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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
—— 5-ethylideneoxocane-2,8-dione 1033282-29-9 C9H12O3
—— methyl <2S-<2α(S*),3β,5α>>-tetrahydro-α,3,5-trimethyl-6-oxo-2H-pyran-2-acetate 75879-64-0 C11H18O4
—— (4R<sup>*</sup>,5R<sup>*</sup>,6S<sup>*</sup>)-4-hydroxy-5-methyl-6-phenyl-1-oxacyclohexan-2-one 136031-58-8 C12H14O3
—— (1R,2S,6R,7S)-5,5-di(butan-2-yl)-4-oxatricyclo[5.2.1.02,6]dec-8-en-3-one 84566-07-4 C17H26O2
—— Methanesulfonic acid (1R,8S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-((1R,2S)-2-hydroxy-4,4-dimethyl-cyclopentyl)-4-oxo-3-oxa-bicyclo[4.2.0]oct-5-en-8-yl ester 79745-97-4 C22H38O7SSi
—— (1R,2R,5R)-2-<(tert-Butyldimethylsilyloxy)methyl>-6-oxabicyclo<3.2.1>oct-3-en-7-one 129482-69-5 C14H24O3Si
—— 6(R)-[2-[8(S)-(2,2-dimethyl-5-hydroxypentanoyloxy)-2(S),6(R)-dimethyl-1,2,6,7,8, 8a(R)-hexahydronaphthyl-1(S)]ethyl]-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one 107998-28-7 C26H40O6
—— (2aR,8bR)-1,1-Diethoxy-8b-hydroxymethyl-7,7-dimethyl-decahydro-5-oxa-cyclobuta[e]azulen-4-one 78001-81-7 C18H30O5
—— 4-cyclohexyl-4-hydroxy-dihydro-furan-2-one 873379-13-6 C10H16O3
—— 5-[(3Z,6Z,9Z,12Z)-14-((2S,3R)-3-Ethyl-oxiranyl)-1-iodo-tetradeca-3,6,9,12-tetraenyl]-dihydro-furan-2-one 273394-31-3 C22H31IO3
—— (6R,7S)-7-Methyl-6-trimethylsilanyl-oxepan-2-one 75613-60-4 C10H20O2Si
—— 5-(Trifluoromethyl)oxolan-3-one 2090652-49-4 C5H5F3O2
—— trans,trans-2-methyl-3-hydroxy-4-(iodomethyl)-γ-butyrolactone 86390-96-7 C6H9IO3
—— trans-4,5-dihydro-4-isopropyl-5-methyl-2(3H)-furanone 112423-39-9 C8H14O2
—— 6(R)-[2-[8(S)-(2,2-dimethyl-3-hydroxypropionyloxy)-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydronaphthyl-1(S)]ethyl]-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one 107998-27-6 C24H36O6
—— (3aS,8aR)-3,3-Dimethyl-octahydro-cyclohepta[b]furan-2-one 132861-69-9 C11H18O2
—— 3-Methyl-2-oxo-decahydro-cycloocta<b>furan 19296-87-8 C11H18O2
—— tert-butyl (3S,4S)-3-methyl-2-oxo-4-phenyltetrahydrofuran-3-ylcarbamate 1174006-28-0 C16H21NO4
—— Norjatamansaeureanhydrid 103276-13-7 C14H22O3
—— (4S,5S)-4-cyclohexylmethyl-5-[(2S)-2-hydroxy-3-methyl-3-methoxymethoxybutyl]-1,3-oxazolidin-2-one 159631-51-3 C17H31NO5
—— cis-3-Hydroxy-cis-4-isopropyl-cyclohexancarbonsaeure-lacton 92015-69-5 C10H16O2
—— (3S,5S)-tert-butyl 5-(iodomethyl)-3-methyl-2-oxotetrahydrofuran-3-carboxylate 1440524-82-2 C11H17IO4
—— (1'R,5R)-5-(5'-trimethylsilyl-1'-hydroxypent-4'-ynyl)tetrahydrofuran-2-one 861807-56-9 C12H20O3Si
—— (2S,2S)-4-(tert-butyldimethylsilyl)oxymethyl-2-methyl-2-(pent-3-ynyl)-γ-butyrolactone 1048341-89-4 C17H30O3Si
—— 2,3,3aα,4,5,6,7,7aα-octahydro-4β-t-butyldimethylsiloxy-6α-methoxycarbonyl-6β-methyl-1-benzofuran-2-one 81470-27-1 C17H30O5Si
—— 3-(2-Methyl-cyclopentylmethyl)-5-pent-4-enyl-dihydro-furan-2-one 93863-13-9 C16H26O2
—— 877762-63-5 C25H32O4Si
—— (3R,4R)-3-(3-Bromo-propyl)-4-hydroxy-5,5-dimethyl-tetrahydro-pyran-2-one 111795-04-1 C10H17BrO3
—— (+)-(1S,5R)-3-oxabicyclo<3.3.1>nonan-2-one 88211-23-8 C8H12O2
—— 3-methyl-3-(2-methyl-2-(triethylsilylperoxy)hexyl)dihydrofuran-2(3H)-one 1321199-99-8 C18H36O4Si
—— 4-iodo-7a-methyl-6,7-dihydro-3H-2-benzofuran-1,5-dione 925681-25-0 C9H9IO3
—— 5-oxo-4-(2,2,2-trichloro-ethyl)-tetrahydro-furan-2-carboxylic acid 98551-03-2 C7H7Cl3O4
—— 6-(Cyclohexylmethyl)-5-iodo-3-propan-2-yloxan-2-one 118832-54-5 C15H25IO2
—— (1R,5R)-4-(Z-bromomethylene)-2-oxabicyclo[3.3.1]non-6-en-3-one 1358918-40-7 C9H9BrO2
—— 4,5-dioxo-2-propyl-tetrahydro-furan-3-carboxylic acid ethyl ester 412028-89-8 C10H14O5
—— 4,4'-Dibutyl-tetrahydro-[2,2']bifuranyl-5,5'-dione 35331-18-1 C16H26O4
—— (E)-1-Methoxy-7,7-dimethyl-3-phenylselanylmethyl-3,4,5,6,6a,7,8,9-octahydro-benzo[c]oxocin-10-one 79636-91-2 C21H28O3Se
—— 3aβ,4,6,7,8,8a,9,9aβ-octahydro-8aβ-methyl-2-methylenenaphtho<2,3-b>furan-2(3H)-one 74064-02-1 C14H18O2
—— 1-Oxa-spiro[4.7]dodecane-2,7-dione 118890-87-2 C11H16O3
—— 5-methylene-5-t-butyldimethylsilyloxymethyl-5-tetradecanolide 98498-94-3 C22H42O3Si
—— 5-[4,4-Dimethyl-3a-(3-methyl-isoxazol-5-yl)-3,6-dioxo-hexahydro-cyclopenta[c]furan-(1Z)-ylidene]-pentanoic acid methyl ester 138972-46-0 C19H23NO6
—— (4aα,8aα)-4a-(acetoxymethyl)-4,7-dimethyl-3,4,4a,5,6,8a-hexahydro-7,8-epoxy-2H-1-benzopyran-2-one 128957-11-9 C14H20O5
—— (S)-(+)-2-n-Butyl-γ-butyrolactone 73746-65-3 C8H14O2
—— 3,3a,6,6a-tetrahydro-3,6-methano-2H-cyclopenta<b>furan-2-one 81523-43-5 C8H8O2
—— deoxynorpentalenolactone H methyl ester methoxymethyl ether 122846-44-0 C17H24O6
—— cis-3-Hydroxy-cis-5-methyl-cyclohexancarbonsaeure-lacton 90435-08-8 C8H12O2
—— (+/-)-2-Aethyl-4-hydroxy-2-phenyl-3-propyl-buttersaeurelacton 3402-17-3 C15H20O2
—— 9-phenyl-8-oxa-spiro[4.5]decan-7-one 5732-79-6 C15H18O2
—— (2S,2'S,4R,4'R)-3,4,3',4'-tetrahydro-4,4’-bis(1-methylethyl)[2,2'-bifuran]-5,5'(2H,2'H)-dione 1413429-41-0 C14H22O4
—— 4-<(E)-3-oxo-octenyl>-3a,7a-dihydro-4H-thiopyrano<4,3-b>-furan-2(3H)-one 116013-18-4 C15H20O3S