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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
—— 5-(3-chlorophenyl)oxepan-2-one 1402080-53-8 C12H13ClO2
—— 6-allyl-3,3-dimethyl-5-oxononanolide 77014-36-9 C14H22O3
—— (3R,4S,5R)-4-ethynyl-3-methyl-5-pentyloxolan-2-one 185246-64-4 C12H18O2
—— 4-hydroxy-7,7,9,10-tetramethyl-1,4,4a,7-tetrahydro-1,4-ethano-pyrano[4,3-c]pyran-3,5-dione 106591-89-3 C14H18O5
—— (2-oxo-octahydro-cyclohepta[<i>b</i>]furan-8a-yl)-acetic acid ethyl ester 854450-20-7 C13H20O4
—— 2-bromo-2-deoxy-L-threono-1,4-lactone 117859-49-1 C4H5BrO3
—— (1S,2S,3S,6S,7R,9R)-2-Iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.0<sup>3,7</sup>]nonane-9-carboxylic acid methyl ester 70400-52-1 C9H9IO5
—— (R)-6-(1S,2S)-2-((hydroxymethyl)cyclopropyl)tetrahydropyran-2-one 284662-66-4 C9H14O3
—— 6(S)-{2(Z)-[4-bromo-2(S)-hydroxy-2-(1(R)-hydroxy-5-phenyl-pentyl)-5-oxo-cyclopent-3-enylidene]-1(R)-hydroxy-ethyl}-tetrahydropyran-2-one 753497-80-2 C23H27BrO6
—— 1362110-66-4 C17H22O7
—— des-acetyl-cochleamycin A 619332-65-9 C19H24O5
—— 4-(6-Isocyanatohexyliden)-3-(5-isocyanatopentyl)-2-oxetanon 105251-77-2 C16H22N2O4
—— 3-furfurylidene-5-methyltetrahydrofuran-2-one 135299-31-9 C10H10O3
—— (+/-)-2'ξ,5',5',6'<i>c</i>,8'a-pentamethyl-(2ξ<i>O</i>,4'a<i>r</i>,8'a<i>t</i>)-decahydro-spiro[furan-2,1'-naphthalen]-5-one 110146-37-7 C18H30O2
—— (4S,6R)-4-Hydroxy-4-methyl-6-pentyl-tetrahydro-pyran-2-one 106361-72-2 C11H20O3
—— 3b,4,4,7a-tetramethyl-1-H-decahydroindeno<1,2-c>furan-3-one 128443-46-9 C15H24O2
—— (1R,4S)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3E,5E)-(1R,2S)-1-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-2,4-dimethyl-hepta-3,5-dienyl ester 171230-72-1 C24H35NO5
—— (R)-6-Hydroxymethyl-3-methyl-tetrahydro-pyran-2-one 130258-53-6 C7H12O3
—— (1S,3R,6R,7R,12S)-2,2,6-Trimethyl-11-oxa-tricyclo[5.4.1.0<sup>3,12</sup>]dodecan-10-one 80717-57-3 C14H22O2
—— Bromo-thioacetic acid S-(3,5,5-trimethyl-2-oxo-tetrahydro-furan-3-yl) ester 118534-95-5 C9H13BrO3S
—— 2-<5-Methyl-2-oxo-tetrahydrofuran-3-yl>-essigsaeure-ethylester 1132-07-6 C9H14O4
—— (1α,2β,5β,6α)-3-oxa-7,8-diazatricyclo<4.3.0.0<sup>2,5</sup>>non-7-en-4-one 105252-61-7 C6H6N2O2
—— 6-endo-hydroxy-3-exo-nitro-5-exo-tetrahydropyranyloxy-7-oxabicyclo<2.2.1>heptane-2-endo-carboxylic acid γ-lactone 75467-04-8 C12H15NO7
—— 5-(carboxymethyl)-5-deoxy-8-hydroxy-1,2-O-isopropylidene-3-oxo-α-L-ido-heptofuranose 5,8-lactone 99655-64-8 C11H16O6
—— (2S,5S,6S)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-ethyl-5-methyl-[1,3]dioxan-4-one 250328-23-5 C25H34O4Si
—— (4R,5S)-5-phenylhept-1-en-4-yl (1S)-3-oxo-4,7,7-trimethyl-2-oxabicyclo<2.2.1>heptane-1-carboxylate 140438-81-9 C23H30O4
—— 2,5-di-O-allyl-L-mannaro-1,4:3,6-di-γ-lactone 654072-02-3 C12H14O6
—— (+/-)-5,5,9a-trimethyl-(3a<i>r</i>,4a<i>c</i>,8a<i>c</i>,9a<i>c</i>)-octahydro-3<i>t</i>,8<i>t</i>-cyclo-furo[2,3-<i>g</i>]isochromene-2,7-dione 106591-79-1 C14H18O4
—— (3aR,4S,9aS,9bR)-4-hydroxy-6-methyl-3-methylidene-3a,4,5,7,8,9,9a,9b-octahydroazuleno[4,5-b]furan-2-one 1294513-67-9 C14H18O3
—— (3aR,4S,6S,6aR)-5,5-Difluoro-4-hydroxy-6-iodo-hexahydro-cyclopenta[b]furan-2-one 73347-03-2 C7H7F2IO3
—— (1S,2R,4aR,5R,8aR)-2′,5′,8′a-trimethyl-spiro[furan-2(5H),1′(2′H)-decahydronaphthalen]-5-oxo-5′-carboxylic acid 1519040-73-3 C17H26O4
—— 1582740-84-8 C15H25BrO3Si
—— (3aR,4R,6aR)-4-Octyl-2,6-dioxo-hexahydro-furo[3,4-b]furan-3-carboxylic acid 26191-78-6 C15H22O6
—— 9b-(methoxymethyl)-7-methyl-3,3a,6,6a,9a,9b-hexahydrobenzo[de]chromene-2,9-dione 104265-18-1 C15H18O4
—— (1S,7R,12R)-7-(furan-3-yl)-12-(methoxymethoxy)-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,8]heptadeca-2,4(8),9,13-tetraene-5,15-dione 1538596-66-5 C22H20O7
—— α-(1,1-dicyanohexyl)-γ-butyrolactone 666738-98-3 C11H14N2O2
—— 1β-hydroxyl-2-noreudesm-4(15)-en-5α,6β,7α,11αH-12,6-olide 1198423-33-4 C14H20O3
—— rel-(3aS,6R,7aS)-6-(methoxymethoxymethyl)-3,3a,5,6,7,7a-hexahydrobenzo<b>furan-2,4-dione 92463-78-0 C11H16O5
—— (S)-γ-[4-3H1,4-2H1]butyrolactone 1035846-00-4 C4H6O2
—— 3-hydroxy-4,4-dimethyldihydro(2-13C)furan-2-one 135102-79-3 C6H10O3
—— 2,6-dideoxy-6-fluoro-D-arabino-hexono-1,4-lactone 158603-79-3 C6H9FO4
—— α-(1,1-dicyanohexyl)-γ-valerolactone 666738-99-4 C12H16N2O2
—— (1R,7R,14R)-7-(furan-3-yl)-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,8]heptadeca-2,4(8),9,11-tetraene-5,15-dione 1538596-78-9 C20H16O5
—— (3E)-dihydro-3-(iodomethylidene)-5-phenyl-2(3H)-furanone 136021-07-3 C11H9IO2
—— Isobutyric acid (3S,3aR,4R,9bS)-3,6,9-trimethyl-2,8-dioxo-2,3,3a,4,5,7,8,9b-octahydro-azuleno[4,5-b]furan-4-yl ester 118304-48-6 C19H24O5
—— (1R,5R,6R)-6-(2-hydroxyethyl)-2-oxabicyclo[3.2.1]octan-3-one 802911-66-6 C9H14O3
—— 5,5-dimethyl-3-phenyl-3-propionyldihydrofuran-2(3H)-one 1342897-27-1 C15H18O3
—— 77521-46-1 C20H26O8
—— 124212-64-2 C20H28O5
—— (1R,6R)-2-Oxa-tricyclo[4.3.2.0<sup>1,6</sup>]undecan-3-one 68157-80-2 C10H14O2