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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
—— Streptosonsaeure-lacton 87864-05-9 C6H8O6
—— 4-(2-Chloro-ethylsulfanyl)-5-phenyl-dihydro-furan-2-one 76128-98-8 C12H13ClO2S
—— 7-phenyl-3-phenylthiooxepan-2-one 72350-04-0 C18H18O2S
—— 3,8-Diisopropyl-1,4,6,9-tetraoxa-5λ5-phospha-spiro[4.4]nonane-2,7-dione 77120-17-3 C10H17O6P
—— (2R,3S,4R)-3,4-Dihydroxy-5-oxo-2-undecyl-tetrahydro-furan-3-carboxylic acid ethyl ester 626201-45-4 C18H32O6
—— (3R,4R,5S)-3-[(S)-2-(tert-butyldimethylsilanyloxy)-5-iodopent-4-enyl]-4-hydroxy-5-methyl-4,5-dihydrofuran-2(3H)-one 1041861-05-5 C16H29IO4Si
—— 6-endo-hydroxy-4-methoxycarbonyl-9-exo-fluoro-tetracyclo<6.1.1.02,705,10>deca-3-carboxylic acid lactone 122016-52-8 C13H13FO4
—— 6(R)-(2-(1,2,3,4,6,7,8,8a(R)-Octahydro-2(R),6(R)-dimethyl-8(S)-((2(S)-methylbutyryl)oxy)-3(S),4(R)-dihydroxy-1(S)-naphthyl)ethyl)-3,4,5,6-tetrahydro-4(R)-((tert-butyldimethylsilyl)oxy)-2H-pyran-2-one 85614-00-2 C30H52O7Si
—— 3-Carboxymethyl-3,5-Dihydroxy-14-Phenylpentadecananoic Acid-1,5-Lactone 105918-25-0 C23H34O5
—— tert-butyl 2-{(1R,4R,7S,8S)-7-(4-bromophenyl)-8-nitro-3,6-dioxo-2-oxabicyclo[2.2.2]octan-1-yl}acetate 1312102-27-4 C19H20BrNO7
—— (3aS,6aS)-3-(dimethylaminomethylidene)-3a-methyl-4,5,6,6a-tetrahydrocyclopenta[b]furan-2-one 84369-85-7 C11H17NO2
—— cis,cis-1,3,5-trimethyl-1-(hydroxymethyl)cyclohexane-3,5-dicarboxylic acid lactone 79410-25-6 C12H18O4
—— 1374309-06-4 C11H13ClO2
—— 3-<β-(triethylsilyl)ethyl>tetrahydro-2-furanone 130752-85-1 C12H24O2Si
—— (2α,5β,7α,9α,13β)-2-hydroxy-13-methyltetracyclo<7.5.0.01,5.09,13>tetradecane-7-carboxylic acid lactone 97674-91-4 C16H22O2
—— 2,3,5-Trihydroxy-1,1,2-trimethylcyclopent-3-ylessigsaeure-2-lacton 91057-90-8 C10H16O4
—— Desacetyldehydrodihydroneobritannin 33627-40-6 C15H20O4
—— 2-Phenylaethyl-paraconsaeure 91910-74-6 C13H14O4
—— (5β)-1β-(2(Z)-methoxy-1-hexenyl)-3-oxabicyclo<3.1.0>hexan-4-one 138212-17-6 C12H18O3
—— 1270045-97-0 C11H17IO2
—— ((2R,3R,4R)-3-Hydroxymethyl-2-methyl-6-oxo-tetrahydro-pyran-4-yl)-acetic acid methyl ester 147808-65-9 C10H16O5
—— 2-Allyl-2,4-dimethyl-5-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 104413-19-6 C12H18O4
—— 3-[1-[dimethyl(phenyl)silyl]ethyl]oxolan-2-one 130752-88-4 C14H20O2Si
—— Cyclohexanecarboxylic acid (4-methyl-2-oxo-tetrahydro-furan-3-yl)-amide 82933-17-3 C12H19NO3
—— 5,5-bis-(2-carboxy-ethyl)-dihydro-furan-2-one 86015-29-4 C10H14O6
—— xestospongiene L 1263368-21-3 C14H20Br2O3
—— 3(R),5(S)-dimethyl-6(S)-(1(R)-methyl-2,2-dimethoxyethyl)tetrahydro-4H-pyran-2(3H)-one 106237-64-3 C12H22O4
—— 19319-10-9 C20H22O8
—— 1037025-61-8 C12H12N2O2
—— andrographolide sulfonate E 911206-67-2 C20H30O8S
—— (S)-3-((R)-4-Oxo-6,10-dithia-spiro[4.5]dec-2-yl)-dihydro-furan-2-one 74447-13-5 C12H16O3S2
—— cis-6a-(2-Hexynyl)hexahydro-1H-cyclopenta<c>furan-1-one 130082-71-2 C13H18O2
—— 2-Methylsulfinyl-2-methyl-γ-butyrolacton 60774-72-3 C6H10O3S
—— 4-isopropenyl-2,2-dimethyl-2<i>H</i>-oxazol-5-one 54729-03-2 C8H11NO2
—— 3-Methyl-5-(3-methyl-but-3-enyl)-dihydro-furan-2-one 74133-32-7 C10H16O2
—— 9-Oxo-10-oxabicyclo[5.3.0]dec-2-ene 124938-35-8 C9H12O2
—— 3-acetyl-3-[1-(3-phenylpropyl)vinyl]dihydrofuran-2-one 1106935-14-1 C17H20O3
—— 3-(2-oxo-cyclohexylmethyl)-dihydro-furan-2-one 4736-26-9 C11H16O3
—— Acetic acid (2aS,5R,5aS,6S,8aR,8bR)-5-formyl-2a-methyl-2-oxo-2a,3,4,5,5a,6,8a,8b-octahydro-2H-naphtho[1,8-bc]furan-6-yl ester 143495-15-2 C15H18O5
—— (3aα,9β,9aα,9bα)-3a,4,5,7,8,9,9a,9b-Octahydro-9-hydroxy-6,7-dimethylazuleno<4,5-b>furan-2(3H)-on 100342-92-5 C14H20O3
—— (3aS,5R,8bR)-5-Hydroxy-3-[1-hydroxy-meth-(Z)-ylidene]-8,8-dimethyl-3,3a,4,5,6,7,8,8b-octahydro-indeno[1,2-b]furan-2-one 51800-02-3 C14H18O4
—— 1-Oxaspiro[4.4]nonan-2-one, 4-hydroxy-6-[(triethylsilyl)oxy]-,(4S,5S,6S)- 496050-97-6 C14H26O4Si
—— 6-Nonyl-6-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-2-one 80653-48-1 C20H36O4
—— (5-carboxy-5-methyl-2-oxo-tetrahydro-[3]furyl)-acetic acid 107100-15-2 C8H10O6
—— 2-((2S,3R,4R)-2-Ethyl-4-iodo-5-oxo-tetrahydro-furan-3-yl)-2-phenylselanyl-propionic acid tert-butyl ester 202401-51-2 C19H25IO4Se
—— thien-2-yl-spiro-isoxazolinyl parthenin 1186630-17-0 C20H21NO5S
—— (S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-undecyl-tetrahydro-pyran-2-one 350671-10-2 C22H44O3Si
—— S-(3-ethylpentan-3-yl) 2-[(2S,3S,5R)-3,5-dimethyl-6-oxooxan-2-yl]ethanethioate 113280-07-2 C16H28O3S
—— ethyl 2-oxo-1-oxaspiro[5.5]undecane-3-carboxylate 1190898-62-4 C13H20O4
—— (R)-(-)-3-trimethylsilyloxymethyl-4-butanolide 80656-72-0 C8H16O3Si