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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
—— α-Cyclohexyl-δ-methyl-δ-hydroxy-γ-caprolacton 91976-00-0 C13H22O3
—— (+)-(4R,5R)-5-((1'R)-hydroxypropyl)-4-(phenyldimethylsilyl)-dihydrofuran-2-one 142730-73-2 C15H22O3Si
—— 3-Hydroxy-5-methyl-3-phenaethyl-2-oxo-tetrahydrofuran 97024-66-3 C13H16O3
—— (+/-)(2Ξ,3Ξ,4'aΞ)-5-oxo-(4'a<i>r</i>,8'a<i>c</i>)-decahydro-spiro[furan-2,2'-naphthalene]-3-carboxylic acid 5690-08-4 C14H20O4
—— 5-(4-chlorophenyl)tetrahydro-2H-pyran-2-one 1041431-40-6 C11H11ClO2
—— 6-cyclohexyl-5-(2-methylprop-2-enyl)oxane-2,4-dione 109277-47-6 C15H22O3
—— 5-<i>tert</i>-butyl-2,4-dioxo-tetrahydro-furan-3-carboxylic acid ethyl ester 99862-14-3 C11H16O5
—— 5-ethyl-4-iodo-3-methyl-dihydro-furan-2-one 98431-46-0 C7H11IO2
—— 5-Hydroxy-4-iod-3.3-dimethyl-5-phenyl-pentansaeure-lacton 93307-88-1 C13H15IO2
—— (R)-5-cyclohexyl-3-methylenedihydrofuran-2(3H)-one 1384155-97-8 C11H16O2
—— Acetic acid (S)-2-acetoxy-1-((R)-2-methyl-5-oxo-tetrahydro-furan-2-yl)-ethyl ester 86989-38-0 C11H16O6
—— (4R,5R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-isopropyl-5-methyl-tetrahydro-pyran-2-one 116511-89-8 C25H34O3Si
—— (6S)-6-(hydroxymethyl)-6-methyloxan-2-one 122248-44-6 C7H12O3
—— (4S,5S)-5-But-2-ynyl-4-methyl-dihydro-furan-2-one 144334-56-5 C9H12O2
—— (1S,2S,6S,7S,9R,11R,15R,19S,20S)-9-ethenyl-7,9,13,13,18,18,19-heptamethyl-3,5,8,12,14-pentaoxapentacyclo[9.7.2.02,6.07,20.015,19]icosan-4-one 1033362-15-0 C24H36O6
—— 3-(1,1-ethylenedioxyethyl)-4,5-dihydro-5-methylenefuran-2(3H)-one 69063-19-0 C9H12O4
—— (Z)-4-hexyl-5-phenylmethylidene-γ-butyrolactone 1188310-60-2 C17H22O2
—— (1R,2S,5R,6R,8R,11R)-5-Hydroxy-11-isopropenyl-6-methyl-2-methylsulfanylmethoxy-9-oxa-tricyclo[6.2.1.02,6]undecan-10-one 88558-58-1 C16H24O4S
—— 4-propoxy-dihydro-furan-2-one 102539-90-2 C7H12O3
—— (E)-3-(5-cyclohexyloxy-1-triazolinomethylene)dihydro-2(3H)-furanone 95457-91-3 C13H19N3O3
—— (1R,2S,6S,9S,10S)-9-(dimethoxy)methyl-13-hydroxy-2-(methoxymethoxy)-5,5-dimethyl-12-oxatricyclo[8.3.0.0<sup>1,6</sup>]tridec-7-en-11-one 374570-64-6 C19H30O7
—— 3-Hydroxy-5-methyl-3-((Z)-propenyl)-dihydro-furan-2-one 86749-59-9 C8H12O3
—— <2,2,6-2H3>-gibberellin A<sub>4</sub> methyl ester 3-ketone 90830-86-7 C20H24O5
—— 3-Methyl-5-benzyl-tetronsaeure 91963-38-1 C12H12O3
—— 1-oxa-spiro[4.4]nonane-2,6-dione-6-semicarbazone 98961-21-8 C9H13N3O3
—— (1R,5R,7S)-4-Phenyl-3-oxa-tricyclo[5.2.2.0<sup>1,5</sup>]undec-8-en-2-one 105831-92-3 C16H16O2
—— (1S,2R)-5-Hydroxy-2,3-dimethyl-2-(4-methyl-2-oxo-tetrahydro-furan-3-ylmethyl)-cyclohexanecarboxylic acid 94092-83-8 C15H24O5
—— 2-Oxo-3-(3-methyl-butyliden)-5-heptyl-tetrahydrofuran 40541-32-0 C16H28O2
—— (1S,5S,7R,9S)-9-Methyl-4-oxa-tricyclo[5.2.1.01,5]decan-3-one 87494-98-2 C10H14O2
—— 2-ethylidene-3-methyl-glutaric acid-anhydride 90953-90-5 C8H10O3
—— (4R,5R)-5-<<2-(Trimethylsilyl)ethoxy>carbonyl>-4,5-dimethyl-2(E)-ethylidene-5-pentanolide 105927-23-9 C15H26O4Si
—— (12Ξ)-12-chloro-6β,9-dihydroxy-14,15,16-trinor-8β<i>H</i>-labdane-13,19-dioic acid-13=>9;19=>6-dilactone 107418-85-9 C17H23ClO4
—— 2-Oxo-3-oxabicyclo[3.1.0]hexane-6-carboxylic acid 5617-72-1 C6H6O4
—— (3aR,4R,6aS)-3a,4-dihydro-4-(iodomethyl)-3H-cyclopenta[b]furan-2(6aH)-one 915375-59-6 C8H9IO2
—— (3aS,4R,5R,6aS)-ethyl-4-(furan-2-yl)-6a-hydroxy-1,1-dimethyl-3-oxohexahydro-1H-cyclopenta[c]furan-5-carboxylate 1111644-79-1 C16H20O6
—— 4-Methyl-2-hydroxy-tricyclo<4.2.1.0<sup>3.7</sup>>nonan-4-carbonsaeurelacton 941-62-8 C11H14O2
—— endo-5-(Ethoxycarbonylamino)-3-oxo-2-oxabicyclo<2.2.2>oct-7-en-exo-6-carbonsaeure-ethylester 82313-13-1 C13H17NO6
—— (4R,5R)-5-hydroxymethyl-4-(1-hydroxy-1-methylethyl)tetrahydrofuran-2-one 136265-80-0 C8H14O4
—— (1S,4aS,8aS)-1-(hydroxymethyl)-1,4,4a,5,8,8a-hexahydroisochromen-3-one 96422-85-4 C10H14O3
—— (6R,1'S)-6-[(1'-t-butoxycarbonylamino)ethyl]-2,4-dioxotetrahydropyran 4-oxime 119963-05-2 C12H20N2O5
—— 135041-17-7 C14H18O3
—— (1R,5R,6R,7S,8R)-7-Azido-6,8-dihydroxy-2-oxabicyclo[3.3.0]octan-3-one 261631-07-6 C7H9N3O4
—— 5,6,6-trimethyl-1,4-oxathian-2-one 1425058-06-5 C7H12O2S
—— (3S,4S)-3-Hexadecyl-4-hydroxy-dihydro-furan-2-one 78986-55-7 C20H38O3
—— <i>O</i><sup>2</sup>-methyl-D-threonic acid-4-lactone 909277-38-9 C5H8O4
—— (3R,4S)-3,4-Di-tert-butyl-oxetan-2-one 70982-93-3 C11H20O2
—— 8-Hydroxy-2,7,7,9-tetramethyl-5-oxa-tricyclo[6.3.1.0<sup>1,6</sup>]dodecan-4-one 94092-40-7 C15H24O3
—— α-Isopropyl-δ-methyl-δ-acetoxy-caprolacton 91882-63-2 C12H20O4
—— (+/-)-7ξ-ethoxy-(3a<i>r</i>,7a<i>c</i>)-hexahydro-benzofuran-2-one 99181-56-3 C10H16O3
—— 1402921-95-2 C12H16O2