— 11βH,13-dihydrohirsutolide 125117-11-5 C16H22O5
—— (1S,4S,6R,7S,9S)-7-Methyl-11-oxo-10-oxa-tricyclo[7.2.1.01,6]dodecane-4-carboxylic acid methyl ester 107449-72-9 C14H20O4
—— 5-Butyl-3-methyl-2-oxo-tetrahydro-furan-3-carboxylic acid methyl ester 123507-69-7 C11H18O4
—— (4R,5R,8R,9S,12R,13R)-12,13-dihydroxy-9-mesyloxy-5,8-oxidotricos-22-en-1,4-olide 720678-37-5 C24H42O8S
—— (2S,4R)-4-[4'-(tert-butyldiphenylsilyloxy)butyl]-2-methyl-γ-butyrolactone 946408-89-5 C25H34O3Si
—— (3R,5S)-3-Hydroxy-5-isopropyl-4,4-dimethyl-dihydro-furan-2-one 124402-19-3 C9H16O3
—— dimethyl 9-oxo-10-oxatricyclo[6.2.1.01,4]undecane-2,8-dicarboxylate 109950-39-2 C14H18O6
—— (3-chloro-<i>dl</i>-camphoric acid )-anhydride 66569-62-8 C10H13ClO3
—— 2,3-dideoxy-3C-phenyl-D-manno-heptono-1,4-lactone 89358-92-9 C13H16O5
—— 4-benzyl-3-ethenyloxolan-2-one 113495-38-8 C13H14O2
—— Gd(10-(2-hydroxypropyl)-1,4,7,10-tetraazacyclodecane-1,4,7-triacetate)(water) 157072-96-3 C17H31GdN4O8
—— (R)-5-((R)-1-Hydroxy-3-phenyl-propyl)-dihydro-furan-2-one 138640-02-5 C13H16O3
—— (3S,4S,5S)-5-((R)-1-((tert-butyldiphenylsilyl)oxy)propan-2-yl)-4-methyl-3-((Z)-2-methylpenta-2,4-dien-1-yl)dihydrofuran-2(3H)-one 1447829-99-3 C30H40O3Si
—— 3(S)-(1(R),4-dimethyl-2(E)-pentenyl)-4(S)-methyl-5(R)-(1(S)-methylbutyl)dihydro-2(3H)-furanone 104784-15-8 C17H30O2
—— 5-Ethoxy-4,4-dimethyl-dihydro-furan-2-one 43131-88-0 C8H14O3
—— 69745-18-2 C9H12O2
—— (4aR,6aS,6bS,6cR,10aS,12aR,12bR,12cS)-3,3,6b,9,9,12b-Hexamethyl-dodecahydro-2,8-dioxa-dibenzo[a,b]biphenylene-1,6,7,12-tetraone 71430-84-7 C24H32O6
—— 5-(Iodomethyl)-3-methylideneoxolan-2-one 78804-75-8 C6H7IO2
—— 3,8-epoxy-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane-2-carboxylic acid 1079-10-3 C8H7IO5
—— (4S,4aR,8aR)-4-(3-Bromo-propyl)-octahydro-isochromen-3-one 99469-52-0 C12H19BrO2
—— cis-4-hydroxy-6-(mercaptomethyl)-4-methyl-3,4,5,6-tetrahydro-2H-pyran-2-one 96228-37-4 C7H12O3S
—— 3,7-Dimethyl-1-oxo-3,3a,5,6-tetrahydro-1H-isobenzofuran-4,4-dicarboxylic acid diethyl ester 115399-26-3 C16H22O6
—— 4β-acetoxy-2,3,3aβ,4,6,7,8,8a,9,9aβ-decahydro-8aβ-methyl-2-oxonaphtho<2,3-b>furan-3-carboxylic acid methyl ester 74064-10-1 C17H22O6
—— 3-(2-Methyl-1-phenylprop-1-enyl)oxolan-2-one 1279129-54-2 C14H16O2
—— (3S,4S,5S)-3-Benzylsulfanyl-5-isopropyl-4-methyl-dihydro-furan-2-one 107465-19-0 C15H20O2S
—— 9-allyl-6,8-diphenyl-7-oxaspiro[4.5]dec-8-en-10-one 1402163-69-2 C24H24O2
—— 2-Oxa-6,10-dithia-spiro[4.5]decan-1-one 95680-18-5 C7H10O2S2
—— 4-O-Methyl-L-arabinolacton 89599-41-7 C6H10O5
—— α-Butyl-γ-butyrolacton-γ-carbonsaeure-amid 90608-93-8 C9H15NO3
—— 18479-84-0 C18H14O8
—— perfluoro(ε-caprolactone) 130292-44-3 C6F10O2
—— 2-allyl-4-propoxymethylbutanolide 945738-23-8 C11H18O3
—— Oxabicyclo<3.3.2>decan-3,9-dion 70260-38-7 C9H12O3
—— (1S,5S)-4-Hydroxy-6,6-dimethyl-3-oxa-bicyclo[3.2.0]heptan-2-one 70871-01-1 C8H12O3
—— 3-methyl-3-(3-oxo-butyl)-furan-2,4-dione 855912-63-9 C9H12O4
—— (1S,4R)-1-(1,2,3,6-Tetrahydro-1-pyridylcarbonyl)-4,7,7-trimethyl-2-oxabicyclo<2.2.1>heptan-3-on 111838-91-6 C15H21NO3
—— ((3R,3aR,6aR)-2-Oxo-3,3a,6,6a-tetrahydro-2H-cyclopenta[b]furan-3-yl)-acetic acid methyl ester 143741-40-6 C10H12O4
—— 2,6-dideoxy-2-fluoro-L-glucono-1,5-lactone 139578-43-1 C6H9FO4
—— (3aR,4R,5R,6aS)-5-(tert-butyldimethylsilyloxy)-4-(oct-1-enyl)hexahydro-2H-cyclopenta[b]furan-2-one 1150106-67-4 C21H38O3Si
—— 3a-Brom-1-oxo-3,3,6c-trimethyl-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta<c>furan 90972-52-4 C10H15BrO2
—— 1579938-58-1 C15H22O2
—— di(difluorocyclopropane)parthenin 72247-64-4 C17H16F4O3
—— 72247-67-7 C18H16F6O3