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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>tert</i>-butyl-2-oxa-bicyclo[2.2.2]octan-3-one 31845-24-6 C11H18O2
—— (S)-5-(oct-1-en-1-yl)dihydrofuran-2(3H)-one 1128080-00-1 C12H20O2
—— (3S,5S)-5-(iodomethyl)-3-(2-methylprop-2-enyl)oxolan-2-one 131175-61-6 C9H13IO2
—— α-Ethyl-γ-ethoxycarbonyl-butyrolacton 100145-17-3 C9H14O4
—— (6R,8R)-6-azido-8-propyloxocan-2-one 945772-98-5 C10H17N3O2
—— Acetic acid (E)-1-(6-oxo-tetrahydro-pyran-2-yl)-but-2-enyl ester 109387-85-1 C11H16O4
—— 3-benzyl-5-hydroxymethyl-dihydro-furan-2-one 52180-19-5 C12H14O3
—— (7Z,9Z)-(3S,3aS,6S,11R,11aS)-11-Hydroxy-3,6,10-trimethyl-3a,4,5,6,11,11a-hexahydro-3H-cyclodeca[b]furan-2-one 70868-19-8 C15H22O3
—— tert-butyl (1S)-1-[(2R,4S)-4-(1-hydroxy-1-methylethyl)-5-oxotetrahydro-2-furanyl]-3-methylbutylcarbamate 849410-35-1 C17H31NO5
—— 106237-59-6 C19H32O2
—— rel-(3aR,4S,6S,7aS)-6-acetoxymethyl-4-hydroxy-3a,4,5,6,7,7a-hexahydrobenzo<b>furan-2(3H)-one 92463-84-8 C11H16O5
—— [3-hydroxy-3-(tetrahydro-2-oxofuran-3-yl)-2-phenylpropyl]carbamic acid tert-butyl ester 677325-01-8 C18H25NO5
—— methyl 2-[(4-oxooxetan-2-yl)methylsulfanyl]acetate 108616-01-9 C7H10O4S
—— (2S,4S)-(-)-2,7-dimethyl-4-hydroxyoctanoic acid lactone 88133-86-2 C10H18O2
—— 2-((R)-3-Methyl-2-oxo-tetrahydro-furan-3-yl)-acetamide 206532-53-8 C7H11NO3
—— Tert-butyl2,6-dioxooxane-4-carboxylate 2490400-66-1 C10H14O5
—— 5-(2,2,3,3,3-pentafluoropropyl)-δ-valerolactone 1105107-69-4 C8H9F5O2
—— trans-4-hydroxy-6-(mercaptomethyl)-4-methyl-3,4,5,6-tetrahydro-2H-pyran-2-one 88407-17-4 C7H12O3S
—— (5S,5aS,8S,8aS)-5,8-Dimethyl-octahydro-cyclopenta[b]oxepin-2-one 84249-47-8 C11H18O2
—— (1S,5S,6S)-5-Hydroxy-7-oxa-bicyclo[4.2.2]decan-8-one 84033-90-9 C9H14O3
—— (R)-3-(2-Hydroxy-but-3-enyl)-5-methyl-dihydro-furan-2-one 144487-48-9 C9H14O3
—— 4,5,5-trimethyl-2-oxo-tetrahydro-furan-3-carboxylic acid methyl ester 73689-80-2 C9H14O4
—— 4-Benzyl-3-eth-(Z)-ylidene-dihydro-furan-2-one 139669-67-3 C13H14O2
—— N-((2S,3R,4S)-3-Hydroxy-2-methyl-6-oxo-tetrahydro-pyran-4-yl)-acetamide 67262-30-0 C8H13NO4
—— ((E)-5-Pent-1-enyl)-dihydro-furan-2-one 1210512-52-9 C9H14O2
—— 4,4-dimethyl-7-hydroxy-2-oxabicyclo[3.3.0]octan-3-one 611236-92-1 C9H14O3
—— 1416429-60-1 C8H10O2
—— methyl (Z)-2-[dihydro-5-(2-phenylethyl)-2-oxo-3(2H)-furanylidene]acetate 1257108-57-8 C15H16O4
—— 2,5-Di-O-(1-methoxy-1-methylethyl)-D-arabinono-1,4-lactone 138760-72-2 C13H24O7
—— 4,4-dimethyl-4,6,7,7a-tetrahydro-1<i>H</i>-cyclopenta[<i>c</i>]pyran-3-one 90925-65-8 C10H14O2
—— (3R,5R)-5-(iodomethyl)-3-(2-methylprop-2-enyl)oxolan-2-one 131175-65-0 C9H13IO2
—— (-)-Dihydro-allo-protolichesterinsaeuremethylester 19464-83-6 C20H36O4
—— 6-methoxy-3-oxo-1<i>H</i>-cyclohepta[<i>c</i>]furan-3a-carboxylic acid methyl ester 29937-91-5 C12H12O5
—— 4,4-dimethyl-1,4,6,7,8,8a-hexahydro-isochromen-3-one 93306-61-7 C11H16O2
—— (1'R,3S,4'R,5'S,9'R,9a'R)-1'-hydroxy-5',9'-dimethyl-4',5',8',9'-tetrahydrospiro[oxetane-3,6'-[4,9a]methanocyclopenta[d]oxocine]-2,2'(1'H)-dione 431071-03-3 C15H18O5
—— 3-Oxabicyclo<3.2.0>hept-6-en-2-on 59664-78-7 C6H6O2
—— (5,6-epoxy-4-ethoxycarbonyl-7-hydroxy-3-oxo-8a-vinyl-octahydro-isochromen-6-yl)-malonic acid di-<i>tert</i>-butyl ester 66556-62-5 C25H36O10
—— 4-amyloxymethyl-2-(3-bromo-2-hydroxypropyl)butanolide 945738-34-1 C13H23BrO4
—— 5-Hydroxy-3,3,6,6-tetramethylheptansaeure-lacton 33158-92-8 C11H20O2
—— 2-dodecyl-glutaric acid-anhydride 680200-08-2 C17H30O3
—— α-Phenyl-γ-aethoxycarbonyl-butyrolacton 1144-49-6 C13H14O4
—— 5-Hydroxy-2,2-dimethyl-3-phenylpentansaeure-lacton 20215-64-9 C13H16O2
—— 3-[1-Methyl-pyrrolidin-(2E)-ylidene]-dihydro-pyran-2,4-dione 144039-60-1 C10H13NO3
—— Acetic acid (1S,2S,6R,7S)-6-chloromethyl-3-oxo-4,10-dioxa-tricyclo[5.2.1.0<sup>2,6</sup>]dec-1-yl ester 79684-44-9 C11H13ClO5
—— 4-(2'-hydroxyadamantan-2'-yl)butanolide 946617-04-5 C14H20O3
—— (R)-3-Chloro-3-ethyl-1-oxa-spiro[3.6]decan-2-one 138589-67-0 C11H17ClO2
—— 6-((Z)-2-[1,3]Dioxolan-2-yl-vinyl)-tetrahydro-pyran-2-one 78946-03-9 C10H14O4
—— 2-Oxo-3-oxa-manoyloxid 3467-15-0 C19H30O3
—— (3aS,7aS)-3a-Phenyl-hexahydro-benzofuran-2,6-dione 115276-26-1 C14H14O3
—— 1-Oxo-3-(2,4,7-trioxaoct-1-yl)-8-methyl-2-oxaspiro<4.5>-deca-6,10-diene 75233-47-5 C15H22O5