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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
—— 5-exo-bromo-3-exo-nitrobicyclo<2.2.1.>heptane-2,6-carbolactone 76954-20-6 C8H8BrNO4
—— 2-Oxo-3-formyl-3-(γ-oxo-butyl)-5-ethoxycarbonyl-tetrahydrofuran 100258-26-2 C12H16O6
—— 3-benzyl-3-hydroxy-5-phenethyl-dihydro-furan-2-one 111033-52-4 C19H20O3
—— trimethyl-(5-oxo-tetrahydro-furfuryl)-ammonium; iodide 112990-58-6 C8H16NO2*I
—— (3S,6S,7aR)-3-(3-Furyl)-6-hydroxy-perhydro-3a,7a-methanoisobenzofuran-1,7-dion 88819-39-0 C13H12O5
—— (5R)-5-(azido(furan-3-yl)methyl)dihydrofuran-2(3H)-one 1449291-83-1 C9H9N3O3
—— 7-hydroxy-10β-hydroxymethyl-1β,8β-dimethylgibbane-1α,4aα-carbolactone 77912-32-4 C19H28O4
—— (5S,6R)-6-((R)-4,4-Dimethyl-2-oxo-tetrahydro-furan-3-yloxy)-5-(1-methyl-1-nitro-ethyl)-dihydro-pyran-3-one 138842-64-5 C14H21NO7
—— (R)-6-Furan-3-yl-3-methyl-dihydro-pyran-2,4-dione 255870-29-2 C10H10O4
—— (S)-2-Methyl-5-oxo-tetrahydro-furan-2-carboxylic acid methyl ester 132958-44-2 C7H10O4
—— 1-(4-butyl-5-oxo-tetrahydro-furan-2-ylmethyl)-pyrrolidin-2-one 59647-53-9 C13H21NO3
—— (2E,5S,6E,9R)-12-((2S,4S)-4-methyl-6-oxotetrahydro-2H-pyran-2-yl)-5,9-bis((triethylsilyl)oxy)dodeca-2,6-dienal 1458062-39-9 C30H56O5Si2
—— 3-ethyl-1-oxaspiro[3.6]decan-2-one 125382-74-3 C11H18O2
—— 3-Hydroxy-2,8-dioxaspiro[4.5]decan-1-one 1379764-39-2 C8H12O4
—— 3-Brom-5,8-dihydroxy-4-methyl-cis-3,4,5,8,9,10-hexahydro-naphthalin-carbonsaeure-1,8-lacton 91843-57-1 C12H13BrO3
—— 3R,5S-3-Benzyl-5-(N-tert-butoxycarbonyl)aminomethyl-4,5-dihydro-2(3H)-furanon 155720-19-7 C17H23NO4
—— 6-Heptyl-3-methylene-tetrahydro-pyran-2-one 86001-42-5 C13H22O2
—— (+/-)-8<i>syn</i>,9<i>anti</i>-dihydroxy-bicyclo[3.2.2]nonane-6<i>exo</i>,7<i>exo</i>-dicarboxylic acid-6=>9-lactone-7-methyl ester 108482-01-5 C12H16O5
—— (1R,3aR,5aS,8aS)-5a-Chloro-1-hydroxy-1,2,3,3a,5a,6-hexahydro-dicyclopenta[b,c]furan-5-one 137538-02-4 C10H11ClO3
—— 5-methylsulfanyl-3-oxaspiro[5.5]undec-10-en-4-one 114251-09-1 C11H16O2S
—— (3aS,7aR)-4,7a-dimethyl-5-((triisopropylsilyl)oxy)-3a,6,7,7a-tetrahydroisobenzofuran-1(3H)-one 1579293-64-3 C19H34O3Si
—— 3β-bromo-2-oxobicyclo<3.3.0>octane-4α,6α-carbolactone 127268-79-5 C9H9BrO3
—— (4R,5R)-5-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-4-methyl-dihydro-furan-2-one 123485-42-7 C14H28O3Si
—— (1'S,3R,3'S,5'R,8'R)-3'-tert-butylspiro[2H-furan-3,2'-6-oxatricyclo[6.3.0.01,5]undec-10-ene]-7'-one 112532-72-6 C17H22O3
—— (3S,6R,9S,10R)-9-(methoxymethoxy)-3-methyl-2,4-dioxo-10-pentyloxecan-6-yl acetate 1609652-13-2 C19H32O7
—— (5R,7S,13R)-13-cyclohexyl-3,10-dioxa-12-azadispiro[4.1.47.25]tridecane-4,11-dione 1464809-39-9 C16H23NO4
—— 4,4-Dimethyl-3β,5-epoxy-A-homo-5β-androstan-4a,17-dione 88662-46-8 C22H32O3
—— 3-(Cyclohexylidenemethyl)oxetan-2-one 77192-35-9 C10H14O2
—— (3S,4S)-3-Isopropenyl-4-phenyl-tetrahydro-pyran-2-one 107365-11-7 C14H16O2
—— tert-butyl (S)-((5-oxotetrahydrofuran-2-yl)methyl)carbamate 714972-42-6 C10H17NO4
—— 6-(chloromethyl)-6-phenyltetrahydro-2H-pyran-2-one 1392140-33-8 C12H13ClO2
—— 5-bromo-2-tert-butyl-2-methyl-1,3-dioxane-4,6-dione 916057-04-0 C9H13BrO4
—— senkyunolide P 117005-27-3 C24H30O4
—— (3aS,7aS)-3a-hydroxy-7a-methyl-tetrahydro-isobenzofuran-1,5-dione 1236161-75-3 C9H12O4
—— Sodium; 3,5-dimethyl-2-oxo-tetrahydro-furan-3-carboxylate 74002-75-8 C7H9O4*Na
—— (4R,5R)-5-Ethyl-4-pentyl-dihydro-furan-2-one 92490-29-4 C11H20O2
—— S-Iodoethyl-γ-butyrolactone 108380-31-0 C6H9IO2
—— 3-(1-methyl-1-heptenyl)butanolide 78344-49-7 C12H20O2
—— (2S)-(3R)-(4S)-5-deoxyxylono-1,4-lactone 116560-94-2 C5H8O4
—— (3S,5R)-5-Isopropyl-3-((S)-1-methyl-allyl)-[1,4]oxathian-2-one 126574-89-8 C11H18O2S
—— 1508320-00-0 C19H22O3Si
—— 5-methyl-3-(((trimethylsilyl)oxy)methylene)dihydrofuran-2(3H)-one 297165-91-4 C9H16O3Si
—— 5-Mesyl-2.4-benzyliden-D-glucuron-diethylmercaptal 7057-12-7 C18H24O7S3
—— 5-(2-methyl-1-phenylprop-1-enyl)dihydrofuran-2(3H)-one 1260160-54-0 C14H16O2
—— (6S,7S)-9-Oxo-8-oxa-tricyclo[5.2.2.0<sup>1,6</sup>]undecane-6-carboxylic acid methyl ester 79315-83-6 C12H16O4
—— 5,5-dimethyl-4-(3-methyl-1H-1,2,4-triazol-5-ylmethyl)tetrahydrofuran-2-one 1315510-58-7 C10H15N3O2
—— lovastatin 237073-61-9 C24H36O5
—— (3aR,4S,5R,6aS)-5-Hydroxy-4-oct-1-ynyl-hexahydro-cyclopenta[b]furan-2-one 129180-39-8 C15H22O3
—— β-Acetyl-γ-phenethyl-γ-butyrolacton 53000-07-0 C14H16O3
—— 4-isohexyl-6-oxa-bicyclo[3.2.1]octan-7-one 130936-14-0 C13H22O2