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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
—— (4R,5R)-5-Allyl-4-pentyl-dihydro-furan-2-one 123976-11-4 C12H20O2
—— (3RS,4SR,5RS)-3-acetyl-5-(2-hydroxyethyl)-4-methyltetrahydro-2-furanone 125159-66-2 C9H14O4
—— 3-(2-Hydroxyethyl)-4,4-(1,5-pentanediyl)-4-butanolide 80934-73-2 C11H18O3
—— (3aR,4S,5S,6aS)-5-Hydroxymethyl-5-methoxy-4-((E)-3-oxo-oct-1-enyl)-hexahydro-cyclopenta[b]furan-2-one 104620-82-8 C17H26O5
—— (4R,5S)-5-nitro-5-(4-nitrobenzyl)-4-phenyltetrahydro-2H-pyran-2-one 1261267-37-1 C18H16N2O6
—— methyl (2R,3R)-2-isopropyl-5-oxo-tetrahydrofuran-3-carboxylate 1199942-10-3 C9H14O4
—— <2,3-Dicarboxy-cyclopentyl>-essigsaeure-anhydrid-methylester 91062-13-4 C10H12O5
—— 3-ethyl-2-oxo-tetrahydro-furan-3-carbonitrile 69998-38-5 C7H9NO2
—— (4S,5R)-4-(tert-butyldiphenylsiloxy)-5-ethynyl-4,5-dihydro-5-methyl-2(3H)-furanone 1266246-12-1 C23H26O3Si
—— tert-butyl 2-[(3S,5S)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-1-hydroxy-2-oxocyclohexyl]acetate 273402-79-2 C24H48O6Si2
—— 6a-propyl-hexahydro-cyclopenta[<i>b</i>]furan-2-one 39163-23-0 C10H16O2
—— 12-dimethylamino-11-hydroxy-3,8-dimethyl-5,9,15-trioxatetracyclo[11.2.1.02,6.08,10]hexadec-13(16)-ene-4,14-dione 442158-51-2 C17H23NO6
—— 5-(6-hydroxyhex-1-ynyl)dihydrofuran-2(3H)-one 1189152-39-3 C10H14O3
—— 5-hydroxy-3,4,4-tricyclopropyl-4,5-dihydro-3H-furan-2-one 136527-29-2 C13H18O3
—— 4-[2-Ethyl-hex-(E)-ylidene]-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one 106896-42-8 C15H22O2
—— 5-hydroxy-3-methyl-4,4-dicyclopropyl-4,5-dihydro-3H-furan-2-one 135386-91-3 C11H16O3
—— 1-Butyl-5,6-dihydroxy-3-oxo-octahydro-isobenzofuran 91882-67-6 C12H20O4
—— (1R,3R,4R,5S,8R,9S,12R,13R,18R,21S,22R,24R,25R,26S,29R,30S,33R,34R,39R,42S,43R,45R,46R,47S,50R,51S,54R,55R,60R,63S)-3,24,45-trihydroxy-8,13,21,29,34,42,50,55,63-nonamethyl-17,38,59-trioxatridecacyclo[58.3.1.118,22.139,43.04,9.05,63.08,12.021,26.025,30.029,33.042,47.046,51.050,54]hexahexacontane-16,37,58-trione 936908-98-4 C72H114O9
—— 1,4,4-trimethyl-cyclopentane-1,3-dicarboxylic acid-anhydride 53798-05-3 C10H14O3
—— (3aR,4R,6aS)-3a,4-dihydro-4-((Z)-oct-2-enyl)-3H-cyclopenta[b]furan-2(6aH)-one 117154-38-8 C15H22O2
—— 4-(2-oxo-3,3a,6,6a-tetrahydro-2H-cyclopenta<b>furan-3-ylidenemethoxy)-2-phenylbut-2-en-4-olide 78646-91-0 C18H14O5
—— 9-Methyl-9-nitro-1-oxa-spiro[5.5]undeca-7,10-dien-2-one 343319-61-9 C11H13NO4
—— (1R,4S,7S,11R,13R)-4,7-dimethyl-3,6,9-trioxatricyclo[11.4.0.0<sup>1,11</sup>]heptadeca-2,5,8,14-tetraone 188540-78-5 C16H20O7
—— 4,4-dimethyl-5-(1-phenyl-2-propylpent-1-enyl)dihydrofuran-2(3H)-one 1260160-53-9 C20H28O2
—— 3-ethyl-3-[(Z)-2-nitroprop-1-enyl]oxan-2-one 114577-90-1 C10H15NO4
—— (3S,5R)-3-(dec-7-ynyl)-5-phenyldihydrofuran-2(3H)-one 1092798-52-1 C20H26O2
—— 6-(1-(dimethyl(vinyl)silyl)propa-1,2-dienyl)-6-methyltetrahydro-2H-pyran-2-one 1391711-04-8 C13H20O2Si
—— 14a-Hydroxy-perhydro-dicycloocta<a,c>benzol-7.8-dicarbonsaeure-8.14a-lacton 112577-51-2 C20H30O4
—— ent-(13S)-hydroxy-14-oxo-3,4-seco-atis-16-en-3,4-olide 129602-28-4 C20H28O4
—— 6-Phenyl-6-propyl-tetrahydro-pyran-2-one 129665-09-4 C14H18O2
—— (1α,2β,4β,5α)-3,3-diphenyl-6-oxatricyclo<3.2.0.0<sup>2,4</sup>>heptan-7-one 105280-89-5 C18H14O2
—— α-Aethyl-α-allophanyl-γ-phenyl-γ-butyrolacton 92256-65-0 C14H16N2O4
—— (1R,5R,8S,9S)-8-Iodo-9-methyl-10-oxa-tricyclo[7.2.1.0<sup>1,5</sup>]dodecane-4,11-dione 76757-78-3 C12H15IO3
—— 3,4,4a,5-tetrahydroisochromen-1-one 1259057-16-3 C9H10O2
—— chloro-trifluoro-succinic acid-anhydride 768-71-8 C4ClF3O3
—— 2,3-Dihydroxy-tetrahydro-furo[3,4-b]furan-4-one 108800-54-0 C6H8O5
—— (3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-isopropyl-dihydro-furan-2-one 191152-26-8 C24H32O3Si
—— 3-Propyl-dodecahydro-1-oxa-cyclopentacyclododecen-2-one 67138-29-8 C17H30O2
—— 2,2,3,4,4-Pentamethyl-γ-butyrolacton 4168-04-1 C9H16O2
—— 3-acetamido-4-C-carbomethoxy-2,3,4,6-tetradeoxy-2-C-methyl-D-glucono-1,5-lactone 119904-04-0 C11H17NO5
—— 2-oxo-1-oxaspiro<4,4>nonan-4-carboxylic acid thiosemicarbazide 166411-54-7 C10H15N3O3S
—— (+-)-8ξ-hydroxy-2-oxo-(2ar,5at,8aξ,8bc)-decahydro-naphtho[1,8-bc]furan-5t-carboxylic acid 105474-35-9 C12H16O5
—— tert-norlongilactone 65080-06-0 C14H22O2
—— 6-Hydroxy-6-methyl-3-<1-hydroxy-1-methyl-aethyl>-7-octin-saeure-γ-lacton 92904-57-9 C12H18O3
—— (3E)-4-(2-chloroethyl)-3-(1-chloroethylidene)oxolan-2-one 1055289-25-2 C8H10Cl2O2
—— 3-(6-bromo-5-methoxy-2-nitro-2,4-cyclohexadienyl)-1-oxacyclopentan-2-one 97522-30-0 C11H12BrNO5
—— 1-noralliacolide 120584-86-3 C14H20O4
—— 3,3-Dichloro-4,4-dipropyl-oxetan-2-one 132765-53-8 C9H14Cl2O2
—— 120584-86-3 C14H20O4
—— 9-bromo-3-oxo-8-[(trifluoromethyl)sulfonyl]-2-oxa-8-azabicyclo[3.3.1]non-6-ene-6-carbaldehyde 1570044-94-8 C9H7BrF3NO5S