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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
—— γ-Lacton-1-hydroxymethyl-1-methyl-2-methoxycarbonyl-cyclopropan-carbonsaeure-(2) 13353-14-5 C8H10O4
—— Acetic acid (1S,5S,6S,7R,8S)-8-methoxy-6-methyl-3-oxo-2-oxa-bicyclo[3.2.1]oct-7-yl ester 142129-47-3 C11H16O5
—— α-Allyl-α-carbamoyl-γ-valerolacton 39695-85-7 C9H13NO3
—— (3R,5S,6R)-5-Methoxy-6-((1S,3R)-1-methoxy-3-methyl-4-triisopropylsilanyloxy-butyl)-3-methyl-tetrahydro-pyran-2-one 126789-30-8 C22H44O5Si
—— Acetoxylambicin 24548-60-5 C20H26O8
—— (3aS,5aR,6aR,7aS,7bS,7cR)-7a-(2-Furan-3-yl-ethyl)-3a,6a,7b-trimethyl-decahydro-5,7-dioxa-cyclopropa[e]acenaphthylen-4-one 26549-01-9 C20H26O4
—— 4-(22-methoxy-docosylidene)-3-(21-methoxy-heneicosyl)-oxetan-2-one 41624-83-3 C48H92O4
—— 1,4-dioxaspiro[5.5]undecan-5-one 92747-29-0 C9H14O3
—— tert-butyl (1R,2S,4S,5S)-4-iodo-7-oxo-6-oxabicyclo[3.2.1]octan-2-ylcarbamate 865689-25-4 C12H18INO4
—— 1020850-90-1 C14H16O3
—— 933451-24-2 C8H14O4
—— 12-Brom-11,12-dihydro-isoisabelin 24462-26-8 C15H17BrO4
—— (3aR,5aS,10bS,10cS)-3a,10b-Dimethyl-4,9-dioxo-2,3,3a,4,5a,6,6a,7,8,9,10b,10c-dodecahydro-1H-5-oxa-acephenanthrylene-8-carboxylic acid ethyl ester 36803-47-1 C20H26O5
—— Acetic acid (3aS,6aR,9S,9aS,9bR)-6a-hydroxy-6,9a-dimethyl-3-methylene-2-oxo-2,3,3a,4,6a,7,8,9,9a,9b-decahydro-azuleno[4,5-b]furan-9-yl ester 25383-38-4 C17H22O5
—— (2,8-Dioxo-10-phenyl-1-oxa-spiro[4.5]dec-6-yl)-acetic acid methyl ester 51281-76-6 C18H20O5
—— (3S,5S,6S)-6-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3,5-dimethyl-tetrahydro-pyran-2-one 74231-24-6 C15H30O3Si
—— α-Thiofuroyl-γ-butyrolacton 26732-63-8 C9H8O3S
—— (S)-5-(2-Hydroxy-2-methyl-propyl)-4,4-dimethyl-dihydro-furan-2-one 99572-21-1 C10H18O3
—— 6-(bromomethyl)-4-isopropyl-6-phenyltetrahydro-2H-pyran-2-one 1433223-56-3 C15H19BrO2
—— 1221896-30-5 C7H10O2
—— 5-(2-Chloro-3-methyl-but-3-enyl)-3-methyl-dihydro-furan-2-one 74133-33-8 C10H15ClO2
—— Deethyldehydrolymesolid 25062-33-3 C15H20O5
—— (1S,3R,6S,7R)-5-Oxo-4-oxa-tricyclo[4.2.1.0<sup>3,7</sup>]nonane-6-carboxylic acid ethyl ester 25255-69-0 C11H14O4
—— (E)-4-ethylidene-ε-caprolactone 1422253-45-9 C8H12O2
—— 3-Methyl-2-oxo-1-oxa-spiro[4.6]undecane-4-carboxylic acid methyl ester 32980-35-1 C13H20O4
—— 78073-84-4 C16H20O5
—— (S)-5-(bromomethyl)-5-cyclohexyldihydrofuran-2(3H)-one 1254701-82-0 C11H17BrO2
—— (4RS,6RS)-4-hydroxy-6-isopropyltetrahydro-2H-pyran-2-one 113778-38-4 C8H14O3
—— (3S,4S,5R)-4-[1,3]Dioxolan-2-ylmethyl-3,5-dimethyl-dihydro-furan-2-one 32013-05-1 C10H16O4
—— (1S)-1-(4-chlorophenyl)-2-oxaspiro[3.6]decan-3-one 1196870-21-9 C15H17ClO2
—— 3-((1R,4aS,8aR)-1-Hydroxy-decahydro-naphthalen-1-yl)-dihydro-furan-2-one 21690-24-4 C14H22O3
—— 2-Oxo-3-phenyl-1-oxa-spiro[4.6]undecane-4-carboxylic acid 32980-42-0 C17H20O4
—— (2R,3S,4R,2'R,3'R)-3,4,3'-Trihydroxy-tetrahydro-[2,2']bifuranyl-5,5'-dione 27766-66-1 C8H10O7
—— 1141494-10-1 C33H46O5Si2
—— 4-ethyl-5-oxo-4-phenyl-tetrahydro-furan-2-carboxylic acid methylamide 100718-42-1 C14H17NO3
—— Tetrahydrohydroxybalchanolid 30864-70-1 C15H26O4
—— (3aR,4R,5R,6aS)-4-[8-[tert-butyl(dimethyl)silyl]oxy-5,5,6,6,7,7-hexadeuterio-3-oxooctyl]-5-hydroxy-3,3a,4,5,6,6a-hexahydrocyclopenta[b]furan-2-one 1352751-98-4 C21H38O5Si
—— ethyl (-)-(4R,6R)-3,4,5,6-tetrahydro-2-oxo-6-pentyl-2H-1,3-oxazine-4-acetate 524011-08-3 C13H23NO4
—— 2-((<i>E</i>)-1-methyl-pyrrol-2-ylmethylene)-pentanedioic acid anhydride 39846-17-8 C11H11NO3
—— 5-Hydroxy-5-methyl-4-phenylhexansaeure-lacton 19174-22-2 C13H16O2
—— (2aS,5aS,7R,8aR,8bR)-6-[2-Bromo-eth-(E)-ylidene]-2a,5a,7-trimethyl-decahydro-naphtho[1,8-bc]furan-2-one 20149-19-3 C16H23BrO2
—— Hexahydrovernolepin-isobutyrat 21871-12-5 C19H28O6
—— Deoxyeurycomol 23042-63-9 C19H24O3
—— [(S)-3-methyl-1-(5-oxo-tetrahydro-furan-2-yl)-pent-4-enyl]-carbamic acid tert-butyl ester 852878-79-6 C15H25NO4
—— (1R,3R,5S)-3-hydroxy-8,8-dimethyl-2-methylene-6-oxabicyclo[3.2.1]octan-7-one 564476-50-2 C10H14O3
—— 4-Butyl-3-[1-phenyl-meth-(Z)-ylidene]-dihydro-furan-2-one 108071-27-8 C15H18O2
—— (1aR,1bR,4aS,5aS)-1,1-Difluoro-1a-((E)-3-oxo-oct-1-enyl)-hexahydro-4-oxa-cyclopropa[a]pentalen-3-one 52745-45-6 C16H20F2O3
—— 2-Oxabicyclo[2.2.2]oct-5-en-3-one,4,6-dimethyl-5-(3-methyl-7-oxo-1,3-octadienyl)-, (E,Z)- 88661-76-1 C18H24O3
—— (1S,4S,8S,9R)-7,7-Dimethyl-2-oxa-tricyclo[6.2.1.0<sup>4,9</sup>]undecan-3-one 32640-69-0 C12H18O2
—— (S)-((1E,3E)-1-Penta-1,3-dienyl)-5-oxa-spiro[2.4]heptan-4-one 40587-53-9 C11H14O2