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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
—— 1415894-22-2 C18H24O2
—— 8-Dimethoxymethyl-2-oxa-bicyclo[3.2.1]oct-6-en-3-one 52035-71-9 C10H14O4
—— (5S,6S)-6,7-epoxy-5-hydroxypentanoic-1,5-lactone 115798-08-8 C7H10O3
—— 6-(tert-butyldiphenylsilyloxymethyl)tetrahydropyran-2-one 130733-86-7 C22H28O3Si
—— (E)-3-(chloro(phenyl)methylene)-5-(4-tolyl)dihydrofuran-2(3H)-one 1392484-92-2 C18H15ClO2
—— γ,δ,δ-Trimethyl-δ-valerolacton 28525-60-2 C8H14O2
—— (6aS,9R,9aR)-9-Hydroxy-9-methyl-6-methylene-4,5,6,6a,7,8,9,9a-octahydro-3H-azuleno[4,5-b]furan-2-one 100342-95-8 C14H18O3
—— (3aS,4R,5R,6aS)-ethyl-6a-hydroxy-1,1-dimethyl-3-oxo-4-phenylhexahydro-1H-cyclopenta[c]furan-5-carboxylate 1111644-76-8 C18H22O5
—— 20-hydroxy-3-methylamino-pregnan-18-oic acid lactone 6879-41-0 C22H35NO2
—— 3-acetyl-3-(3'-oxo-1'-phenylbutyl)-dihydrofuran-2-one 1353763-36-6 C16H18O4
—— 2,5-dihydro-4-methyl-5-<(1-methyl-2-oxocyclohexyl)methyl>-2-oxo-3-furancarboxylic acid methyl ester 60972-00-1 C15H20O5
—— 17-norcrassin 123412-06-6 C19H30O4
—— (4R,6S)-4,6-dimethyl-2-oxepanone 862424-19-9 C8H14O2
—— 6-isopropoxy-5-hydroxy-4,4-dimethyl-tetrahydro-pyr-2-one 118528-14-6 C10H18O4
—— (3R)-3-(4,4-dimethyl-2-oxotetrahydrofuranyl) 8aβ-methyl-1-oxo-8α-(trimethylsilyl)oxy-2,3,8,8α-tetrahydro-4(5H)-azulenecarboxylate 152979-10-7 C21H30O6Si
—— 2-isopropyl-4,5-dioxo-tetrahydro-furan-3-carboxylic acid ethyl ester 408325-69-9 C10H14O5
—— (E)-α-(1'-chlorobenzylidene)-β-ethyl-γ-butyrolactone 1019264-89-1 C13H13ClO2
—— tert-butyl N-[(tert-butoxy)carbonyl]-N-[(1S,5S,6R)-1-butyl-2-oxo-3-oxabicyclo[4.1.0]heptan-5-yl]carbamate 1431611-22-1 C20H33NO6
—— (5R,6R)-6,7-epoxy-5-hydroxypentanoic-1,5-lactone 130005-77-5 C7H10O3
—— 3,3-Dideutero-4,4,6-trimethyl-δ-valerolacton 54004-31-8 C8H14O2
—— (E)-4-heptylidene-3-hexyloxetan-2-one 872631-13-5 C16H28O2
—— methyl (E)-5-(furan-3-yl)-2-[(3E)-3-[(6R)-6-(2-hydroxypropan-2-yl)-2-oxooxan-3-ylidene]propyl]pent-2-enoate 1007370-99-1 C21H28O6
—— 3-(4-Hydroxy-2,2,6,6-tetramethylpiperidin-1-yl)oxyoxolan-2-one 1072455-15-2 C13H23NO4
—— 5-acetyl-3-butyl-dihydro-furan-2-one 65329-06-8 C10H16O3
—— S-(4-iodobutyl) 2-(2-oxooxan-3-yl)ethanethioate 1186226-80-1 C11H17IO3S
—— (+)-(3aR,5S,8bS)-5-hydroxy-8,8-dimethyl-3,3a,4,5,6,7,8,8b-octahydroindeno[1,2-b]furan-2-one 60132-74-3 C13H18O3
—— (+/-)-6<i>t</i>-chloro-5<i>t</i>-hydroxy-1ξ-methoxy-3-oxo-(3a<i>r</i>,6a<i>c</i>)-hexahydro-cyclopenta[<i>c</i>]furan-4<i>t</i>-carboxylic acid methyl ester 94216-46-3 C10H13ClO6
—— 2,2-Dimethyl-propionic acid (R)-3-((2R,3S)-5-oxo-3-vinyl-tetrahydro-furan-2-yl)-3-phenyl-propyl ester 405144-49-2 C20H26O4
—— (3E)-3-(cyclohexylmethylidene)oxolan-2-one 66909-46-4 C11H16O2
—— 6(R)-<2-<8(S)-hydroxy-2(S),6(S)-dimethyl-1,2,4a(R),5,6,7,8,8a(S)-octahydronaphth-1(S)-yl>ethyl>-4(R)-(tert-butyldimethylsiloxy)-3,4,5,6-tetrahydro-2H-pyran-2-one 120417-22-3 C25H44O4Si
—— 2H-Cyclohepta[b]furan-2-one, octahydro-8a-methyl- 113280-01-6 C10H16O2
—— (1R,6S,7S)-7-hydroxymethyl-3-methyl-8-oxabicyclo[4.3.0]non-3-en-9-one 188964-85-4 C10H14O3
—— 2,7-dioxa-4,9-divinylspiro<4.4>nonane-1,6-dione 123489-21-4 C11H12O4
—— 4-exo-carbomethoxy-6,7-dimethyl-2-oxabicyclo<3.3.1>non-6-en-3-one 111026-09-6 C12H16O4
—— (Z)-α-heptylidene-γ-butyrolactone 66909-48-6 C11H18O2
—— 3-acetyl-3-(1-methyl-4-phenylbut-1-enyl)dihydrofuran-2-one 1106935-15-2 C17H20O3
—— 4,4,7,7-Tetramethyl-oxepane-2,5-dione 108904-96-7 C10H16O3
—— dihydro-furan-2,3-dion-3-(<i>O</i>-acetyl oxime ) 118633-87-7 C6H7NO4
—— (1S,2R,4S,5R,7R)-7-<(1R,3RS)-3-(t-Butyldimethylsiloxy)-1-(diethoxyphosphonylacetoxy)-4-<(1S,2S,4S)-2-(1-ethoxyethoxy)-3,3-dimethyl-7-oxabicyclo<2.2.1>heptan-1-yl>butyl>-4-(1-ethoxyethoxy)-1,2,7-trimethylbicyclo<3.2.1>octan-6-one 123427-57-6 C43H79O12PSi
—— (1R,4R,5R,8S)-4-Amino-8-bromo-6-oxa-bicyclo[3.2.1]oct-2-en-7-one 82194-17-0 C7H8BrNO2
—— (2S,3R,4S)-4-Methyl-5-oxo-2-phenyl-tetrahydro-furan-3-carboxylic acid methyl ester 64027-94-7 C13H14O4
—— (2S,3R)-5-oxo-2-(1E-pentenyl)tetrahydrofuran-3-carboxylic acid 1035867-90-3 C10H14O4
—— (S)-3-acetyl-3-((R)-2-nitro-1-phenylethyl)dihydrofuran-2(3H)-one 1236562-51-8 C14H15NO5
—— 119769-75-4 C13H16O3
—— (3R,3aR,4aR,5R,8aR,8bR)-3-ethoxy-5-hydroxy-4a,8,8,8a-tetramethyl-3a,4,5,6,7,8b-hexahydro-3H-indeno[1,2-c]furan-1-one 603129-20-0 C17H28O4
—— (3S,5R)-5-allyl-3-azidodihydrofuran-2(3H)-one 1383977-12-5 C7H9N3O2
—— 5-Methyl-3-tetradecyl-dihydro-furan-2-one 94078-65-6 C19H36O2
—— 6-Oxa-spiro[3.4]octane-5,8-dione 110680-27-8 C7H8O3
—— 3α-(hydroxymethyl)-1α-methyl-1β-(methoxycarbonyl)cyclohex-4-ene-2β-carboxylic acid γ-lactone 71028-81-4 C11H14O4
—— (4S,5R)-4-[(tert-butyldimethylsilyl)oxy]-5-[[(tert-butyldimethylsilyl)oxy]methyl]-3-methyl-2-oxooxolane-3-carbonitrile 1597415-95-6 C19H37NO4Si2