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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
—— 1,8-Dioxo-3-ethoxycarbonyl-2-oxa-spiro<4.5>decan 100258-06-8 C12H16O5
—— (8R,16S)-8,16-dimethyl-1,9-dioxacyclohexadecane-2,10-dione 119434-00-3 C16H28O4
—— 3H-2-Benzopyran-3-one, octahydro-4,4-dimethyl-, trans- 93257-25-1 C11H18O2
—— (+-)-4-(α-hydroxy-isopropyl)-6-methyl-hept-5-enoic acid-lactone 100052-76-4 C11H18O2
—— 5-Hydroxy-3-methylhexansaeure-δ-lacton 3720-20-5 C7H12O2
—— (R)-4-(2-Iodo-ethyl)-4-methyl-tetrahydro-pyran-2-one 200204-53-1 C8H13IO2
—— 72407-04-6 C11H13IO2
—— ((1SR,2RS,4RS)-1,4-dihydroxy-7,7-dimethyl-2,3,4,5,6,7-hexahydroinden-2-yl)-9,1-lactone 51820-15-6 C13H18O3
—— Thioacetic acid S-((1R,4R,5R)-7-oxo-6-oxa-bicyclo[3.2.1]oct-4-yl) ester 20970-51-8 C9H12O3S
—— (3S,4S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-hydroxymethyl-3,4-dimethyl-tetrahydro-pyran-2-one 871590-05-5 C14H28O4Si
—— (+)-(4)-(3-hydroxypropyl)-5-pentanolide 131702-74-4 C8H14O3
—— 6,6-dimethyl-hexahydro-cyclopenta[<i>b</i>]furan-2-one 1684-56-6 C9H14O2
—— (5S,6R)-5-hydroxy-6-methyloxan-2-one 862900-32-1 C6H10O3
—— 1197215-06-7 C21H36O4S2
—— (3aS,6aR,9aS,9bR)-4,7,9b-Trimethyl-3,3a,6,6a,9a,9b-hexahydro-benzo[de]chromene-2,9-dione 104199-03-3 C15H18O3
—— (3aR,4S,5S,6aR)-ethyl-6a-hydroxy-1,1-dimethyl-3-oxo-4-(thiophen-2-yl)hexahydro-1H-cyclopenta[c]furan-5-carboxylate 1111644-87-1 C16H20O5S
—— (3aR,5aR,9bS)-3,3a,4,5,5a,6,7,8-octahydro-3a,8-dihydroxy-5a,9-dimethyl-3-methylenenaphtho[1,2-b]furan-2(9bH)-one 1357258-99-1 C15H20O4
—— Phenyl-acetic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester 188663-06-1 C14H16O4
—— (2aR,5R,5aS,7aR,7bR)-5-Allyl-7b-methyl-octahydro-indeno[1,7-bc]furan-2,3-dione 89376-97-6 C14H18O3
—— (1RS,2SR,6RS)-1,2-dichloro-9-oxo-8-oxabicyclo-<4.3.0>nonane-2-carboxylic acid 103723-35-9 C9H10Cl2O4
—— (3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-((S,E)-3-hydroxyoct-1-en-1-yl-7,7,8,8-d4)hexahydro-2H-cyclopenta[b]furan-2-one 82290-51-5 C21H38O4Si
—— 5-methyl-3-(2-chloroprop-2-en-1-yl)tetrahydrofuran-2-one 1174396-62-3 C8H11ClO2
—— 4,7,9b-trimethyl-3,3a,6,6a,9a,9b-hexahydrobenzo[de]chromene-2,9-dione 104265-17-0 C15H18O3
—— (1R,4S,5R,8S)-4,8-dibromo-6-oxabicyclo[3.2.1]oct-2-en-7-one 65825-55-0 C7H6Br2O2
—— 3-Butyl-4-propyl-isoxazol-5-on 14668-71-4 C10H17NO2
—— 4.4.6-Trimethyl-3-phenyl-tetrahydropyron-(2) 106596-62-7 C14H18O2
—— (1S)-2endo-bromo-1,3exo,4exo-trihydroxy-6-oxa-bicyclo[3.2.1]octan-7-one 32384-46-6 C7H9BrO5
—— (1R,4R,5R)-1,4-di(tert-butyldimethylsilyloxy)-3-(3-phenylpropyl)cyclohex-2-en-1,5-carbolactone 1259025-86-9 C28H46O4Si2
—— (4R,5R)-5-[(E,E)-hexa-1,3-dienyl]-4,5-dihydro-4-hydroxy-5-methyl-2(3H)-furanone 1266113-91-0 C11H16O3
—— (5S,8R,9R,10S)-3,3-Diethyl-8,9,10-trihydroxy-1,6-dioxa-spiro[4.5]decan-2-one 861213-47-0 C12H20O6
—— 3-(2-bromoallyl)-5-methylene-dihydrofuran-2(3H)-one 1187330-31-9 C8H9BrO2
—— cis-2-benzyl-3-methyl-2-vinyl-5-pentanolide 114199-56-3 C15H18O2
—— (5S,6S)-5-Benzyl-6-heptyl-dihydro-pyran-2,4-dione 109277-37-4 C19H26O3
—— 3-acetyl-3-(3'-oxocyclohexyl)dihydrofuran-2-one 1353763-38-8 C12H16O4
—— (2S,5R)-2-Ethyl-5-phenyl-[1,3]dioxolan-4-one 90581-57-0 C11H12O3
—— β-(hydroxyphenylmethyl)-γ-butyrolactone 1024594-64-6 C11H12O3
—— (3R,7R)-9,13-dimethyl-6-oxatricyclo[8.3.0.0<sup>3,7</sup>]tetradecan-9,13-dien-5,12-dione 1006369-99-8 C14H16O3
—— (1R,3R,6R,9S)-1,6-dimethyl-9-oxatricyclo[5.2.2.0]undecan-2,10-dione 880084-24-2 C12H16O3
—— (2,2-dimethyl-6-oxo-tetrahydro-pyran-4-yl)-acetic acid 859306-72-2 C9H14O4
—— tert-butyl N-[(tert-butoxy)carbonyl]-N-[(1S,5S,6R)-2-oxo-3-oxabicyclo[4.1.0]heptan-5-yl]carbamate 1431611-13-0 C16H25NO6
—— (4R,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-5-((E)-3-oxo-but-1-enyl)-tetrahydro-pyran-2-one 83343-96-8 C16H28O4Si
—— 6-endo-hydroxy-3-exo-(hydroxymethyl)norborn-2-endo-ylacetic acid δ-lactone 77670-59-8 C10H14O3
—— (S)-6-((S,3Z,6Z,9Z)-1-iodopentadeca-3,6,9-trien-1-yl)tetrahydro-2H-pyran-2-one 73279-36-4 C20H31IO2
—— 4,20-Dioxo-4-methyl-1,4-seco-2,3,19-trisnorpregn-5(10)-en-saeure-(1)-lactol 2526-45-6 C19H26O4
—— 5,9-dihydroxy-6-oxo-14,15,16,19-tetranor-8β<i>H</i>-labdan-13-oic acid-9-lactone 108982-74-7 C16H24O4
—— 5-O-(tert-butyldiphenylsilyl)-2-deoxy-D-xylonolactone 138433-77-9 C21H26O4Si
—— 6-methyl-3-methylidene-5-(4-methylphenyl)sulfinyl-6-phenyloxan-2-one 112167-63-2 C20H20O3S
—— [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-[tert-butyl(dimethyl)silyl]oxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] acetate 79902-34-4 C27H44O5Si
—— <3R,6R,7S,1(10)E,4Z>-3-methoxymethoxy-13-nor-1(10),4-germacradieno-12,6-lactone 81780-72-5 C16H24O4
—— (3R,4R,5R)-3-methyl-3,4-bis((triethylsilyl)oxy)-5-(((triethylsilyl)oxy)methyl)dihydrofuran-2(3H)-one 1272971-24-0 C24H52O5Si3