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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
—— Benzyliden-1,1-cyclopentan-dicarboxylat 100886-60-0 C14H14O4
—— 3-Chlor-3-methyl-4-trichlormethyl)-2-oxetanon 34819-59-5 C5H4Cl4O2
—— (4S,5S)-5-(2-Chloromethyl-allyl)-4-((E)-3-oxo-but-1-enyl)-dihydro-furan-2-one 853075-03-3 C12H15ClO3
—— (1α,2α,3β,8β,9α,10α,11β,12β)-6-Oxo-5-oxapentacyclo<8.2.2.24,7.02,9.03,8>hexadeca-13,15-dien-11,12-dicarbonsaeureanhydrid 104505-52-4 C17H14O5
—— 6(R)-[2-[8(S)-[3-(dimethylamino)-2,2-dimethyl-3-oxopropionyloxy]-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydronaphthyl-1(S)]ethyl]-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one 109233-96-7 C26H39NO6
—— 9-Butyl-7-methyl-oxonan-2-one 93567-61-4 C13H24O2
—— (+/-)-5-Hydroxy-3,3,6-trimethyl-4-oxo-heptansaeure-lacton 92016-04-1 C10H16O3
—— 13-acetoxy-3,4-seco-20-nor-16-epi-gibberell-2-en-7-oic acid 19,10-lactone 7-methyl ester 699021-74-4 C22H30O6
—— (R)-3-methylene-5-(3-methyloxetan-3-yl)dihydrofuran-2(3H)-one 1384155-99-0 C9H12O3
—— α-(1-hydroxy)ethyl-ε-caprolactone 473915-00-3 C8H14O3
—— (+/-)-6-hydroxy-2,7-dioxo-(3a<i>r</i>,8a<i>c</i>)-3,3a,6,7,8,8a-hexahydro-2<i>H</i>-3<i>t</i>,,6<i>t</i>-methano-cyclohepta[<i>b</i>]furan-9<i>syn</i>-carboxylic acid 20390-83-4 C11H10O6
—— 7-Hydroxy-6-(6-cyan-3-hydroxy-1-hexenyl)-2-oxabicyclo<3.3.0>octan-3-on 69868-97-9 C14H19NO4
—— Tetrahydro-colletodiol 43112-30-7 C14H24O6
—— 3-[((1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carbonyl)-amino]-propionyl chloride 98897-69-9 C13H18ClNO4
—— 5-Aethoxy-3-phenyl-3-propyl-tetrahydrofuran-2-on 93571-64-3 C15H20O3
—— (1S,5S,8R)-4-Methyl-9-methylene-3-oxa-tricyclo[6.2.1.0<sup>1,5</sup>]undecane-2,6-dione 130529-18-9 C12H14O3
—— 4-Cyclohexyl-3,3-dimethyl-oxetan-2-one 132835-45-1 C11H18O2
—— 3,3,4,4-Di-tetramethylen-γ-butyrolacton 57495-35-9 C12H18O2
—— <1α(SR),2β(SR),5α>-2-<<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3-furanylmethyl>-α,2-dimethyl-5-methoxy-3-oxocyclopentaneethanethioic acid S-(1,1-dimethylethyl) ester 143470-82-0 C25H42O5SSi
—— 5,8-Dihydroxy-3,4,4a,5,8,8a-hexahydro-<1>naphthoesaeure-1->8-lacton 103986-78-3 C11H12O3
—— 133337-04-9 C14H16O4
—— (5S)-2-methylene-5-tert-butyldimethylsilyloxymethyl-5-tetradecanolide 130322-92-8 C22H42O3Si
—— N-tert-butyl-4-methylene-5-oxo-2-phenyltetrahydrofuran-2-carboxamide 1529773-39-4 C16H19NO3
—— swerosid aglucone O-ethyl ether 124224-97-1 C12H16O4
—— 1-Methyl-Δ<sup>2</sup>-cyclohexenyl-essigsaeure-δ-iodo-γ-lacton 100860-87-5 C9H13IO2
—— 5-[(3Z,6Z,9Z,12Z)-14-((2R,3S)-3-Ethyl-oxiranyl)-1-iodo-tetradeca-3,6,9,12-tetraenyl]-dihydro-furan-2-one 273394-45-9 C22H31IO3
—— (3S,5S)-3-(dec-7-ynyl)-5-phenyldihydrofuran-2(3H)-one 1092798-51-0 C20H26O2
—— 586976-83-2 C6H10O4
—— (4aR,9aS)-4a-Methyl-octahydro-7-oxa-benzocyclohepten-6-one 94129-16-5 C11H18O2
—— γ-Fluor-γ-phenyl-butyrolacton 90421-49-1 C10H9FO2
—— 5-Hydroxy-3-methyl-2-phenyl-hexansaeure-(1)-lacton 97023-75-1 C13H16O2
—— 4-Carboxy-hydrindan-γ-lacton 26605-05-0 C10H14O2
—— (R)-5-(4-Methyl-pentyl)-dihydro-furan-2-one 125681-33-6 C10H18O2
—— 1-acetyl-4,4,5-trimethyl-8-chloro-3-oxabicyclo<3.3.0>octan-2-one 123518-07-0 C12H17ClO3
—— 4-Hydroxy-12-oxo-2,6,8,10-tetramethyl-9,11,13-trioxapentacyclo<5.3.2.1<sup>2,6</sup>.0<sup>3,10</sup>.0<sup>5.8</sup>>tridecan 97496-65-6 C14H18O5
—— (Z)-α-(Bromohexylidene)-β-vinyl-γ-butyrolactone 129178-09-2 C12H17BrO2
—— 4-carboxy-4,5-dihydro-4-methyl-5-pentylfuran-2(3H)-one 98985-78-5 C11H18O4
—— 9-Acetyl-11-hydroxy-11-methyl-4-oxa-tricyclo[4.3.2.0<sup>1,5</sup>]undecan-3-one 10280-38-3 C13H18O4
—— 2-((3aS,4R,7aR)-3-Hydroxy-4,7a-dimethyl-1-oxo-octahydro-isobenzofuran-4-yl)-benzaldehyde 4603-20-7 C17H20O4
—— 6-(1-(2-bromophenyl)propa-1,2-dienyl)-6-methyltetrahydro-2H-pyran-2-one 1391710-70-5 C15H15BrO2
—— 4a-Hydroxy-perhydro-phenanthren-9.10-dicarbonsaeure-10.4a-lacton 1797-62-2 C16H22O4
—— ((2S,3R)-2-Allyl-5-oxo-tetrahydro-furan-3-yl)-acetaldehyde 853075-13-5 C9H12O3
—— 7,9-dimethyl-2-oxo-1-oxa-spiro[4.5]decane-4-carboxylic acid methyl ester 16149-83-0 C13H20O4
—— (5S)-5-(hydroxymethyl)-2-oxooxolane-3-carbonitrile 197153-74-5 C6H7NO3
—— (1R,2R,6R,7S,8R,9S,11R)-7-hydroxy-2,6,9-trimethyl-4,10,13-trioxapentacyclo[6.4.3.01,8.02,6.09,11]pentadecane-5,14-dione 936338-15-7 C15H18O6
—— 4-pivaloyl-δ-valerolactone 105592-06-1 C10H16O3
—— (2R,3S,4R)-3-carboxymethyl-4-hydroxy-<3-oxo-(E)-1-octenyl>-tetrahydrothiophene-γ-lactone 127269-08-3 C14H20O3S
—— 4-(2-fluorophenyl)tetrahydro-2-pyranone 1553908-94-3 C11H11FO2
—— 6(R)-[2-[8(S)-[2,2-dimethyl-3-(methylamino)-3-oxopropionyloxy]-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydronaphthyl-1(S)]ethyl]-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one 109234-01-7 C25H37NO6
—— (4R,5R,6R)-4-hydroxy-6-hydroxymethyl-5-methyltetrahydropyran-2-one 515868-99-2 C7H12O4