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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
—— 3-[1-Iodo-meth-(Z)-ylidene]-4-isopropyl-oxetan-2-one 178173-77-8 C7H9IO2
—— 4-(1,1-dimethyl-allyl)-4-ethyl-3-methyl-oxetan-2-one 58363-28-3 C11H18O2
—— 3-(6-methoxy-2,6-dimethyl-heptyl)-dihydro-furan-2(3H)-one 1082301-50-5 C14H26O3
—— 3-γ-butyrolactonyl propiolate 1441003-92-4 C7H6O4
—— 3-Acetoxy-3-methyl-butanolid 1424-34-6 C7H10O4
—— (3R,4S)-4-Methyl-3-((R)-1-methyl-allyl)-dihydro-furan-2-one 115115-33-8 C9H14O2
—— 3-phenyl-[1,3]oxarsinan-6-one 67696-16-6 C10H11AsO2
—— 4-Cyanomethyl-5-hydroxy-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 52089-31-3 C9H11NO5
—— 4,15-Isoatriplicolide methylacrylate 133559-38-3 C19H20O6
—— (1R,5S,7R)-4-allyl-7-(1-ethoxyethoxy)-1-methyl-2-oxabicyclo<3.2.1>nonan-3-one 148679-95-2 C16H26O4
—— (5aS,6S,7S,8S,8aR)-6-(2-Furan-3-yl-2-hydroxy-ethyl)-8-hydroxy-6-hydroxymethyl-7-methyl-3,4,5,5a,6,7,8,8a-octahydro-naphtho[1,8-bc]furan-2-one 41759-76-6 C19H24O6
—— (3aR,6aR)-6-(1-methylethylidene)-3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-1-one 1373312-18-5 C10H12O2
—— 2-methyl-4-phenylpentanedioic anhydride 423754-62-5 C12H12O3
—— 1056441-36-1 C11H22O4Si
—— 42977-33-3 C25H38O7
—— 3RS-<5-D(1)>mevalonolacton 10012-92-7 C6H10O3
—— neolaxiflorin A 1352659-99-4 C20H26O5
—— (1S,5S,6S)-6-Methoxy-2-oxa-bicyclo[3.2.1]octan-3-one 136713-40-1 C8H12O3
—— (1R,2S,3S,6S,10S)-2-Chloro-3,7-dimethyl-5,9-dioxo-4,8-dioxa-tricyclo[4.3.1.0<sup>3,7</sup>]decane-10-carboxylic acid methyl ester 42284-79-7 C12H13ClO6
—— 4,4,6,6-tetramethyl-7-oxo-5-oxa-spiro[2.4]heptane-1,2-dicarboxylic acid anhydride 53688-24-7 C12H14O5
—— (1S,2R,3R,6R,7R,9S)-2-Bromo-7-isopropyl-5-oxo-4-oxa-tricyclo[4.2.1.0<sup>3,7</sup>]nonane-9-carboxylic acid 52356-38-4 C12H15BrO4
—— α-(octa-2,3-dien-2-yl)-δ-valerolactone 1221896-27-0 C13H20O2
—— (1S,4R)-8-bromo-4-hydroxy-6-oxabicyclo[3.2.1]oct-2-en-7-one 65825-61-8 C7H7BrO3
—— 3-chloro-3-fluoro-5-methyl-dihydro-furan-2-one 55039-84-4 C5H6ClFO2
—— (3aR,4aR,6aS,7aS,10aR,11S,11aS,11bR,12S,12aS)-3a,4,4a,6a,7,7a,10a,11,11a,11b,12,12a-dodecahydro-4,12:7,11-diethenophenanthro[2,3-c:6,7-c']difuran-1,3,8,10-tetraone 143602-74-8 C22H18O6
—— 1064039-11-7 C21H28O4S
—— 2-((3aR,4S,5S,6aR)-5-Methoxycarbonylmethyl-4,5-dimethyl-3-oxo-hexahydro-cyclopenta[c]furan-4-yl)-2-methyl-propionic acid methyl ester 102358-25-8 C17H26O6
—— (3S,3aR,4S,5aS,7R,8S,9bR)-8-hydroxy-3-methoxy-3,4,7-trimethyl-2-oxo-4,5,6,7,8,9b-hexahydro-3aH-benzo[g][1]benzofuran-5a-carbonitrile 1429194-85-3 C17H23NO4
—— (5R)-5-(bromomethyl)-5-thiophen-2-yloxolan-2-one 1415507-54-8 C9H9BrO2S
—— (1S,4R,6S)-6-Bromo-4,7,7-trimethyl-2-oxa-bicyclo[2.2.1]heptan-3-one 54812-12-3 C9H13BrO2
—— α-Santonin 472-06-0 C14H16O3
—— <3R*-<3α,4β,5α(1S*)>>-3-hydroxy-4-methyl-5-(1-methyl-2-butynyl)-dihydrofuran-2(3H)-one 103368-37-2 C10H14O3
—— methyl-3 tertiobutyl-8 oxa-2 spiro<4,5>decanone-1 91704-54-0 C14H24O2
—— 4,4,5,5-tetrafluoro-hexahydro-cyclopenta[<i>c</i>]furan-1-one 54380-99-3 C7H6F4O2
—— 14-deoxyandrographolide 919120-77-7 C20H30O4
—— 6-(bromomethyl)-4-(tert-butyl)-6-phenyltetrahydro-2H-pyran-2-one 1433223-58-5 C16H21BrO2
—— (1S,3S,6S,7S,9R,12S)-6-but-3-enyl-12-[tert-butyl(dimethyl)silyl]oxy-1-hydroxy-7,11,14,14-tetramethyl-9-triethylsilyloxy-5-oxatricyclo[8.3.1.03,7]tetradec-10-ene-2,4-dione 153145-18-7 C33H58O6Si2
—— (1R,5S,6R)-6-ethyl-3-oxabicyclo[3.1.0]hexan-2-one 132435-62-2 C7H10O2
—— (2R,3S,6S,7R,9R)-2-Bromo-1-(5,5-dimethyl-[1,3]dioxan-2-yl)-5-oxo-4,8-dioxa-tricyclo[4.2.1.0<sup>3,7</sup>]nonane-9-carboxylic acid ethyl ester 55316-98-8 C16H21BrO7
—— 15-(4-chlorophenyl)-16-oxadispiro[5.1.6.3]heptadecane-7,17-dione 1220995-70-9 C22H27ClO3
—— 1193365-63-7 C27H42O7Si
—— (3S,3aS,7aS)-3-((R)-1-Methyl-allyl)-3a,6,7,7a-tetrahydro-3H-benzofuran-2-one 108712-48-7 C12H16O2
—— 3-(1-hydroxyethylidene)furan-2,4(3H,5H)-dione 66056-65-3 C6H6O4
—— N-(2-phenylethyl)-(2-oxotetrahydrofuran-3-yl)acetamide 1186226-75-4 C14H17NO3
—— <3aS-(3aα,5β,6aα)>-Hexahydro-6a-hydroxy-5-<(2-methoxyethoxy)methoxy>-1H-cyclopenta<c>furan-1-on 101375-99-9 C11H18O6
—— 2-Methyl-2-ethoxalyl-butyrolacton 90535-28-7 C9H12O5
—— ((E)-6-Hex-2-enyl)-tetrahydro-pyran-2-one 34686-72-1 C11H18O2
—— (2aS,5aS,7R,8aS,8bS)-2a,5a,7-Trimethyl-octahydro-naphtho[1,8-bc]furan-2,6-dione 53861-92-0 C14H20O3
—— 4-methyl-2-oxo-1-oxa-spiro[4.5]decane-3-carboxylic acid benzylamide 55558-12-8 C18H23NO3
—— (1R,2S,6R,7S)-7-Acetoxy-2-((3aS,8aR)-4,4-dimethyl-3,6-dioxo-3a,4-dihydro-3H,6H-furo[3,4-c]oxepin-8a-yl)-6-methyl-bicyclo[3.2.1]octane-1-carboxylic acid methyl ester 57494-28-7 C23H30O8