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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
—— (1S,2S)-6-Cyano-6-hydroxy-5-methyl-2-oxa-bicyclo<3.3.0>octan-3-on 98926-41-1 C9H11NO3
—— 5-((5-(trimethylsilyl)penta-2,4-diyn-1-yl)oxy)oxepan-2-one 1467100-95-3 C14H20O3Si
—— (Z)-5-benzylidene-3-(3-phenylprop-2-ynyl)dihydrofuran-2(3H)-one 1451053-24-9 C20H16O2
—— 116012-94-3 C10H14O4S
—— β-Pentyliden-γ-butyrolacton 137669-52-4 C9H14O2
—— (6aS,7aS,11aS,11bS,11cS)-3,11a-Dimethyl-2,5-dioxo-1,4,5,6a,7,7a,8,9,11a,11b-decahydro-2H-6-oxa-benzo[de]anthracene-11c-carbonitrile 89827-73-6 C19H21NO3
—— Acetic acid (7R,7aR)-7-acetoxy-3-oxo-1,3,5,6,7,7a-hexahydro-isobenzofuran-4-yl ester 79679-04-2 C12H14O6
—— α-isopropyl-1-(1,2,3,4-tetrahydronaphthol-2) acetic acid lactone (trans) 88534-02-5 C15H18O2
—— (3S,4R,3'R)-2,2'-Dioxo-octahydro-[3,3']bifuranyl-4-carboxylic acid 90536-87-1 C9H10O6
—— 3,6,9-trimethyl-3,3a,5,6,6a,7,8,9b-octahydro-azuleno[4,5-<i>b</i>]furan-2,4-dione 108972-09-4 C15H20O3
—— 8-Hydroxy-5-methyl-4-oxa-tricyclo[10.2.1.02,11]pentadec-13-ene-3,10-dione 97424-46-9 C15H20O4
—— (5R)-5-(azido(furan-3-yl)methyl)dihydrofuran-2(3H)-one 1449292-07-2 C9H9N3O3
—— 13-n-Butyl-1,11-dioxa-4,8-dithiacyclotetradecan-12,14-dion 71637-47-3 C14H24O4S2
—— Acetic acid (1S,4aS,8aS)-3-oxo-3,4,4a,5,8,8a-hexahydro-1H-isochromen-1-ylmethyl ester 96422-84-3 C12H16O4
—— (S)-9-Hydroxymethyl-8-oxa-1,4-dithia-spiro[4.5]decan-7-one 96423-87-9 C8H12O3S2
—— N-methoxycarbonyl-(2-hydroxy-3-cyclohexenyl)glycinelactone 120346-29-4 C10H13NO4
—— cis-6,9-dimethyl-1-(dimethyl-t-butylsilyloxy)-7-oxabicyclo<4.3.0>nonan-8-one 116608-43-6 C16H30O3Si
—— 1-chloro-endo-6-methoxycarbonyl-4-oxo-3-oxatricyclo<5.3.0.0<sup>5,10</sup>>decane-2,2'-spiroadamantane 120031-68-7 C20H25ClO4
—— 2-Ethyl-2-methyl-5-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 19909-92-3 C10H16O4
—— (3aR,5R,6aR)-(+)-5-Methansulfonsaeure-(2-oxo-hexahydro-2H-cyclopenta(b)furan-5-yl)ester 151910-96-2 C8H12O5S
—— 4-hydroxy-4-phenyl-1-oxa-3-aza-spiro[4.5]decan-2-one 33802-38-9 C14H17NO3
—— (3S,4S)-4-hydroxy-3-[(1R)-1-hydroxy-2,2-dimethylpropyl]oxolan-2-one 78986-60-4 C9H16O4
—— (1S,5R,8S)-1-[(Z)-(S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-iodo-hept-6-enyl]-8-((Z)-2-iodo-vinyl)-6-oxa-bicyclo[3.2.1]octan-7-one 127762-06-5 C22H36I2O3Si
—— <i>rac</i>-3,3-ethanediyldioxy-11β-hydroxy-16-methyl-14-oxo-14,15-seco-androsta-5,15-dien-18-oic acid-lactone 114381-48-5 C22H28O5
—— (R)-5-((S)-1-Hydroxy-ethyl)-3-phenylselanyl-dihydro-furan-2-one 114114-08-8 C12H14O3Se
—— (+/-)-(3α,5β,8R<sup>*</sup>)-3,8-dimethyl-3,8-diphenyl-2,7-dioxaspiro<4.4>nonane-1,6-dione 94842-31-6 C21H20O4
—— (+/-)-(3α,3aβ,6aβ,3'aR<sup>*</sup>,6'aR<sup>*</sup>)-3,3'(2H,2H')-spirobi<cyclopenta<b>furan>-2,2'-dione 94842-36-1 C13H16O4
—— ((3aR,7R,7aR)-2-Oxo-7-phenylselanyl-octahydro-benzofuran-3-yl)-phosphonic acid diethyl ester 131165-73-6 C18H25O5PSe
—— (3R<sup>*</sup>,5S<sup>*</sup>,7S<sup>*</sup>)-3,5,7-trihydroxy-8-methylnonanoic acid δ-lactone 113778-52-2 C10H18O4
—— (E)-4-ethylidene-2-oxaspiro<4.5>decan-3-one 113495-41-3 C11H16O2
—— <i>rac</i>-21-acetoxy-3,3-ethanediyldioxy-16ξ-ethoxy-11β,14-dihydroxy-20-oxo-16,17-seco-14α-pregna-5,15-dien-18-oic acid-11-lactone of Mp.: 192-196 degree 133326-32-6 C27H36O9
—— N-tert-Butyl-2-<2-(tert-butyliminomethyl)-3-oxobicyclo<2.2.1>hept-2-yl>-4-oxo-3-oxabicyclo<3.2.1>octan-2-carboxamid 122901-78-4 C24H36N2O4
—— (+/-)-4<i>t</i>,4A-dihydroxy-(4a<i>r</i>,4a<i>t</i>)-decahydro-naphthalene-1<i>t</i>,2<i>t</i>-dicarboxylic acid-2=>4-lactone-1-methyl ester 100619-88-3 C13H18O5
—— 1-acetyl-4,4,5-trimethyl-7-pentyl-3-oxabicyclo<3.2.0>heptan-2-one 123518-11-6 C16H26O3
—— (3aR,6R,7S,8aR)-7-(tert-Butyl-diphenyl-silanyloxy)-6-methyl-octahydro-cyclohepta[b]furan-2-one 161029-68-1 C26H34O3Si
—— 869338-61-4 C52H100O8Si3
—— (5R)-5-[(2R)-2-[tert-butyl(dimethyl)silyl]oxypropyl]oxolan-2-one 82242-84-0 C13H26O3Si
—— 2-((1S)-1-carboxy-5-methyl-bicyclo[3.3.1]non-2exo-yl)-2-methyl-propionic acid-anhydride 3878-00-0 C15H22O3
—— 3-Methyl-4-methylene-2-oxo-tetrahydro-pyran-3-carboxylic acid ethyl ester 56517-99-8 C10H14O4
—— 6-methyl-6-(prop-2-ynyl)tetrahydro-2H-pyran-2-one 1391710-59-0 C9H12O2
—— 4,5,5-Trimethyl-6-methylene-tetrahydro-pyran-2-one 92912-00-0 C9H14O2
—— (S)-methyl 2-hydroxy-2-((R)-5-oxotetrahydrofuran-2-yl)-2-phenylacetate 1279018-32-4 C13H14O5
—— 4,4'-Diisobutyl-tetrahydro-[2,2']bifuranyl-5,5'-dione 35331-19-2 C16H26O4
—— (4S,4aS,8aR)-4,8a-Dimethyl-hexahydro-isochromene-3,8-dione 89665-34-9 C11H16O3
—— methyl (1R*,5R*,6R*)-octahydro-4a-hydroxy-3-methyl-1H-4,9a-ethanocyclohepta<c>pyran-1-one 124355-62-0 C13H20O3
—— α-Isopropyl-δ-methyl-δ-hydroxy-γ-caprolacton 91007-13-5 C10H18O3
—— 122901-68-2 C9H14NO3
—— 13α-Isopropyl-13β-hydroxy-podocarpan-8-carbonsaeure-lacton 89126-24-9 C21H34O2
—— (3a<i>R</i>)-1<i>c</i>,2<i>c</i>-epoxy-3a,6<i>t</i>,7<i>t</i>-trihydroxy-5<i>c</i>-isopropyl-7a-methyl-(3a<i>r</i>,7a<i>c</i>)-hexahydro-indane-1<i>t</i>,4<i>t</i>-dicarboxylic acid-4=>7-lactone 40170-41-0 C15H20O7
—— (E)-dihydro-3-carbomethoxymethylene-4,5,5-trimethyl-2(3H)-furanone 72163-25-8 C10H14O4