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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
—— 1-(5-bromomethyl-2-oxo-tetrahydro-furan-3-ylmethyl)-pyrrolidin-2-one 57094-76-5 C10H14BrNO3
—— 7-(hydroxymethyl)-5-oxadispiro[2.0.44.43]dodecan-6-one 343954-45-0 C12H18O3
—— 4-Butylsulfanylmethyl-2-oxo-tetrahydro-furan-3-carboxylic acid methyl ester 139022-66-5 C11H18O4S
—— γ-acetoxy-α-methylene-γ-butyrolactone 1009645-76-4 C7H8O4
—— Acetic acid (S)-2-((S)-4-acetoxy-5-methyl-6-oxo-tetrahydro-pyran-2-yl)-1-(tert-butyl-diphenyl-silanyloxymethyl)-2-methyl-propyl ester 116903-79-8 C31H42O7Si
—— (3S,3aR,7aS)-3-(4-methyl-3-pentenyl)-3a,7,7a-trihydrobenzo<b>furan-2,4-dione 226886-04-0 C14H18O3
—— α-Benzyl-δ-methyl-δ-hydroxy-γ-caprolacton 92864-55-6 C14H18O3
—— 3-α-Chlorvinyl-4,5-dichlor-1,6-dihydro-phthalsaeure-anhydrid 90845-55-9 C10H5Cl3O3
—— 2-Ethyl-5-oxo-tetrahydro-furan-3-carboxylic acid methyl ester 343866-74-0 C8H12O4
—— 5-((3-chloroprop-2-yn-1-yl)oxy)oxepan-2-one 1611483-92-1 C9H11ClO3
—— Trichloro-acetic acid (1S,5R,6R)-2-oxo-8-piperidin-1-yl-3-oxa-bicyclo[3.2.1]oct-6-yl ester 136713-54-7 C14H18Cl3NO4
—— D-erythro-L-galacto-octono-1,4-lactone 56570-93-5 C8H14O8
—— 9-Nitro-oxacyclododecan-2-one 84246-83-3 C11H19NO4
—— (4R,5R)-5-(2-methyl-5-oxocyclopenten-1-yl)-4-[(1R)-3-oxo-1-tri(propan-2-yl)silyloxybutyl]oxolan-2-one 1444514-27-5 C23H38O5Si
—— (3R,5R)-6-iodo-3-(trimethylsilyl)hexan-5-olide 496944-28-6 C9H17IO2Si
—— dihydromahubynolide B 71325-95-6 C21H34O3
—— 3,3a,5,9b-Tetrahydro-5-hydroxy-5-methyl-2H-furo<3,2-b><2>benzopyran-2,6,9-trione 121638-15-1 C12H10O6
—— 2-O-methanesulfonyl-L-rhamnono-1,4-lactone 138480-28-1 C7H12O7S
—— 1-O-ethoxycarbonyl-3,4-O-isopropylidenequinide 27493-38-5 C13H18O7
—— (4R,5R)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-4-[tri(methylthio)methyl]tetrahydrofuran-2-one 529495-75-8 C25H34O3S3Si
—— 78986-54-6 C6H10O3
—— (-)-exo-(1R,6R,9R)-9-acetoxy-7-oxabicyclo<4.3.0>non-4-en-8-one 163082-67-5 C10H12O4
—— (3aS,3bS,4aS,5aR,8S,8bS)-5a,8a-Dimethyl-2,5-dioxo-dodecahydro-3,4-dioxa-cyclopropa[a]phenalene-8-carboxylic acid methyl ester 97596-40-2 C16H20O6
—— 3A,6a-dipropyl-dihydro-furo[2,3-<i>b</i>]furan-2,5-dione 100521-19-5 C12H18O4
—— 3,3,4,9,9-pentamethyl-1,6-dioxa-spiro[4.4]nonane-2,7-dione 106165-27-9 C12H18O4
—— 3A,6a-diethyl-dihydro-furo[2,3-<i>b</i>]furan-2,5-dione 103275-81-6 C10H14O4
—— (4S,5R)-5-butyl-4-(carboxymethyl)-4,5-dihydro-2(3H)-furanone 877454-91-6 C10H16O4
—— 5,6β,9-trihydroxy-14,15,16,19-tetranor-8β<i>H</i>-labdan-13-oic acid-9-lactone 108982-71-4 C16H26O4
—— (5<i>S</i>)-6<i>c</i>-((2<i>R</i>)-2,4<i>c</i>-dimethyl-5-oxo-tetrahydro-[2<i>r</i>]furyl)-3ξ,5<i>r</i>-dimethyl-tetrahydro-pyran-2-one 105912-67-2 C13H20O4
—— 2-trimethylsilylethyl (2S,3R)-2-(methoxymethoxymethyl)-3-methyl-6-oxooxane-2-carboxylate 122445-44-7 C15H28O6Si
—— 2-Octyl-5-oxo-tetrahydro-furan-3-carboxylic acid methyl ester 345617-13-2 C14H24O4
—— (3R,3aS,7aS)-(2-oxo-octahydro-benzofuran-3-yl)-carbamic acid tert-butyl ester 1218815-48-5 C13H21NO4
—— 3-Methyl-4-methylene-2-oxo-6-phenyl-tetrahydro-pyran-3-carboxylic acid ethyl ester 56518-01-5 C16H18O4
—— 6-(buta-2,3-dien-2-yl)-6-methyltetrahydro-2H-pyran-2-one 1391710-85-2 C10H14O2
—— (4R,4aS,7aR)-4-Methyl-2-phenyl-4,4a,7,7a-tetrahydro-furo[3,2-d][1,3]oxazin-6-one 76549-75-2 C13H13NO3
—— <3R-(3β,6aβ,8aα,9α,12aβ,12bα)>-1,2,3,4,5,6a,7,8,8a,9,10,11,12,12a,12b,13-Tetradecahydro-3,9,12a-trimethyl-4,5-dioxo-3,6a-methano-naphth<2,1-b>oxocin-9-carbonsaeure-methylester 135042-60-3 C21H30O5
—— (3S,4S,5R)-5-Allyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one 312308-52-4 C19H38O4Si2
—— (4R,5S)-5-allyl-4-(iodomethyl)dihydrofuran-2(3H)-one 1622093-75-7 C8H11IO2
—— 2,2,5-Trimethyl-hept-3-ensaeure-δ-lacton 67857-21-0 C10H16O2
—— 6,6'-Methylen-bis(6-hexanolid) 38998-42-4 C13H20O4
—— β-(2,4,6-trimethylbenzyl)-β-propiolactone 28814-97-3 C13H16O2
—— (5R,6R)-6-[[tert-butyl(diphenyl)silyl]oxymethyl]-5,6-dimethyloxan-2-one 120093-61-0 C24H32O3Si
—— 1,2-bis-(2,3-dibromo-5-oxo-tetrahydro-[2]furyl)-ethane 99058-14-7 C10H10Br4O4
—— ethyl (2R,3R)-4-methylidene-5-oxo-2-pentyloxolane-3-carboxylate 106118-68-7 C13H20O4
—— 5-hydroxymethyl-3-octyl-dihydro-furan-2-one 52180-17-3 C13H24O3
—— (+/-)-3<i>c</i>-hydroxy-3<i>t</i>,4<i>c</i>-dimethyl-cyclohexane-<i>r</i>-carboxylic acid-lactone 90611-53-3 C9H14O2
—— 1-(3,5-Diacetyl-2-oxo-tetrahydro-furan-3-ylmethyl)-pyrrolidin-2-one 57753-91-0 C13H17NO5
—— 3-acetoxy-5,5-diphenyl-dihydro-furan-2-one 101723-69-7 C18H16O4
—— 2,4-dioxo-5-phenyl-tetrahydro-furan-3-carboxylic acid ethyl ester 36717-65-4 C13H12O5
—— 1262045-23-7 C18H17NO2