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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
—— (3R,4S,5R)-3-(azidomethyl)-4-hydroxy-5-(hydroxymethyl)oxolan-2-one 1093104-51-8 C6H9N3O4
—— (R)-2-hydroxy-1-((S)-5-oxotetrahydrofuran-2-yl)ethyl-methanesulfonate 1125824-31-8 C7H12O6S
—— (3E)-3-[1-(ethylamino)ethylidene]oxolane-2,4-dione 1248589-92-5 C8H11NO3
—— α,α-diphenyl-γ-methyl-γ,δ-pentenoic acid 109394-96-9 C18H18O2
—— (5S)-5-hydroxyoxepan-2-one 331475-11-7 C6H10O3
—— (4S,7S)-4-Acetyl-7-methyl-oxepan-2-one 87086-67-7 C9H14O3
—— 2-oxo-octahydrobenzofuran-3-carbonitrile 88503-02-0 C9H11NO2
—— (E)-5-Butoxy-3-ethylidene-2-oxo-4,5-dihydrofuran 142038-44-6 C10H16O3
—— 15-(4-fluorophenyl)-16-oxadispiro[5.1.6.3]heptadecane-7,17-dione 1220995-72-1 C22H27FO3
—— (1R,5S)-1-[(1R)-2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]-7,7-dimethyl-2-oxabicyclo[3.2.0]heptan-3-one 1040833-50-8 C26H34O4Si
—— 4,5-Dihydro-3,5-dimethyl-5-propyl-2(3H)-furanon 143635-49-8 C9H16O2
—— (1R)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylic acid 67111-66-4 C10H14O4
—— (5,5-dimethyl-2-oxo-tetrahydro-[3]furyl)-glyoxylic acid ethyl ester 91101-02-9 C10H14O5
—— 131323-96-1 C22H22O3
—— 6-exo-diethylamino-2-oxabicyclo<3.3.0>oct-7-en-3-one 75758-51-9 C11H17NO2
—— (3aS,4S,4aR,7aS,8R,9aS)-4-Hydroxy-4a,8-dimethyl-decahydro-azuleno[6,5-b]furan-2,5-dione 73590-08-6 C14H20O4
—— (3aR,4aS,5S,5aR,6aR)-5-(3-keto-carbamoylhydrazone-butyl)-5a-methyl-3-methylene-3a,4,4a,5,6,6a-hexahydrocyclopropa[f]benzofuran-2-one 1245771-02-1 C16H23N3O3
—— 6,6-dipropyl-dihydro-pyran-2,4-dione 119523-87-4 C11H18O3
—— 3-(2-hydroxyethyl)-2-oxaspiro[4.4]nonan-1-one 1193397-51-1 C10H16O3
—— 3,4-dibromo-5-allenyl-5H-furan-2-one 669771-34-0 C7H4Br2O2
—— (S)-3,4-Dichloro-5-chloromethyl-dihydro-furan-2-one 53558-92-2 C5H5Cl3O2
—— (4aS,5S,6R)-6-Hydroxy-5-vinyl-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-1-one 92619-54-0 C10H12O4
—— 1286278-20-3 C9H14O4
—— 4-Hydroxy-2-carboxy-pentansaeurelacton 25277-91-2 C6H8O4
—— (4R,5S)-5-methyl-5-nitro-4-phenyltetrahydro-2H-pyran-2-one 1261267-49-5 C12H13NO4
—— Oxim d. γ,γ-(2-Oxo-pentamethylen)-γ-butyrolacton 90643-58-6 C9H13NO3
—— 5-tert-Butyl-4,5-dihydro-3,5-dimethyl-2(3H)-furanon 143635-06-7 C10H18O2
—— (4aR,7S)-7-isopropenyl-4a-methyl-4a,5,6,7-tetrahydrochroman-2-one 140198-52-3 C13H18O2
—— 12-(4-chlorophenyl)-13-oxadispiro[3.1.5.3]tetradecane-5,14-dione 1057479-02-3 C19H21ClO3
—— 5-hydroxy-3-methyl-5,9b-bis(trifluoromethyl)-3H-[1,3]oxazolo[2,3-a]isoindol-2-one 100330-25-4 C13H9F6NO3
—— (3aR,5R,6aR,1'S)-(+)-5-(1-Hydroxyethyl)hexahydro-2H-cyclopenta-<b>-furan-2-on 151867-51-5 C9H14O3
—— [3aR,4R(3S),5R,6aS]-4-(3-fluorooctyl)-5-hydroxy-hexahydro-2H-cyclopenta[b]furan-2-one 733037-19-9 C15H25FO3
—— 6-azido-3,6-dideoxy-D-ribo-hexono-1,4-lactone 457073-41-5 C6H9N3O4
—— (2S,3R,4S)-4-Ethyl-5-oxo-2-phenyl-tetrahydro-furan-3-carbaldehyde O-benzyl-oxime 870716-68-0 C20H21NO3
—— (+/-)-6<i>t</i>-acetoxy-(5a<i>r</i>,8a<i>c</i>8b<i>c</i>)-4,5,5a,6,8a,8b-hexahydro-naphtho[1,8-<i>bc</i>]furan-2-one 107623-89-2 C13H14O4
—— (3S,4R)-4-Methyl-3-vinyl-tetrahydro-pyran-2-one 107365-06-0 C8H12O2
—— syn-3-ethyl-4-phenyldihydrofuran-2(3H)-one 1613041-15-8 C12H14O2
—— (+/-)-4,5-trans Z-5-iodomethyl-4-methoxy-3-pentylidenetetrahydrofuran-2-one 78257-78-0 C11H17IO3
—— (3aR,5aS,10aS,10bS)-1,2,3,3a,5a,6,7,8,10a,10b-Decahydro-9-oxa-cyclohepta[e]inden-10-one 123731-39-5 C13H18O2
—— (1S,2R,4S,5R)-2-bromo-4-[tert-butyl(dimethyl)silyl]oxy-1-hydroxy-6-oxabicyclo[3.2.1]octane-3,7-dione 189366-38-9 C13H21BrO5Si
—— (3R,4S)-3,4-bis(1-adamantyl)oxetan-2-one 77984-33-9 C23H32O2
—— α-Isoproypl-α-methyl-β-propiolacton 23588-74-1 C7H12O2
—— 2,2-bisethoxycarbonyl-5-phenylseleno-3,4-tetrahydrothiopyrancarbolactone 116012-80-7 C19H22O6SSe
—— (Z)-4,4-Dimethyl-2-oxo-6-hydroximino-2H,4H,5H,6H,7H-furo-<3,4-b>pyran 72900-50-6 C9H11NO4
—— (3S,3aS,5aS,9S,9aR,9bS)-7-hydroxy-3,5a,9-trimethyl-9-vinyl-3a,4,5,5a,6,7,8,9,9a,9b-decahydronaphtho<1,2-b>furan-2(3H)-one 128039-77-0 C17H26O3
—— 6-bromo-5-tert-butyldiphenylsilyloxy-2,3,6-trideoxy-L-threo-hexono-1,4-lactone 261722-24-1 C22H27BrO3Si
—— (3S,3aR,3bR,6R,6aS,6bS)-3,6-Bis-(2,2-dimethyl-6-oxo-tetrahydro-pyran-4-yl)-3a,6a-dimethyl-tetrahydro-1,4-dioxa-cyclobutadicyclopentene-2,5-dione 71473-24-0 C24H32O8
—— (Z)-10-(tert-butyl)-8-methyl-3,4,5,6,9,10-hexahydro-2H-oxecin-2-one 1392283-84-9 C14H24O2
—— Oxabicyclo<3.3.2>undecan-dion 70260-39-8 C10H14O3
—— (R)-3-Chloro-3-isopropyl-1-oxa-spiro[3.11]pentadecan-2-one 138589-73-8 C17H29ClO2