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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
—— 10391-82-9 C20H26O2
—— (3aS)-5a-(α-hydroxy-isopropyl)-3c-methyl-(3ar,5aξ,9bt)-3a,4,5,5a,8,9b-hexahydro-3H-furo[2,3-f]chromene-2,7-dione 107275-84-3 C15H20O5
—— Acetic acid (5aS,9aR)-8-isopropyl-5a,9a-dimethyl-2-oxo-decahydro-benzo[b]oxepin-7-yl ester 10356-64-6 C17H28O4
—— (5R,6S)-tetrahydro-5-carboxy-6-methyl-2H-pyran-2-one 133710-35-7 C7H10O4
—— (3aR,4R,7aS)-3a-Bromomethyl-3-oxo-1,3,3a,4,5,7a-hexahydro-isobenzofuran-4-carboxylic acid 104461-46-3 C10H11BrO4
—— 3-(2-Oxooxan-3-yl)propyl acetate 54394-89-7 C10H16O4
—— 1,2,3,4,5,6-Hexamethyl-cyclohex-4-en-1,2-dicarbonsaeure-anhydrid 3205-83-2 C14H20O3
—— 6-bromo-3,3,6-trimethyl-tetrahydro-isobenzofuran-1,7-dione 854823-78-2 C11H15BrO3
—— (3R,4S)-4-tert-Butyl-3-thiophen-2-yl-oxetan-2-one 114059-27-7 C11H14O2S
—— 2-methyl-2-(2-oxo-tetrahydro-[3]furyl)-propionic acid 5672-12-8 C8H12O4
—— 3-{3,4-Dimethyl-1-[1-(3-methyl-5-oxo-3-vinyl-tetrahydro-furan-2-yl)-ethyl]-2-oxo-cyclohexyl}-propionic acid 16128-17-9 C20H30O5
—— (5R,6S)-5-bromo-6-(3-chlorophenyl)tetrahydro-2H-pyran-2-one 1300699-00-6 C11H10BrClO2
—— (3aS,6aR,9aS,9bR)-9b-Methoxymethyl-4,7-dimethyl-3,3a,6,6a,9a,9b-hexahydro-benzo[de]chromene-2,9-dione 104319-34-8 C16H20O4
—— (1R,7R,8R,9R,11R)-9-ethenyl-8-hydroxy-4-[2-[(2R,4S)-5-hydroxy-4-methylhept-6-en-2-yl]-1,3-dithiolan-2-yl]-11-methyl-2,6-dioxatricyclo[5.2.2.01,5]undec-4-en-3-one 903504-36-9 C23H32O5S2
—— 3,3-Dimethyl-1-oxa-spiro[3.4]octan-2-one 125382-71-0 C9H14O2
—— (S)-5-Ethyl-5-(2-hydroxy-ethyl)-tetrahydro-pyran-2-one 403511-49-9 C9H16O3
—— 3β,10α-dihydroxy-1αH,6αH,11α-guai-4-enolide 175671-76-8 C15H22O4
—— 3,3-Dimethyl-1-oxaspiro<3.6>decan-2-one 125382-75-4 C11H18O2
—— 8α-tert-butyldimethylsilyloxy-4,5β-epoxy-6β7αH-eudesm-11-en-12,6-olide 108692-21-3 C21H34O4Si
—— (2R,5S)-2,5-dimethyl-δ-valerolactone 103712-18-1 C9H16O2
—— d3-2-methyl-butyric acid 8-{2-[4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-3,7-dimethyl-6-oxo-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yl ester 1002349-58-7 C30H50O6Si
—— (3aR,4S,6aR)-4-((triisopropylsilyl)oxy)-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-2-one 1591271-00-9 C16H28O3Si
—— 2,2-Dimethyl-propionic acid 2-[(1S,2R)-2-((1S,3aS,6aR)-3,6-dioxo-hexahydro-cyclopenta[c]furan-1-yl)-2-methyl-cyclopentyl]-ethyl ester 126019-47-4 C20H30O5
—— (8Z)-8-tetradecen-5-olide 1342307-14-5 C14H24O2
—— Acetic acid 4-(6-methyl-heptanoyl)-5-oxo-tetrahydro-furan-3-ylmethyl ester 158522-72-6 C15H24O5
—— 4-oxatricyclo<3.2.1.0<sup>2,8</sup>>octan-3-one 58790-27-5 C7H8O2
—— (3aR,7aR)-5-Iodo-3a,4,5,7a-tetrahydro-3H-benzofuran-2-one 104307-78-0 C8H9IO2
—— 4-but-2-enyl-6-oxabicyclo[3.2.1]octan-7-one 99097-73-1 C11H16O2
—— 6-chloro-3,3,6-trimethyl-tetrahydro-isobenzofuran-1,7-dione 854823-75-9 C11H15ClO3
—— 6-Oxo-2,2-dimethyl-5-acetyltetrahydropyran 90612-50-3 C9H14O3
—— (R)-4-(2-furyl)-6-(trifluoromethyl)-6-phenyl-5,6-dihydro-2H-pyran-2-one 1332645-35-8 C16H11F3O3
—— 40335-63-5 C10H11IO4
—— 7-Butyl-1-hexyl-4a-hydroxy-4,7-dimethyl-hexahydro-cyclopenta[c]pyran-3-one 339291-55-3 C20H36O3
—— 4-acetoxy-3,5-dimethyl-tetrahydro-pyran-2-one 3893-49-0 C9H14O4
—— 5-acetyl-3-methyl-dihydro-furan-2-one 100960-25-6 C7H10O3
—— (4S,6R)-6-[(Z)-hept-1-enyl]-4-hydroxyoxan-2-one 109519-26-8 C12H20O3
—— 4,4,4-Trifluoro-3-methyl-butyric 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 79902-47-9 C30H47F3O5Si
—— Coriamyrtin-norketon 20071-36-7 C14H16O6
—— 2-ethyl-2-methyl-3-phenyl-[1,3]oxarsolan-5-one 67696-11-1 C12H15AsO2
—— (4R,5R)-4-Hydroxy-5-iodomethyl-4-methyl-dihydro-furan-2-one 86336-04-1 C6H9IO3
—— (1R,5S,8R)-8-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-2-oxa-bicyclo[3.2.1]oct-6-en-3-one 87727-91-1 C21H36O3Si
—— α-Hydroxy-γ-propyl-butyrolacton 13088-56-7 C7H12O3
—— 3-(2,6-dimethyl-hept-5-enyl)-dihydro-furan-2(3H)-one 1082301-48-1 C13H22O2
—— (4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-one 136786-47-5 C22H28O3Si
—— bicyclo<3.2.1>octane-6,3-carbolactone 30244-07-6 C9H12O2
—— 4-aminomethyl-4,5-dihydro-2(3H)-furanone hydrochloride 132354-19-9 C5H9NO2*ClH
—— (3aR,4R,5R,6aS)-5-(tert-Butyl-dimethyl-silanyloxy)-4-{(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-5-[4-(trityl-amino)-phenyl]-pent-1-enyl}-hexahydro-cyclopenta[b]furan-2-one 117625-27-1 C49H65NO4Si2
—— tert-butyl N-[(2-methylpropan-2-yl)oxycarbonyl]-N-[[(2S)-5-oxooxolan-2-yl]methyl]carbamate 714972-41-5 C15H25NO6
—— α-Aceto-α-(β'-butoxyethyl)-δ-ethoxy-γ-valerolacton 10436-02-9 C15H26O5
—— (3aR,6S,6aS,9aS,9bR)-3'-(4-fluorophenyl)-6a-hydroxy-6,9a-dimethylspiro[4,5,6,9b-tetrahydro-3aH-azuleno[8,7-b]furan-3,5'-4H-1,2-oxazole]-2,9-dione 1186630-20-5 C22H22FNO5