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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
—— 2-(1,1,2,2,2-pentafluoroethyl)-3-(trifluoromethyl)-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-4-one 75733-10-7 C11H8F8O2
—— rac-(1R,2R,3aS,5aR,5'R,8aR)-2-(tert-butyl)-5a-hydroxy-5'-methoxy-3,3a,4',5a,5',6-hexahydro-2H,2'H,5H-spiro[dicyclopenta[b,c]furan-1,3'-furan]-5-one 112532-73-7 C18H26O5
—— 4,4-dimethyl-1-oxa-spiro[4.4]nonan-2-one 38136-34-4 C10H16O2
—— 5-(2-tetrahydro[2]furyl-ethyl)-dihydro-furan-2-one 102540-67-0 C10H16O3
—— α-Cyclohexylmethyl-butyrolacton 40541-44-4 C11H18O2
—— (Z)-dihydro-3-carbomethoxymethylene-4,5,5-trimethyl-2(3H)-furanone 72163-21-4 C10H14O4
—— methyl (3S,4R,5R)-3-methoxycarbonylamino-5-methyl-5-pentanolide-4-carboxylate 111197-23-0 C10H15NO6
—— 4-propylthio-5-prophylthiomethyltetrahydrofuran-2-one 96494-08-5 C11H20O2S2
—— 5-(2,2,3,3,4,4,5,5-octafluoro-5-chloropentyl)-δ-valerolactone 1105107-71-8 C10H9ClF8O2
—— β-Propyliden-γ-butyrolacton 137669-50-2 C7H10O2
—— (5-benzyl-2-oxotetrahydropyran-3-yl)phosphonic acid diethyl ester 671247-46-4 C16H23O5P
—— 6-Oxa-pregnadien-(2,4)-dion-(7,20) 99710-13-1 C20H26O3
—— 3-Acetyl-5-butylsulfanylmethyl-dihydro-furan-2-one 139022-69-8 C11H18O3S
—— (Z)-3-(phenylprop-2-ynyl)-5-phenylmethylidene-γ-butyrolactone 77670-54-3 C20H16O2
—— 3-hexyl-3-methyloxan-2-one 83558-43-4 C12H22O2
—— (3R,3aR,6aR)-3-Butyl-3,3a,6,6a-tetrahydro-cyclopenta[b]furan-2-one 143741-39-3 C11H16O2
—— 5-Isopropyl-3-methyl-4-methylene-2-oxo-tetrahydro-furan-3-carbonitrile 57735-34-9 C10H13NO2
—— 1-((3aR,4R,5R,6aS)-5-((1H-imidazole-1-carbonothioyl)oxy)-2-oxohexahydro-2H-cyclopenta[b]furan-4-yl)-4,4-difluorooctan-3-yl acetate 1421691-01-1 C21H28F2N2O5S
—— 7a-(furan-2-yl)-6-methyl-3,3a,7,7a-tetrahydro-3,6-methanobenzofuran-2(6H)-one 1627214-48-5 C14H14O3
—— 3-hydroxymethylene-3,3a,6,6a-tetrahydrocyclopenta<b>furan-2-one sodium salt 58089-85-3 C8H7O3*Na
—— 3-Ethyl-4-hydroxy-4-methyl-tetrahydro-pyran-2-one 30410-89-0 C8H14O3
—— (3R,4S,5S,6R)-4-tert-butyldimethylsilyloxy-6-tert-butyldimethylsilyloxymethyl-3,5-dimethyltetrahydropyran-2-one 515868-88-9 C20H42O4Si2
—— (4S,5R)-5-(S)-4,5-Dihydro-isoxazol-5-yl-4-hydroxy-dihydro-furan-2-one 104048-55-7 C7H9NO4
—— 1-acetyl-6-phenyl-3-oxabicyclo[3.1.0]hexan-2-one 1392848-45-1 C13H12O3
—— (3aS,7R,7aS)-7-hydroxy-7a-(2-methylprop-2-enyl)-3a,7-dihydro-3H-2-benzofuran-1,4-dione 1196864-74-0 C12H14O4
—— 5-[[Tert-butyl(diphenyl)silyl]oxymethyl]oxolane-2,4-dione 948891-77-8 C21H24O4Si
—— (3aS,5S,8R,8aR)-5-Methyl-8-phenylselanyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one 91604-64-7 C16H18O2Se
—— 2,2-dimethyl-cyclobutane-1<i>r</i>,3<i>c</i>-dicarboxylic acid-anhydride 28587-79-3 C8H10O3
—— 11β-Hydroxy-3-aethylendioxy-20-oxo-Δ<sup>5</sup>-pregnen-saeure-(19)-lacton 102399-45-1 C23H30O5
—— 3-methyl-3-pentyloxan-2-one 83558-42-3 C11H20O2
—— 4β-Hydroxymethyl-4α-methyl-3-oxo-10β-decalin-9β-carbonsaeure-lacton 96435-50-6 C13H18O3
—— 2-(3-bromo-2-hydroxy-2-methylpropyl)-4-propoxymethylbutanolide 945738-32-9 C12H21BrO4
—— (1R,2S,3'aS,6S,9S,9'aR,9'bS,12S)-9-hydroxy-3',5,9',15-tetramethylidenespiro[3-oxatetracyclo[7.6.1.02,6.013,16]hexadec-13(16)-ene-12,6'-4,5,9a,9b-tetrahydro-3aH-azuleno[4,5-b]furan]-2',4,8',14-tetrone 1390642-54-2 C30H28O7
—— 3-methylene-3,3a,6,6a-tetrahydro-cyclopenta[<i>b</i>]furan-2-one 58368-18-6 C8H8O2
—— (3S,3aR,7S,7aR)-3-[(1S)-1-methylprop-2-en-1-yl]-7-(trimethylsilyl)-4-vinyl-3a,6,7,7a-tetrahydro-1-benzofuran-2(3H)-one 880145-36-8 C17H26O2Si
—— Dihydro-furan-2-one; compound with GENERIC INORGANIC NEUTRAL COMPONENT 97070-99-0 C4H6O2*ClI
—— 1-amino-5-(chloromethyl)-3-oxabicyclo[3.1.1]heptan-2-one hydrochloride 1522098-69-6 C7H10ClNO2*ClH
—— 134922-57-9 C20H38O4Si
—— 3-oxaspiro[5.7]tridecan-2-one 518284-76-9 C12H20O2
—— (3aR,4S,5R,6aS)-4-((3R,4S)-3-tert-Butoxy-4-fluoro-oct-1-ynyl)-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one 63115-29-7 C19H29FO4
—— (5S,6R)-(+)-5-methyl-5-propyl-6-ethyl-tetrahydro-2H-pyran-2-one 139027-65-9 C11H20O2
—— (S)-(-)-3-<(2-Methoxyethoxy)methoxy>-2-oxolanone 130626-32-3 C8H14O5
—— 6,6-dimethyl-3-phenyltetrahydro-2H-pyran-2-one 33158-89-3 C13H16O2
—— (3S,4S,5R)-5-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-isopropenyl-3,4-dimethyl-dihydro-furan-2-one 155224-32-1 C17H32O3Si
—— 3-Ethoxycarbonyl-3-fluoro-5-hydroxymethyltetrahydrofuran-2-one 135119-70-9 C8H11FO5
—— 2-hexyl-5-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 20597-51-7 C13H22O4
—— 5-Hydroxy-2,4-diethyl-1,2,5,6-tetrahydro-benzoesaeure-lacton 2206-67-9 C11H16O2
—— 4-(10-Isocyanatodecyliden)-3-(9-isocyanatononyl)-2-oxetanon 59513-78-9 C24H38N2O4
—— Anhydrocneorin C<sub>II,B</sub> 88819-49-2 C25H22O5
—— 3-(hydroxymethylene)-5-methyldihydro-2(3H)-furanone sodium salt 53761-32-3 C6H7O3*Na