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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,8R,9S,12S)-11-Oxo-12-phenyl-10-oxa-tricyclo[6.4.0.09,12]dodecane-9-carboxylic acid methyl ester 115410-91-8 C19H22O4
—— Hexahydro-2H-cyclopent[d]oxepin-2,4(1H)-dione 5662-96-4 C9H12O3
—— 2-oxo-7a-pentyl-octahydro-benzofuran-3-carboxylic acid methyl ester 67498-58-2 C15H24O4
—— 3,3-dimethyl-furan-2,4-dione-4-oxime 98196-83-9 C6H9NO3
—— 67988-11-8 C24H34O8
—— succinimido γ-butyrolactone-γ(S)-carboxylate 125161-86-6 C9H9NO6
—— 1142865-07-3 C15H25NO4
—— (2S,6S,7S,9S,15R)-15-{(2S,5R,6R,8S)-5-Benzyloxy-8-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-10-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-ylmethyl}-15-methyl-2,9-diphenyl-1,8,13,16-tetraoxa-dispiro[5.0.5.4]hexadecan-14-one 220691-14-5 C62H74O9Si
—— 6-iodo-1-methyl-4-(trifluoromethyl)-2-oxabicyclo[2.2.2]octan-3-one 131758-82-2 C9H10F3IO2
—— (3R,5S)-5-((S)-1-Amino-pent-4-enyl)-3-methyl-dihydro-furan-2-one 873017-42-6 C10H17NO2
—— 4-(2-Methylene-cyclohexylmethyl)-5H-furan-2-one 154918-11-3 C12H16O2
—— α-Keto-β-methyl-β-allyloxycarbonyl-γ-butyrolactone 136400-53-8 C9H10O5
—— 64086-54-0 C17H24O3
—— (4S,6R)-4-methyl-6-pentyltetrahydro-2H-pyran-2-one 1450804-77-9 C11H20O2
—— 226065-50-5 C12H20O2
—— 2-[hydroxy-(4-oxo-3-phenyl-2,3,5,6,7,8-hexahydrocyclohepta[b]furan-2-yl)amino]-3-phenyl-2,3,5,6,7,8-hexahydrocyclohepta[b]furan-4-one 92774-58-8 C30H31NO5
—— (4S,5R)-5-methyl-4-p-tolyl-tetrahydropyran-2-one 1140912-46-4 C13H16O2
—— Acetic acid (3aR,4R,5R,6aS)-4-(2-methanesulfonyloxy-ethyl)-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester 64861-55-8 C12H18O7S
—— 6,7-Dihydro-spiro<benzo<b>thiophen-4(5H),3'(4'H)-<2H>-pyran>-5'-(5'H)-on 105776-45-2 C12H14O2S
—— 3-(amino(phenyl)methylene)-5-octyldihydrofuran-2(3H)-one 1262045-25-9 C19H27NO2
—— 4-Decyl-4-myristolacton 108418-98-0 C24H46O2
—— 1β,3α-(dihydroxymethyl)-1α,6α-dimethylcyclohexane-2α-carboxylic acid 2,3-γ-lactone 77044-53-2 C11H18O3
—— (S)-2-Methyl-butyric acid (1S,3R,4S,4aR,7S,8S,8aR)-4-hydroxy-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-3,7-dimethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester 87141-56-8 C24H38O6
—— (1R,3R,4aS,4bR,6R,8R,8aS,10S,10aS)-8-acetoxy-10-(tert-butyldimethylsilyloxy)-1,4a,6-trimethyltetradecahydrophenanthrene-1,3-carbolactone 756532-94-2 C26H44O5Si
—— (3S,4S,4aR,10aS)-6,6,8,8-Tetraisopropyl-3,4-dimethyl-tetrahydro-1,5,7,9-tetraoxa-6,8-disila-benzocycloocten-2-one 196393-07-4 C20H40O5Si2
—— N,N-Dimethyl-2-[(1S,6S)-6-methyl-6-((3R,4S)-4-methyl-2-oxo-tetrahydro-furan-3-yl)-cyclohex-2-enyl]-acetamide 64190-39-2 C16H25NO3
—— (5S,6S)-6-Butyl-5-methyl-tetrahydro-pyran-2-one 87433-98-5 C10H18O2
—— (4S,5S)-4-(hydroxymethyl)-5-[(1S,2R,3S,5S)-3-(methoxymethoxy)-2-methyl-5-prop-1-en-2-ylcyclopentyl]oxolan-2-one 1132754-20-1 C16H26O5
—— (1R,2R,3'S,6R,8S,9R)-3'-[tert-butyl(dimethyl)silyl]oxy-2',2',9-trimethylspiro[4-oxatricyclo[6.2.2.01,6]dodecane-2,6'-cyclohexane]-1',5,10-trione 1193365-65-9 C25H40O5Si
—— Clavudien-pivaloyloxymethylester 64019-20-1 C14H17NO6
—— 1009561-61-8 C9H14O2
—— 4-Methyl-4-prop-2-enyloxolane-2,3-dione 136400-60-7 C8H10O3
—— (+/-)-6-[4-[4-(aminoiminomethyl)phenyl]butyl]tetrahydro-2H-pyran-2-one, trifluoroacetate 177341-20-7 C2HF3O2*C16H22N2O2
—— (3R*,4R*)-3-ethoxycarbonyl-4-(trans-1-methyl-2-butenyl)oxolan-2-one 79930-21-5 C12H18O4
—— (3R,5R)-5-Isopropyl-3-((S)-1-methyl-allyl)-[1,4]oxathian-2-one 126574-88-7 C11H18O2S
—— tert-butyl 2-((3S,4S,5S)-5-(2-(tert-butyldiphenylsilyloxy)ethyl)-4-hydroxy-2-oxotetrahydrofuran-3-yl)ethylcarbamate 1021460-70-7 C29H41NO6Si
—— [(S)-3-methyl-1-(5-oxo-tetrahydro-furan-2-yl)-pent-4-enyl]-carbamic acid tert-butyl ester 852945-06-3 C16H27NO4
—— 4-Allylsulfanylmethyl-2-oxo-tetrahydro-furan-3-carboxylic acid methyl ester 139022-67-6 C10H14O4S
—— N-[(2R,3R)-5-Oxo-2-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-furan-3-yl]-acetamide 65371-74-6 C9H15NO6
—— 62994-60-9 C20H26O4
—— [(1R,3R)-3-methyl-1-((R)-5-oxo-tetrahydro-furan-2-yl)-hex-5-enyl]-carbamic acid tert-butyl ester 852878-20-7 C16H27NO4
—— 2-oxaspiro[4.5]decane-3,4-dione 98954-49-5 C9H12O3
—— (4S,6S)-6-(2-cyclohexylethyl)-4-hydroxy-tetrahydro-2H-pyran-2-one 133906-48-6 C13H22O3
—— (4R,5R)-4-(2-methoxyethoxymethoxy)-5-trifluoromethyl-dihydrofuran-2-one 727427-22-7 C9H13F3O5
—— (3S,4S)-4-Heptyl-3-vinyl-tetrahydro-pyran-2-one 107365-07-1 C14H24O2
—— (4S,5R)-4-[1,3]Dioxolan-2-yl-5-pentyl-dihydro-furan-2-one 244612-49-5 C12H20O4
—— (4R,6R)-6-{2-[(1S,2S,6S,8S,8aR)-1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-(2-isopropyl-3-methylbutyryloxy)-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one 159224-82-5 C38H68O6Si2
—— 1-ethoxycarbonyl-3-oxa-2-oxo-6-phenylbicyclo<3.1.0>hexane 96540-32-8 C14H14O4
—— 3-(3-adamantan-2-yl-2-methylallyl)-3-methyldihydrofuran-2(3H)-one 1321199-93-2 C19H28O2
—— 6-Oximino-nonanolid 38538-04-4 C9H15NO3