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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-(4-Iodobutyl)-1-methyl-2-oxabicyclo<2.2.2>octan-3-one 152667-89-5 C12H19IO2
—— (1S<sup>*</sup>,5S<sup>*</sup>,6S<sup>*</sup>,9R<sup>*</sup>,10R<sup>*</sup>)-10-Carbomethoxy-4,4-dimethyl-3-oxatricyclo<4.3.1.0<sup>5,9</sup>>dec-7-en-2-one 144533-89-1 C13H16O4
—— (R,S)-5-[(R)-heptyl-(tert-butanesulfinylamino)methyl]furan-2(4H)-one 1329451-05-9 C16H31NO3S
—— (E)-methyl 4-(1-chlorohexylidene)-5-oxotetrahydrofuran-2-carboxylate 1392485-24-3 C12H17ClO4
—— trans-3-acetyl-4-n-hexyldihydro-2(3H)-furanone 127236-70-8 C12H20O3
—— (S)-3-(tert-butyldiphenylsilyloxy)-5-[(S,E)-1-hydroxy-3-(tributylstannyl)allyl]-5-methylfuran-2(5H)-one 1057675-86-1 C36H54O4SiSn
—— 3-(1-imino-ethyl)-furan-2,4-dione 71753-30-5 C6H7NO3
—— γ-lactone de l'acide(chloro-2hydroxy-3cyclohexenyl-4)acetique-cis 78002-59-2 C8H9ClO2
—— 3-methyl-2,7-dioxo-octahydro-benzofuran-3-carboxylic acid 874527-12-5 C10H12O5
—— 10454-77-0 C21H28O5
—— 8-Methyl-oxocane-2,5-dione 90482-41-0 C8H12O3
—— (3aS,4R,6R,7aS)-4-(tert-Butyl-dimethyl-silanyloxy)-6-hexyl-2-oxo-octahydro-benzofuran-6-carboxylic acid methyl ester 86654-38-8 C22H40O5Si
—— 3-(1,2-dimethyl-propenyl)-3,4,5-trimethyl-3<i>H</i>-furan-2-one 59873-42-6 C12H18O2
—— 4-(3-methyl-butyl)-5-oxo-tetrahydro-furan-2-carboxylic acid 22073-06-9 C10H16O4
—— 3-Ethoxymethyl-5-hydroxy-5,8-dimethyl-3a,4,4a,5,6,7,9,9a-octahydro-3H-azuleno[6,5-b]furan-2-one 1461-38-7 C17H26O4
—— Phosphoric acid diethyl ester 4,4,5-trimethyl-2-oxo-tetrahydro-furan-3-yl ester 91242-49-8 C11H21O6P
—— 5-ethoxy-4,5-dihydro-4-phenylfuran-2(3H)-one 78920-27-1 C12H14O3
—— α-Aethoxalyl-δ-valerolacton-α-phosphonsaeurediaethylester 2985-89-9 C13H21O8P
—— 4,4-Dipropyl-2-methylsulfonyl-γ-butyrolacton 67472-96-2 C11H20O4S
—— (4ar,7ac,4'R)-4'-ethyl-1,5'-dioxo-octahydro-spiro[cyclopenta[c]pyran-7,2'-furan]-4t-carboxylic acid 109406-38-4 C14H18O6
—— 6-phenyl-hexahydro-benzofuran-2-one 143459-17-0 C14H16O2
—— ((E)-6-Dec-1-enyl)-tetrahydro-pyran-2-one 115476-42-1 C15H26O2
—— opt.-inakt. 5-Aethoxy-3,4-dimethyl-3-phenyl-tetrahydrofuran-2-on 3524-96-7 C14H18O3
—— 3-oxo-11β(S)H-4,10(1)-guaiadien-6α(S),12-olide 5986-46-9 C15H18O3
—— 1-(2-propenyl)-3,7-dioxabicyclo<3.3.0>octane-2,8-dione 74106-37-9 C9H10O4
—— (3S,5R,6R)-3,5-Dimethyl-6-((R)-1-phenylselanyl-ethyl)-tetrahydro-pyran-2-one 156474-43-0 C15H20O2Se
—— (Z)-4-methyl-5-undecylidene-dihydrofuran-2(3H)-one 1187330-33-1 C16H28O2
—— thuggacin B bisacetonide 1027320-81-5 C41H61NO7S
—— [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 4,4,4-trifluoro-3-methylbutanoate 79902-52-6 C24H33F3O5
—— (4S,5S)-5-butyl-4-hydroxyoxolan-2-one 34565-37-2 C8H14O3
—— (E)-5-(1,3-dioxolan-2-yl)-2-[triethylsilyloxy(phenyl)methyl]-1-(2-oxooxazolidin-3-yl)pent-1-ene 1046789-70-1 C24H37NO5Si
—— Decanoic acid (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester 79902-49-1 C35H60O5Si
—— (3aS)-7t-(2,3-dioxo-butyl)-6c-hydroxy-3c,6t-dimethyl-(3ar,8at)-hexahydro-cyclohepta[b]furan-2,8-dione 101499-92-7 C15H20O6
—— (3R,3aR,5aS,9S,9aS,9bR)-3-hydroxy-3,5a,9-trimethyloctahydro-4H-spiro[naphtho[1,2-b]furan-8,2'-[1,3]dioxolan]-2(3H)-one 1354536-50-7 C17H26O5
—— 8-bromo-6-oxa-bicyclo[3.2.1]octan-7-one 90084-75-6 C7H9BrO2
—— 2,2-Dichloro-4-trimethylsilyl-gamma-butyrolactone 127832-92-2 C7H12Cl2O2Si
—— (1R,1α,3α)-6,6-Dimethyl-4-<2-tert-butoxy-2-oxo-1-(tert-butylsulfonyl)ethyl>-3-oxabicyclo<3.1.0>hexan-2-one 130051-19-3 C17H28O6S
—— 2-(5-Butyl-2-oxo-tetrahydro-furan-3-yl)-propionic acid methyl ester 21024-23-7 C12H20O4
—— (2S,3S)-2-(3-bromo-2-methylphenyl)-3-[tert-butyl(dimethyl)silyl]oxy-3-[(2R,4S)-4-methyl-5-oxooxolan-2-yl]propanal 1089205-92-4 C21H31BrO4Si
—— 415915-79-6 C17H32O5S
—— 5-acetyl-3-ethyl-5-methyl-dihydro-furan-2-one 29739-09-1 C9H14O3
—— 5-acetyl-3-butyl-5-methyl-dihydro-furan-2-one 23296-99-3 C11H18O3
—— (S)-5,5-dimethyl-3-propionyl-3-(thiophen-2-yl)dihydrofuran-2(3H)-one 1342897-13-5 C13H16O3S
—— α-(2-Oxopyrrolidinomethyl)-α-carbethoxy-δ-hydroxy-γ-valerolacton 36109-72-5 C13H19NO6
—— (3R)-3-(4,4-dimethyl-2-oxotetrahydrofuranyl) 2-methyl-3-oxo-1-cyclopentene-1-(2-diazoacetate) 152979-08-3 C14H16N2O5
—— 3-hydroxy-5-phenylmethyl-(3R,5S)-tetrahydrofuran-2-one 321868-48-8 C11H12O3
—— 1-Dehydroxy-1-oxo-hexahydro-protogentiogenin 94521-45-6 C10H14O4
—— Pentanoic acid (1S,3R,7S,8S,8aR)-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester 80344-40-7 C24H36O5
—— 11,13-dehydrolumisantonin 1187242-81-4 C15H16O3
—— (S)-3-(hydroxymethyl)-3-(methylthio)dihydrofuran-2(3H)-one 1378531-92-0 C6H10O3S