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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
—— 2,4-Dimethyl-3-ethylvalerolacton 40861-69-6 C9H16O2
—— (3aS)-3,3a,5,7a-tetrahydro-2H-furo<3,2-b>pyran-2-one 115183-65-8 C7H8O3
—— (4aR,8aS)-8a-Ethyl-4-methylene-octahydro-isochromen-3-one 58240-78-1 C12H18O2
—— (1R,7R)-3-Oxa-tricyclo[5.2.1.0<sup>2,6</sup>]dec-8-en-4-one 54566-21-1 C9H10O2
—— 6β-(3-hydroxyprop-1-yl)-1α-<(methoxymethyl)oxy>-5α-methyl-1,2,3,4,4aβ,5,6,8aα-octahydronaphthalene-5β-carboxylic acid ε-lactone 83220-49-9 C17H26O4
—— (8'a<i>S</i>)-2'<i>t</i>,5',8'a-trimethyl-3,4,3',4',6',7',8',8'a-octahydro-(1<i>tO</i>,8'a<i>r</i>)-2'<i>H</i>-spiro[furan-2,1'-naphthalen]-5-one 132858-85-6 C16H24O2
—— (5,16-dioxo-1,4-dioxacyclohexadecan-2-yl)methyl 5-(dimethylamino)pentanoate hydrochloride 1391428-54-8 C22H39NO6*ClH
—— 3-Hexyl-5-pyrrolidin-1-ylmethyl-dihydro-furan-2-one 117378-16-2 C15H27NO2
—— 3-C-carboxy-5-deoxy-L-xylitol-3,1-lactone 87864-00-4 C6H10O5
—— α-Fluor-γ-valerolacton 3885-24-3 C5H7FO2
—— (1R,4S,5R,6S)-6-tert-butoxy-5-methyl-4-pivaloyloxymethyl-3-oxabicyclo[3.2.0]heptan-2-one 1044593-70-5 C17H28O5
—— 2-cyano-3-methyl-valero-γ-lactone 75568-80-8 C7H9NO2
—— (1S,2R,3a'R,6a'R)-2-((tert-butyldimethylsilyl)oxy)dihydrospiro[cyclopentane-1,4'-cyclopenta[d][1,3]dioxole]-2',6'(5'H)-dione 876144-06-8 C16H26O5Si
—— (5-methyl-2-oxo-5-propyltetrahydropyran-3-yl)phosphonic acid diethyl ester 121726-71-4 C13H25O5P
—— 3-Dimethylamino-3-hexyl-5-methyl-dihydro-furan-2-one 208048-95-7 C13H25NO2
—— (3R,5S)-5-(furan-2-yl)dihydro-3-hydroxyfuran-2(3H)-one 1383977-30-7 C8H8O4
—— 2-Aethyl-2-(γ-brompropyl)-γ-butyrolacton 50994-90-6 C9H15BrO2
—— 121878-66-8 C14H20O4
—— 1,2-dibromo-cyclobutane-1,2-dicarboxylic acid-anhydride 2972-14-7 C6H4Br2O3
—— (R)-5-((S)-1-bromoethyl)-5-methyldihydrofuran-2(3H)-one 1384163-73-8 C7H11BrO2
—— (3aS,8S,9S,9aS,9bS)-6,9-dimethyl-8-phenylmethoxy-3a,4,5,7,8,9,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one 1294513-69-1 C21H26O3
—— (6S,8aS)-6-Hydroxy-8a-methyl-3,4,6,7,8,8a-hexahydro-chromen-2-one 144066-52-4 C10H14O3
—— 3-acetyl-4-(2-bromo-vinyl)-5-methyl-dihydro-furan-2-one 99180-07-1 C9H11BrO3
—— 4-Hydroxy-4-methyl-3-pentyl-tetrahydro-pyran-2-one 30410-91-4 C11H20O3
—— (2R,3R,6S)-2-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-4-oxa-tricyclo[4.2.1.0<sup>3,7</sup>]nonan-5-one 61407-67-8 C15H26O4Si
—— methyl (3aS,4S,5S,7aR)-4-(2-cyanoethyl)-5-methyl-2-oxo-3,3a,4,6,7,7a-hexahydro-1-benzofuran-5-carboxylate 139599-42-1 C14H19NO4
—— 62134-28-5 C23H25F3O7
—— (1R,2R,6S,7R,8S)-2,3,7-Trimethyl-5,11-dioxa-tricyclo[6.2.1.02,6]undecan-4-one 121878-67-9 C12H18O3
—— 38409-92-6 C16H26O4
—— [(2S,3S,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropyl-5-oxo-tetrahydro-furan-3-yl]-acetic acid methyl ester 127231-89-4 C27H36O5Si
—— 4,6-O-di-tert-butylsilylidene-2-deoxy-D-lyxo-1,5-hexonolactone 1157997-31-3 C14H26O5Si
—— <1R-(1α,6α,7α)>-7-methylphenyl-3-oxabicyclo<4.1.0>heptan-2-one 145576-47-2 C13H14O2
—— 3-(1-Methyl-cyclohexyl)-tetrahydro-pyran-2-one 138100-15-9 C12H20O2
—— (3S,5R)-3-Allyl-5-iodomethyl-dihydro-furan-2-one 130684-40-1 C8H11IO2
—— 54878-14-7 C17H24O4
—— 1,3,10-trimethyl-8-oxabicyclo-<5.3.0>-dec-3-en-2,9-dione 121878-61-3 C12H16O3
—— (2S,3R)-2-dimethyl-t-butylsilyloxymethyl-3-vinyl-α-methylene-γ-butyrolactone 106659-16-9 C14H24O3Si
—— (4R<sup>*</sup>,5S<sup>*</sup>,6S<sup>*</sup>)-4-ethyl-4-hydroxy-5-methyl-6-n-propyl-1-oxacyclohexan-2-one 135973-99-8 C11H20O3
—— 7-((3aR,4S,5R,6aR)-4-Hydroxymethyl-1,6-dioxo-hexahydro-cyclopenta[c]furan-5-yl)-heptanoic acid methyl ester 60220-85-1 C16H24O6
—— (3aR,5aR,7aS,7bR)-3a,5a,7a,7b-Tetrahydro-3H-pentaleno[1,6-bc]pyran-2-one 58434-91-6 C10H10O2
—— (1S,2S,3S,6R,7S,9R)-1-Methyl-5-oxo-2-phenylsulfanyl-4-oxa-tricyclo[4.2.1.0<sup>3,7</sup>]nonane-9-carboxylic acid ethyl ester 57199-15-2 C18H20O4S
—— (4aS,4bR,6aS,8S,10aS,10bS,12aS)-10a,12a-dimethyl-1-oxohexadecahydro-1H-naphtho[2,1-f]isochromen-8-yl acetate 60243-97-2 C21H32O4
—— (4R,5R)-3-Bromo-4-hydroxy-5-methyl-dihydro-furan-2-one 96239-84-8 C5H7BrO3
—— (1RS,2RS,4RS,5SR)-4-bromo-2-phenyl-6-oxabicyclo<3.2.1>octan-7-one 130505-97-4 C13H13BrO2
—— 4-Hydroxy-3,4-dimethyl-2-carboxy-pentansaeure-γ-lacton 13594-43-9 C8H12O4
—— 4-Hydroxy-3-methyl-3-phenyloxolan-2-one 123172-66-7 C11H12O3
—— 6-bromo-2,3,6-trideoxy-L-threo-hexono-1,4-lactone 129151-35-5 C6H9BrO3
—— 902768-21-2 C19H32O5Si
—— Caran-2-spiro-2'-tetrahydrofuran-5'-on 23445-04-7 C13H20O2
—— 134906-70-0 C14H20O2