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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
—— (4aS,8aR)-8a-(2-Hydroxy-ethyl)-octahydro-isochromen-3-one 58240-85-0 C11H18O3
—— (4S,6S)-4,6-dimethyl-5-methylideneoxepan-2-one 862424-22-4 C9H14O2
—— 1191927-94-2 C18H22O7
—— (3S,5S)-5-(4-chlorophenyl)-3-methyltetrahydro-2H-pyran-2-one 1613041-25-0 C12H13ClO2
—— (1S,5R,6R)-6-Methoxy-8-piperidin-1-yl-3-oxa-bicyclo[3.2.1]octan-2-one 136713-57-0 C13H21NO3
—— (3aR,6aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-tetrahydro-furo[2,3-b]furan-3-one 122653-80-9 C12H22O4Si
—— 5-ethyl-3-(2-hydroxy-butyl)-dihydro-furan-2-one 65668-71-5 C10H18O3
—— 4-(5,5-Dimethyl-2-oxotetrahydro-3-furanyliden)-imidazolidin-2,5-dion 91101-05-2 C9H10N2O4
—— (3-Oxo-3,4,5,6-tetrahydro-1H-cyclopenta[c]furan-4-yl)-acetic acid methyl ester 65276-79-1 C10H12O4
—— (E)-α-heptylidene-δ,δ-dimethyl-δ-lactone 1206613-91-3 C14H24O2
—— (3aR,4S,6aS)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-cyclopenta[b]furan-2,5-dione 84786-91-4 C24H28O4Si
—— (+/-)-neo-δ-Quinide 135558-84-8 C7H10O5
—— (1S,4S,5R)-4-Benzyl-2-oxo-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid 161870-18-4 C13H12O4
—— methyl 1-(4-bromophenyl)-4-methyl-3,5-dioxo-2-oxaspiro[5.5]undecane-4-carboxylate 1240483-05-9 C19H21BrO5
—— 4-hydroxy-7-oxo-6-oxa-bicyclo[3.2.1]octane-2-carboxylic acid 120409-56-5 C8H10O5
—— rel-(S)-2-<(S)-tetrahydro-5-oxo-2-furyl>pyrrolidine 141054-56-0 C8H13NO2
—— (3<i>S</i>,6<i>E</i>)-5<i>c</i>-acetoxy-4<i>t</i>-((2<i>R</i>)-2,3<i>c</i>-dimethyl-oxirane-<i>r</i>-carbonyloxy)-10<i>c</i>,11<i>t</i>-epoxy-7,10<i>t</i>-dimethyl-2-oxo-(3<i>r</i><i>N</i>,3a<i>c</i>,11a<i>t</i>)-3a,4,5,8,9,10,11,11a,4',5'-decahydro-spiro[cyclodeca[<i>b</i>]furan-3,3'-pyrazole]-6-carboxylic acid methyl ester 38231-01-5 C25H32N2O10
—— 2-(2-methyl-2-formyl)ethyl-4-propoxymethylbutanolide 945738-28-3 C12H20O4
—— (3aR,4S,6aS)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-cyclopenta[b]furan-2,5-dione 84786-91-4 C24H28O4Si
—— (4R<sup>*</sup>,5S<sup>*</sup>)-4-hydroxy-5-methyl-4-phenyl-1-oxacycloheptan-2-one 135974-29-7 C13H16O3
—— [(1S,6S)-6-Methyl-6-((3R,4S)-4-methyl-2-oxo-tetrahydro-furan-3-yl)-cyclohex-2-enyl]-acetic acid methyl ester 64190-41-6 C15H22O4
—— (-)5S,6S,9R-6-isopropyl-9-methyl-2-oxaspiro<4,4>nonan-3-one 141621-56-9 C12H20O2
—— 4-Oxo-2-methyl-2-ethyl-5-ethyliden-tetrahydrofuran 2435-20-3 C9H14O2
—— 7-Allyl-oxacycloundecane-2,6-dione 76334-23-1 C13H20O3
—— 3,3-difluoro-5-(iodomethyl)dihydrofuran-2(3H)-one 1256080-97-3 C5H5F2IO2
—— 5-O-tert-butyldimethylsilyl-2,3-O-thiocarbonyl-D-ribono-1,4-lactone 157453-66-2 C12H20O5SSi
—— tert-butyl {(1S)-2-hydroxy-1-[(2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate 1056681-10-7 C14H25NO5
—— (2-methyl-5-oxooxolan-2-yl)methylmercury(1+);acetate 82323-00-0 C8H12HgO4
—— 5,12,19-Triiodo-1,8,15-trioxa-cyclohenicosane-2,9,16-trione 129352-66-5 C18H27I3O6
—— (3aS,6aS)-6a-Methyl-2-oxo-hexahydro-cyclopenta[b]furan-3-carboxylic acid 67751-97-7 C9H12O4
—— 3-[1-Chloro-meth-(E)-ylidene]-4,5,5-trimethyl-dihydro-furan-2-one 128071-62-5 C8H11ClO2
—— {Pt(trans-(R,R-1,2-diaminocyclohexane))(ascorbate-C(2),O(5))}*3H2O 91897-69-7 C12H20N2O6Pt*3H2O
—— (3S,3aS,5R,7aS)-5-Isopropyl-3,7a-dimethyl-hexahydro-benzofuran-2-one 127232-12-6 C13H22O2
—— (3S,4S,6S)-3,4-dihydroxy-6-pentyltetrahydropyran-2-one 765941-84-2 C10H18O4
—— (3aR<sup>*</sup>,8aR<sup>*</sup>)-2(R<sup>*</sup>)-(hydroxymethyl)-5-oxotetrahydrofuro<3,2-b>oxepane 133870-07-2 C9H14O4
—— 4-diethoxymethyl-3,3-dimethylbutyrolactone 90617-73-5 C11H20O4
—— (1R,7R,8S)-8-Methyl-10-oxa-tricyclo[5.4.2.01,6]tridec-2-en-11-one 99474-47-2 C13H18O2
—— 5,5-dimethyl-3-(thiophen-2-yl)dihydrofuran-2(3H)-one 524937-62-0 C10H12O2S
—— 2-oxabicyclo<4.3.0>non-5-en-3-one 75387-99-4 C8H10O2
—— rel-(3R,5S)-6-Methyl-5-hydroxy-3-<rel-(1S)-1-hydroxy-3-methyl-3-butenyl>-5-heptenoic Acid γ-Lactone 88377-11-1 C13H20O3
—— (1S,2S,5R)-2-<(methoxycarbonyl)amino>-7-oxo-6-oxabicyclo<3.2.1>oct-3-ene 124375-95-7 C9H11NO4
—— cephalosporolide C bismethanesulphonate 97344-08-6 C12H20O9S2
—— (4aR,9aR,13aS,18aS)-Hexadecahydro-1,5,10,14-tetraoxa-dibenzo[a,h]cyclotetradecene-6,15-dione 125878-23-1 C18H28O6
—— allophanyl-2 trimethyl-2,4,4 γ-butyrolactone 116744-66-2 C9H14N2O4
—— γ-Ethoxycarbonylamino-γ-butyrolacton 36566-47-9 C7H11NO4
—— (-)-(1S)-4-((4R,E)-5-(tert-butyldiphenylsiloxy)-4-methyl-2-pentenyloxy)-1,5-dimethyl-9-oxo-8-oxabicyclo[4.3.0]nona-4,6-diene 161807-14-3 C32H40O4Si
—— (3aS,4S,7aS)-4-(tert-Butyl-diphenyl-silanyloxy)-2-oxo-2,3,3a,4,7,7a-hexahydro-benzofuran-6-carbaldehyde 138034-53-4 C25H28O4Si
—— (4R,5R)-4-Hydroxy-5-hydroxymethyl-5-methyl-dihydro-furan-2-one 869210-32-2 C6H10O4
—— (R)-4-Benzyl-tetrahydro-pyran-2-one 71302-22-2 C12H14O2
—— (3aR,6S,6aS,9S,9aS,9bS)-9-tert-Butoxy-6,9a-dimethyl-5-trimethylsilanyloxy-3a,6,6a,7,8,9,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one 117211-64-0 C21H36O4Si