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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
—— 4-Hydroxy-2,4,5-trimethyl-6-oxa-bicyclo[3.2.0]heptane-3,7-dione 52775-83-4 C9H12O4
—— 3-Heptyl-4-hydroxy-4-methyl-tetrahydro-pyran-2-one 30410-92-5 C13H24O3
—— (+)-(3S)-3-ethyl-5-hydroxymethyl-3-(3-hydroxypropyl)-tetrahydrofuran-2-one 83019-43-6 C10H18O4
—— (3R,5S,6S)-6-((E)-(1R,2R,3S)-2-Hydroxy-1,3-dimethyl-hex-4-enyl)-3,5-dimethyl-tetrahydro-pyran-2-one 120849-70-9 C15H26O3
—— 2-Brom-3,4-dihydroxy-pentansaeure-lacton 19902-17-1 C6H9BrO3
—— 16981-55-8 C19H28O3
—— 6-OH-3,4,6-Trimethyl-1,8-dioxaspiro<4.4>nonan-2,7-dion 54370-15-9 C10H14O5
—— trans tertiobutyl-8 oxa-2 spiro<4,5>decanone-3 91704-36-8 C13H22O2
—— (2R,3R,4R)-3-iodo-2-methyl-1-oxocyclohexane-2,4-carbolactone 210684-51-8 C8H9IO3
—— (3R,4R)-4-(dimethyl(phenyl)silyl)-3-methyldihydrofuran-2(3H)-one 1436856-99-3 C13H18O2Si
—— 2-Oxo-1-[3-(6-oxo-tetrahydro-pyran-2-yl)-propyl]-cyclopentanecarboxylic acid methyl ester 54623-56-2 C15H22O5
—— rac-(3aR,4R,7S,7aR)-4,7-dihydro-1H-4,7-methano-3a,7a-(methanooxymethano)indene-1,10-dione 121238-59-3 C12H10O3
—— (3S,4R,5R)-5-[(1S)-2-[(2S,3S,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]-1-hydroxyethyl]-3,4-dihydroxyoxolan-2-one 918419-46-2 C11H19NO8
—— [(1S,3R,4aS,7S,8S,8aS)-3-[tert-butyl(dimethyl)silyl]oxy-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,4,4a,5,6,7,8,8a-decahydronaphthalen-1-yl] (2S)-2-methylbutanoate 133806-00-5 C29H52O6Si
—— 52613-32-8 C18H18O4
—— 83044-36-4 C15H20O3
—— 3,3,6-trimethyl-1-oxo-1,4,7,7a-tetrahydro-isobenzofuran-3a-carboxylic acid methyl ester 50281-07-7 C13H18O4
—— (3R,4S)-3-methyl-4-tert-butyloxetan-2-one 138749-72-1 C8H14O2
—— (R)-3-iodomethyl-4-butanolide 88557-21-5 C5H7IO2
—— 357419-69-3 C11H22O3Si
—— (3aS,6aS)-Tetrahydro-cyclopenta[b]furan-2,3-dione 3-oxime 52482-06-1 C7H9NO3
—— trans-Tetrahydro-2-n-octyl-5-oxo-3-furanacetamid 39971-68-1 C14H25NO3
—— 81769-02-0 C29H38O3
—— (1S,5R)-1-(3,4-difluorophenyl)-3-oxabicyclo[3.1.0]hexan-2-one 846060-59-1 C11H8F2O2
—— 3-(1,1-Dihydroxytetradecyl)glutarsaeuredi-γ-lacton 51175-44-1 C19H32O4
—— 13-(piperidin-1-yl)-4α,5α-epoxy-7α-hydroxyeudesm-6,12-olide 1109275-75-3 C20H31NO4
—— (1R,5R,8R)-1-(2-Azido-ethyl)-8-iodo-6-oxa-bicyclo[3.2.1]octane-2,7-dione 178449-30-4 C9H10IN3O3
—— 6-methyl-6-phenyltetrahydropyran-2-one 28771-65-5 C12H14O2
—— 6(E)-(3-phenylprop-2-ynylidene)tetrahydro-2-pyrone 103437-75-8 C14H12O2
—— (S)-[(2R,3S,4R,5S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-6-oxo-tetrahydro-pyran-2-yl]-hydroxy-acetic acid ethyl ester 204686-85-1 C22H44O7Si2
—— Thieno[2,3-c]furan-6(4H)-one, tetrahydro-3-methyl- 118887-83-5 C7H10O2S
—— (±)-5-(iodomethyl)-3-methyldihydrofuran-2(3H)-one 1729-31-3 C6H9IO2
—— (1R,3R,6R,7R,9R)-1,8,8-Trimethyl-5-oxo-4-oxa-tricyclo[4.2.1.0<sup>3,7</sup>]nonane-9-carboxylic acid methyl ester 57199-74-3 C13H18O4
—— 65688-71-3 C21H29O9P
—— methyl (1R,4S,7S,8R,9R)-7-hydroxy-9-[(E)-3-hydroxyprop-1-enyl]-9-methyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridecane-4-carboxylate 457622-31-0 C18H26O6
—— (1R,2S,6R,8R,11S)-2-Hydroxy-11-isopropenyl-5,6-dimethyl-9-oxa-tricyclo[6.2.1.0<sup>2,6</sup>]undec-4-en-10-one 88567-35-5 C15H20O3
—— α-Aethyl-α-phenyl-β-butyrolacton 25744-77-8 C12H14O2
—— 4-((Z)-6-Trimethylsilanyl-hex-4-enyl)-oxetan-2-one 197144-87-9 C12H22O2Si
—— 3-thiocyanato-dihydro-furan-2-one 52736-51-3 C5H5NO2S
—— 6-[1-Iodo-meth-(E)-ylidene]-tetrahydro-pyran-2-one 120205-38-1 C6H7IO2
—— (3aR,4R,5R,6aS)-5-hydroxy-4-octylhexahydro-2H-cyclopenta[b]furan-2-one 1150106-68-5 C15H26O3
—— O-ethyl S-((2-oxotetrahydrofuran-3-yl)methyl) carbonodithioate 125076-86-0 C8H12O3S2
—— 1193365-62-6 C27H42O7Si
—— Cycloxanthocidin 80927-79-3 C11H16O5
—— (1R,5R)-6,6-Dimethyl-2-oxo-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 15973-36-1 C10H14O4
—— 4,5,5-trimethyl-2-oxo-tetrahydro-furan-3-carboxylic acid benzylamide 55558-10-6 C15H19NO3
—— (3aR,6aR,10aS)-7-(2-Furan-3-yl-ethyl)-7-methyl-3-oxo-decahydro-2-oxa-cyclopenta[d]naphthalene-8-carbonitrile 51905-78-3 C20H25NO3
—— 1-isopropyl-cyclopropane-1,2-dicarboxylic acid-anhydride 875-16-1 C8H10O3
—— (3R,5S,6S)-6-((Z)-(1S,2S,3R)-2-Hydroxy-1,3-dimethyl-hex-4-enyl)-3,5-dimethyl-tetrahydro-pyran-2-one 120849-69-6 C15H26O3
—— 61263-45-4 C23H30O9