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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-Hexyl-5-methyl-1,3-dioxa-spiro[5.5]undecan-4-one 74942-39-5 C16H28O3
—— 5-benzyl-6-phenyloxane-2,4-dione 1020850-95-6 C18H16O3
—— (3aS,6aS,9S,10aR)-4-[tert-butyl(dimethyl)silyl]oxy-9-ethenyl-3,3a,4,6a,7,8,9,10-octahydrobenzo[h][2]benzofuran-1-one 1384477-69-3 C20H32O3Si
—— (3S,5R)-3-Chloro-5-chloromethyl-dihydro-furan-2-one 53558-89-7 C5H6Cl2O2
—— (4R<sup>*</sup>,5S<sup>*</sup>)-4-hydroxy-5-methyl-4-isopropenyl-1-oxacyclohexan-2-one 135973-93-2 C9H14O3
—— 12α,13α-epoxypicrasa-3,14-dien-16-one 141317-48-8 C20H26O3
—— (-)-(4R,6S,8R,9S,9aS)-6-(acetoxymethyl)-8,9-dihydroxy-4-phenyl-9a-(trifluoromethyl)hexahydropyrido[2,1-c][1,4]oxazin-1(6H)-one 1379671-76-7 C18H20F3NO6
—— (1S,5S)-6-exo,7-endo-dihydroxy-3-oxo-2-oxabicyclo<3.3.0>octane 80734-99-2 C7H10O4
—— 1,2-diaminocyclohexane isocitratomonoethyl ester platinum(II) complex 96322-34-8 C14H24N2O7Pt
—— 2-[(1S,3'R,4S,5R)-5'-oxospiro[bicyclo[2.2.2]oct-2-ene-5,4'-oxolane]-3'-yl]acetaldehyde 1399897-38-1 C13H16O3
—— endo,endo-8,9-diacetoxy-exo-2-methyl-3-oxa-cis-bicyclo<4.3.0>nonan-4-one 78309-86-1 C13H18O6
—— (3R)-3-ethyl-3-methyl-4-butanolide 40710-01-8 C7H12O2
—— tannunolide C 131740-75-5 C15H18O2
—— 3a-Methyl-1,2,3a,5a,8,9,9a,9b-octahydro-6-oxa-cyclopenta[a]naphthalene-3,7-dione 81303-09-5 C13H16O3
—— 9-deoxygelsemide 159974-16-0 C10H12O4
—— 5,5-dibutyl-3-methylene-dihydro-furan-2-one 66986-19-4 C13H22O2
—— 3-(4-fluorophenyl)-4-oxo-3a,4,6,6a-tetrahydrofuro<3,4-d>isoxazole 107166-75-6 C11H8FNO3
—— (3α,3aβ,9aα)-octahydro-3-(chloromethyl)cycloocta(b)furan-2(3H)-one 97191-08-7 C11H17ClO2
—— (1S,4S,5R,7S)-4-(tert-Butyldimethylsilyloxy)-7-hydroxy-4-(prop-2-enyl)-2-oxabicyclo<3.3.0>octan-3-one 137956-37-7 C16H28O4Si
—— 3,3,4,4-Tetramethyl-α-methylen-δ-valerolacton 66797-97-5 C10H16O2
—— (4R,6R)-6-But-3-enyl-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-one 121772-51-8 C15H28O3Si
—— (R)-2-((3R,4S)-4-Methyl-2-oxo-tetrahydro-furan-3-yl)-propionaldehyde 115047-64-8 C8H12O3
—— cardionidine 142609-18-5 C21H25NO5
—— 4-ethyl-4-hydroxy-5-methyl-1-oxacyclohexan-2-one 135973-94-3 C8H14O3
—— 3β-acetoxy-20-oxo-7-nor-5β,6α-pregnane-6,5-carbolactone 15385-00-9 C23H32O5
—— (2S,3S,4S)-2,3-dihydro-4-isopropyl-2-methyltetronic acid 112923-83-8 C8H14O3
—— (+)-2(R)-allo-Protolichesterinsaeuremethylesterpyrazolin 144408-15-1 C21H36N2O4
—— (3S,5R,9S)-3-(1-iodo-1-methylethyl)-9-hydroxy-1-oxo-2-oxaspiro[4.4]non-6-ene-7-carboxaldehyde 1071199-03-5 C12H15IO4
—— 2-O-benzyl-2-C-methyl-D-erythrono-1,4-lactone 81347-85-5 C12H14O4
—— 4,4-dicyclopropyl-5-hydroxydihydro-2-furanone 112641-95-9 C10H14O3
—— Trifluoro-acetic acid (4aR,7S,8aR)-3-oxo-8a-vinyl-3,4,4a,7,8,8a-hexahydro-1H-isochromen-7-yl ester 467220-04-8 C13H13F3O4
—— (3aR,6S,7R,8S,8aS)-6-[tert-butyl(dimethyl)silyl]oxy-8-iodo-7-methyl-3,3a,4,5,6,7,8,8a-octahydrocyclohepta[b]furan-2-one 1026413-28-4 C16H29IO3Si
—— 8a-Methyl-3-methylene-octahydro-cyclohepta[b]furan-2-one 67498-59-3 C11H16O2
—— (4R,6R)-4-Methoxy-6-((R)-1-triisopropylsilanyloxy-but-2-ynyl)-tetrahydro-pyran-2-one 348084-50-4 C19H34O4Si
—— 3-acetyl-4,5-dihydro-3-(hydroxymethyl)furan-2(3H)-one 1046768-91-5 C7H10O5
—— (1S,5S,6S,9S)-9-isopropyl-6-methyl-11-oxo-10,12-dioxatricyclo[7.3.0.01,6]dodec-5-yl acetate 874120-18-0 C16H24O5
—— 18-hydroxy-5α-androstane-3-one-17β-carboxylic acid lactone 86698-75-1 C20H28O3
—— (3aR,5aR,6R,9S,9aS,9bR)-3,3a,5a,6,7,8,9,9a-octahydro-4,9-dimethyl-6-triisopropylsilyloxynaphtho[2,1-c]furan-1(9bH)-one 1115372-06-9 C23H40O3Si
—— cis-2-methyl-3-phenyl-2-vinyl-5-pentanolide 114199-50-7 C14H16O2
—— 3,3-Dichloro-1-oxa-spiro[3.6]decan-2-one 133611-53-7 C9H12Cl2O2
—— (S)-5-(iodomethyl)-5-methyldihydrofuran-2(3H)-one 1196873-11-6 C6H9IO2
—— 1α,2β,3β,4β,5β,6α-tricyclo[4.2.1.0<sup>2,5</sup>]nona-7-en-3,4-dicarboxylic anhydride 137411-67-7 C11H10O3
—— (3S,3aS,6aR)-3-Methyl-1-((S)-1-phenyl-ethyl)-tetrahydro-furo[3,2-c]isoxazol-5-one 103302-57-4 C14H17NO3
—— (3R,4R,5R,6S)-4-hydroxy-6-((S)-1-hydroxypropan-2-yl)-3,5-dimethyltetrahydro-2H-pyran-2-one 1096707-36-6 C10H18O4
—— 4-Allyl-2-oxa-bicyclo[3.2.1]octan-3-one 80797-70-2 C10H14O2
—— 12-chloro-1,3-dimethyl-6-oxatricyclo<8.3.0.03,7>tridecane-2,5,13-trione 139712-99-5 C14H17ClO4
—— 6-endo-hydroxy-5-exo-iodo-3-endo-phenylnorborn-2-endo-2-ylacetic acid δ-lactone 86960-72-7 C15H15IO2
—— (7S,9R)-7,9-Dimethyl-2-oxa-spiro[4.5]decan-3-one 344571-30-8 C11H18O2
—— 1420965-16-7 C11H12O4
—— 5-Methyl-3-oxo-4-oxa-tricyclo[6.2.1.0<sup>2,7</sup>]undeca-2(7),9-diene-9,10-dicarboxylic acid dimethyl ester 61259-68-5 C15H16O6