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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
—— 4,6-Dimethyl-11-oxa-tricyclo[4.3.2.0<sup>1,5</sup>]undec-8-en-10-one 85585-46-2 C12H16O2
—— α-allyl-γ-butyrolactone-γ-methanesulfonic acid ammonium salt 100690-13-9 C8H12O5S*H3N
—— 65846-10-8 C14H16O4S
—— <3aR-(3aα,4α,5β,6aα)>-5-<(1,1-Dimethylethyl)dimethylsilyloxy>-4-<<(1,1-dimethylethyl)dimethylsilyloxy>methyl>-hexahydro-1H-cyclopenta<c>furan-1-on 90900-54-2 C20H40O4Si2
—— 4,6-Dimethyl-7-oxo-8-oxabicyclo<2.2.2>-octan-2-exo-carbonsaeure 90926-98-0 C10H14O4
—— γ-Valerolacton-α-carbonsaeureamid 26364-98-7 C6H9NO3
—— 2,5,6-trideoxy-3-O-methoxymethyl-D-threo-hex-5-enono-1,4-lactone 98120-41-3 C8H12O4
—— (3aR,4R,5R,6aS)-(-)-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one 159812-79-0 C8H12O4
—— 80408-86-2 C10H16O3
—— 3-methyl-2-oxa-spiro[4.5]decan-1-one 74322-88-6 C10H16O2
—— (S)-6-dodecyltetrahydro-2H-pyran-2-one 1233343-06-0 C17H32O2
—— (Z)-α-(Bromomethylene)-β-vinyl-γ-butyrolactone 129178-02-5 C7H7BrO2
—— (3aS,5aR,9aS)-1-Oxo-octahydro-indeno[1,7a-c]furan-5a-carboxylic acid methyl ester 110811-11-5 C13H18O4
—— 7-(Aminomethyl)-6-oxaspiro[3.4]octan-5-one hydrochloride 1803602-25-6 C8H14ClNO2
—— (5S,6S,8R,9R)-6-Hydroxymethyl-3,4,8-trimethoxy-9-methyl-1-oxa-spiro[4.5]dec-3-en-2-one 70728-55-1 C14H22O6
—— 6-Phenyl-dihydro-pyran-2,5-dione 474262-89-0 C11H10O3
—— 10-phenyl-4-oxatricyclo<4.3.2.0<sup>3,10</sup>>undec-5-one 134834-51-8 C16H18O2
—— (E)-5,5-bis(hydroxymethyl)-3-[4-methyl-3-(methylethyl)pentyl]oxolan-2-one 261357-41-9 C15H28O4
—— (3R,4S,5S)-5-hydroxy-4-hydroxymethyl-3-vinylhexanic acid lactone 115275-36-0 C9H14O3
—— (E)-α-(Bromomethylene)-β-vinyl-γ-butyrolactone 134078-83-4 C7H7BrO2
—— rel-(3aR,4S,5S,6S,7aS)-6-(t-butyldimethylsilyloxymethyl)-5,6-epoxy-4-hydroxybenzo<b>furan-2(3H)-one 84011-63-2 C15H26O5Si
—— 5-((2E,4E)-Hexa-2,4-dienyl)-5-methyl-dihydro-furan-2-one 105273-58-3 C11H16O2
—— (1R,4S,5S)-4-chloro-2-oxabicyclo<3.3.0>oct-6-en-3-one 162425-54-9 C7H7ClO2
—— (1S,8R)-7,7-Dimethyl-10-oxa-tricyclo[6.3.2.0<sup>1,6</sup>]tridec-5-en-11-one 72008-97-0 C14H20O2
—— 3-(3-((R)-hydroxy((R)-5-oxotetrahydrofuran-2-yl)methyl)furan-2-yl)propyl acetate 1449291-78-4 C14H18O6
—— 72595-30-3 C23H30O7
—— 3β-acetoxy-13-hydroxy-12-oxo-oleanane-23,28-dioic acid-28-lactone 60762-79-0 C32H46O7
—— 6-methyl-2-oxo-8,8a-dihydro-2<i>H</i>,5<i>H</i>-chromene-4a-carboxylic acid methyl ester 37464-25-8 C12H14O4
—— 4-trifluoromethyl-1-oxaspiro[4.5]decan-2-one 1537898-20-6 C10H13F3O2
—— tert-butyl (1S)-1-[(2R)-4-(1-hydroxyethyl)-5-oxotetrahydro-2-furanyl]-3-methylbutylcarbamate 849410-54-4 C16H29NO5
—— 5-Ethyl-2-oxo-octahydro-benzofuran-3-carboxylic acid 65461-00-9 C11H16O4
—— 2-oxo-3-oxa-bicyclo[3.1.0]hexane-6-carboxylic acid methyl ester 89639-90-7 C7H8O4
—— 3,3,7-trimethyl-2-oxa-spiro[3.5]non-6-en-1-one 50987-53-6 C11H16O2
—— (2bR,5aS,5bS)-2a-(tert-Butyl-dimethyl-silanyloxymethyl)-4-[1-dimethylamino-meth-(E)-ylidene]-hexahydro-1-oxa-cyclopropa[cd]indene-2,3-dione 72682-17-8 C18H29NO4Si
—— 2,2-Dimethyl-3-phenyl-4-carbamoyl-tetrahydrofuranon-(5) 6900-15-8 C13H15NO3
—— (1R,4S,7S,8R,11S)-11-Iodo-6-oxa-tricyclo[5.3.1.04,8]undec-9-en-5-one 120263-91-4 C10H11IO2
—— (1R,4R,5R,8R,9R,11R)-9,11-Dihydroxy-4,9-dimethyl-3-oxa-tricyclo[6.2.1.0<sup>1,5</sup>]undecan-2-one 160714-24-9 C12H18O4
—— (1R*,4R*,5R*)-4-chloro-6-oxabicyclo[3.2.1]octan-7-one 20893-19-0 C7H9ClO2
—— (4aR,6aR,7aR,8R,11aR,11bS,11cS)-8-(dimethoxymethyl)-4,11c-dimethyl-3-((trimethylsilyl)oxy)-4a,5,6,6a,7,7a,11a,11c-octahydro-8H-8,11b-ethanobenzo[6,7]indeno[1,2-d][1,3]dioxin-10-one 263155-34-6 C25H38O6Si
—— 5-hydroxymethyl-6-oxo-3,5-diphenyl-tetrahydro-pyran-3-carboxylic acid 111064-50-7 C19H18O5
—— (5S)-3-hydroxy-3,5-bis(hydroxymethyl)oxolan-2-one 215723-52-7 C6H10O5
—— (3S,5R)-5-((tert-butyldimethylsilyl)oxy)-3-pentyltetrahydro-2H-pyran-2-one 1613041-37-4 C16H32O3Si
—— 2-ethyl-5-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 220714-48-7 C9H14O4
—— picrasa-3,12-dien-16-one 141257-31-0 C20H28O2
—— Formic acid (R)-2-formyl-4-[(Z)-octadec-9-en-(Z)-ylidene]-5-oxo-tetrahydro-furan-2-ylmethyl ester 220492-87-5 C25H40O5
—— 66149-47-1 C13H18O2
—— 128144-98-9 C19H24Cl2O7
—— 6,12-Diphenyl-2,9-dioxa-dispiro[4.1.4.1]dodecane-1,8-dione 82079-46-7 C22H20O4
—— 4,5,4',5'-tetrahydro-[3,3']biisoxazolyl-4<i>r</i>,5<i>c</i>,4'<i>r</i>',5'<i>c</i>'-tetracarboxylic acid 4,5;4',5'-dianhydride 4328-83-0 C10H4N2O8
—— (3S,3aR,4R,6R,7aS)-4-Hydroxy-6-methyl-3-(4-methyl-pent-3-enyl)-2-oxo-3-phenylselanyl-octahydro-benzofuran-6-carboxylic acid 84607-45-4 C22H28O5Se