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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-ethoxy-3-ethyl-dihydro-furan-2-one 3494-92-6 C8H14O3
—— 3-O-acetyl-2,5,6-trideoxy-D-threo-hexono-1,4-lactone 79580-67-9 C8H12O4
—— [(2S,3S,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-5-oxo-tetrahydro-furan-3-yl]-acetic acid methyl ester 127231-86-1 C25H32O5Si
—— 128260-88-8 C18H24O5
—— (4S,5R)-5-Allyl-4-tert-butoxy-dihydro-furan-2-one 140694-51-5 C11H18O3
—— (+/-)-4a,5,6,7-tetrahydro-1,6,6-trimethylcyclopenta<c>pyran-3(4H)-one 126753-72-8 C11H16O2
—— (3aS,4S,5R,6aR)-4,5-Dihydroxy-hexahydro-cyclopenta[b]furan-2-one 55298-31-2 C7H10O4
—— (1R,2S,4S,8R)-8-acetyl-4,6-dibromo-3'H-spiro[bicyclo[2.2.2]oct[5]ene-2,2'-furan]-3,5'(4'H)-dione 1399009-81-4 C14H14Br2O5
—— methyl 2-(benzylthiomethyl)-4,5-dimethyl-3-oxo-2,3-dihydrofuran-2-yl-acetate 90363-31-8 C17H20O4S
—— 5-ethyl-4,5-dimethyl-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 55558-07-1 C11H18O4
—— (8R,9R)-8-Formyl-9-methyl-11-oxo-10-oxa-tricyclo[7.2.1.0<sup>2,8</sup>]dodecane-1-carboxylic acid methyl ester 59104-46-0 C15H20O5
—— 82207-84-9 C14H15BO4
—— 2-Oxo-tetrahydro-furan-3-carboxylic acid methylamide 69336-97-6 C6H9NO3
—— ent-13-acetoxy-10β-hydroxy-1α-iodo-16-oxo-17,20-bisnorgibberellane-7,19-dioic acid 7-methyl ester 19,10-lactone 160776-39-6 C21H25IO7
—— bis-(2,4,5-trioxo-tetrahydro-[3]furyl)-methane 34457-83-5 C9H4O8
—— Hexahydrobudlein A-acetat 60147-82-2 C22H30O8
—— (-)-(1R,5R)-6-tert-butoxycarbonyl-2,7-dioxa-6-azabicyclo[4.3.0]nonan-3-one 939823-62-8 C11H17NO5
—— (Z)-3-(3'-tert-butyldimethylsiloxy)propylideneoxolan-2-one 172472-92-3 C13H24O3Si
—— 3-O-acetyl-5,6-didehydro-2,5,6-trideoxy-D-threo-hexono-1,4-lactone 79580-66-8 C8H10O4
—— 6-Trimethylsilanyloxy-3-(1-trimethylsilanyloxy-propyl)-3,4-dihydro-pyran-2-one 134923-84-5 C14H28O4Si2
—— (4S,5S,6S)-7,7-Dimethoxy-4,6-dimethylheptan-5-olide 132125-12-3 C11H20O4
—— (4S,5R)-5-methyl-4-phenyltetrahydro-2H-pyran-2-one 1140912-44-2 C12H14O2
—— (4aS,5R,6R)-5-Ethyl-6-hydroxy-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-1-one 15216-25-8 C10H14O4
—— (1<i>S</i>)-10-{3-[acetyl-(4-acetylamino-butyl)-amino]-propyl}-2<i>exo</i>-ethyl-3-oxa-10-aza-bicyclo[4.3.1]decan-4-one 67294-12-6 C21H37N3O4
—— (3aR,8S,8aS)-3-Methylene-8-phenylselanyl-octahydro-cyclohepta[b]furan-2-one 131165-60-1 C16H18O2Se
—— 5,5-diethyl-3-propan-2-yloxolan-2-one 134178-42-0 C11H20O2
—— 3,3,7,8-Tetramethyl-9-oxo-10-oxabicyclo<5.3.0>dec-1-en 41437-64-3 C13H20O2
—— (1R,4R,5S)-4-Ethoxy-6,6,7,7-tetramethyl-3-oxa-bicyclo[3.2.0]heptan-2-one 70870-97-2 C12H20O3
—— tert-butyl (1S,2S,4R,5R)-4-iodo-7-oxo-6-oxabicyclo[3.2.1]octan-2-ylcarbamate 1334880-44-2 C12H18INO4
—— (3R,4R,5R,6R)-Dihydro-3,5-dimethyl-4-hydroxy-5-(1-hydroxypropyl)-2(3H)-furanone 118975-03-4 C9H16O4
—— (S)-4,4-dichloro-3-isopropylisoxazolidin-5-one 1301708-25-7 C6H9Cl2NO2
—— 6-azido-2,6-dideoxy-D-ribo-hexono-1,4-lactone 767343-94-2 C6H9N3O4
—— Trifluoro-acetic acid (1R,4R,5R)-7-oxo-6-oxa-bicyclo[3.2.1]oct-4-yl ester 201993-84-2 C9H9F3O4
—— (4R,5S)-5-cyclopropyl-4-methyl-dihydrofuran-2(3H)-one 1101254-75-4 C8H12O2
—— 4-Methyl-5-(1-methyl-butyl)-4-propyl-dihydro-furan-2,3-dione 96909-84-1 C13H22O3
—— (4Z,9Z)-Oxacycloundeca-4,9-diene-2,7-dione 58597-79-8 C10H12O3
—— 5-ethoxy-3,5-dimethyl-4-pentyl-dihydro-furan-2-one 38134-44-0 C13H24O3
—— (3aR,7S,8S,8aS)-7-Hydroxy-8-iodo-3-methylene-octahydro-cyclohepta[b]furan-2-one 60916-81-6 C10H13IO3
—— 2-trimethylsilanylmethyl-glutaric acid-anhydride 17865-04-2 C9H16O3Si
—— (3aS,5R,6aS)-5-(tert-Butyl-diphenyl-silanyloxy)-hexahydro-cyclopenta[b]furan-2-one 127232-02-4 C23H28O3Si
—— 2,3,4-tri-O-acetyl-6-O,N-carbonylidene-5-deoxy-1,5-imino-α-D-glucopyranosyl trichloroacetimidate 297730-79-1 C15H17Cl3N2O9
—— 82656-37-9 C13H20O4
—— 145397-99-5 C11H17IO2
—— 9-Methylidene-2-oxabicyclo[3.3.1]nonan-3-one 139294-53-4 C9H12O2
—— 10,11-diphenyl-3,7-dioxabicyclo[7.2.0]undecane-2,8-dione 25804-58-4 C21H20O4
—— (S)-5-cyclopentyldihydrofuran-2(3H)-one 1101254-81-2 C9H14O2
—— (2S,6S,7S,9S,15R)-15-{(2S,5R,6R,8S)-8-[(S)-2-(Benzothiazole-2-sulfonyl)-1-methyl-ethyl]-5-benzyloxy-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 220690-91-5 C53H59NO10S2
—— d7-(+/-)-γ-dodecalactone 1104979-35-2 C12H22O2
—— (5S,6R)-5-methyl-6-[2-tri(propan-2-yl)silyloxyethyl]oxan-2-one 947321-13-3 C17H34O3Si
—— (1S,7S)-1-Methyl-4-oxabicyclo<5.3.0>decane-5,10-dione 114611-47-1 C10H14O3