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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
—— 626201-44-3 C12H20O6
—— (3aR,4S,5R,6aR)-ethyl-6a-hydroxy-1,1-dimethyl-3-oxo-4-phenylhexahydro-1H-cyclopenta[c]furan-5-carboxylate 1111644-82-6 C18H22O5
—— (4S,5S)-3-(12-dodecyn-1-yl)-4-hydroxy-5-methyltetrahydro-2-furanone 486990-24-3 C17H28O3
—— Paniculid A-acetat 21764-36-3 C17H22O5
—— (3aS,6S,6aR)-hexahydro-3,36-trimethyl-1H-cyclopenta[c]furan-1-one 729602-95-3 C10H16O2
—— Pilosinidin 21963-37-1 C8H10N2O2
—— 9-Methyl-3-oxa-tricyclo[6.2.1.04,9]undecan-2-one 32970-84-6 C11H16O2
—— (1S,3S,4R,5R,6R)-3,4,5-Trihydroxy-7-oxabicyclo[4.3.0]nonan-8-one 345341-18-6 C8H12O5
—— Bis[(2-methyl-5-oxooxolan-2-yl)methyl] propane-1,3-disulfonate 1266341-76-7 C15H24O10S2
—— (3aS,4S,5R,6S,7aS)-5-((tert-butyldimethylsilyl)oxy)-4-fluoro-2-oxooctahydrobenzo[d]oxazole-6-carbaldehyde 1417339-35-5 C14H24FNO4Si
—— 1028433-16-0 C13H18O5
—— (2S,5R,6R)-5-hydroxy-2-methyl-4-oxatricyclo[5.2.1.02,6]dec-8-en-3-one 117436-84-7 C10H12O3
—— (4R)-3-(3-(1,3-dithian-2-yl)-1-hydroxy-3-methylbutyl)-4-(dimethyl(phenyl)silyl)dihydrofuran-2(3H)-one 1256752-94-9 C21H32O3S2Si
—— (S)-3-[(R)-2,4-Bis-(tert-butyl-dimethyl-silanyloxy)-butyl]-5-methyl-3-phenylselanyl-dihydro-furan-2-one 299171-41-8 C27H48O4SeSi2
—— (1S,6R,8R)-8-Methyl-9-oxa-tricyclo[6.2.2.0<sup>1,6</sup>]dodecan-10-one 108793-30-2 C12H18O2
—— 3-acetyl-γ-butyrolactone ethylene acetal 109908-75-0 C8H12O4
—— (2R,3S,4R)-4-Methoxycarbonylamino-2-methyl-6-oxo-tetrahydro-pyran-3-carboxylic acid isopropyl ester 111197-22-9 C12H19NO6
—— 3-(1-hydroxy-2-ethylhexyl)butanolide 78344-42-0 C12H22O3
—— 6-methoxy-5-hydroxy-4,4-dimethyl-tetrahydro-pyr-2-one 118528-15-7 C8H14O4
—— 3α-hydroxyguaia-1(10),4(15),11(13)-trieno-12,6α-lactone 119273-14-2 C15H18O3
—— (S,E)-5-(2-iodovinyl)dihydrofuran-2(3H)-one 1607478-67-0 C6H7IO2
—— (1R,3S,7R,8S)-3-Methyl-5-oxa-tricyclo[5.3.1.0<sup>3,8</sup>]undec-9-en-4-one 134870-11-4 C11H14O2
—— α-Keto-γ-hydroxy-β,β-dibrom-isocaprolacton-(4) 10435-99-1 C6H6Br2O3
—— (1R,5S,Z)-6-(2,2-dimethylpropylidene)-3-oxabicyclo[3.1.0]hexan-2-one 1613445-88-7 C10H14O2
—— 2-O-tertbutyldimethylsilyl-L-threosolactone 849778-73-0 C10H20O4Si
—— (2S,3S)-3-((E)-Non-1-enyl)-5-oxo-tetrahydro-furan-2-carboxylic acid 94889-64-2 C14H22O4
—— 3-acetyl-3-methylselanyloxolan-2-one 80436-87-9 C7H10O3Se
—— 1384477-72-8 C12H14O3
—— tert-butyl (S)-((R)-3-acetyl-2-oxotetrahydrofuran-3-yl)(furan-3-yl)methylcarbamate 1232237-97-6 C16H21NO6
—— (3aS,4S,5S,6aS)-5-iodo-4-((triisopropylsilyl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one 1591270-99-3 C16H29IO3Si
—— (3aR)-3c,5,8-trimethyl-(3ar,9ac)-3a,7,9,9a-tetrahydro-3H,4H-azuleno[6,5-b]furan-2,6-dione 6990-12-1 C15H18O3
—— (3aS,5aS,5bR,7aR,9S,11aR,11bR,13aS,13bS)-9-hydroxy-5a,5b,8,8,11a-pentamethyloctadecahydro-4H-13a,3a-(epoxymethano)cyclopenta[a]chrysen-15-one 122689-52-5 C27H42O3
—— 2,2-bis(trifluoromethyl)-4-trimethylammoniummethyl-4-butanolide bromide 134251-83-5 Br*C10H14F6NO2
—— [(1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 3-methylbutanoate 79902-41-3 C24H36O5
—— (4S,5S)-(+)-hydroxy-5 nonanolide-4 97039-78-6 C9H16O3
—— β-(hydroxyphenylmethyl)-γ-butyrolactone 1024594-65-7 C11H12O3
—— 3-(diphenylphosphinyl)succinic anhydride 1374992-17-2 C16H13O4P
—— 3-methyl-3-(prop-1-en-2-yl)oxetan-2-one 77192-32-6 C7H10O2
—— 4,6-dimethyl-2-oxo-tetrahydro-pyran-3-carbaldehyde 90482-39-6 C8H12O3
—— Z-3-[1-methyl-3-(trimethylsilanyl)prop-2-ynylidene]tetrahydrofuran-2-one 182227-61-8 C11H16O2Si
—— (3aR,4R,5R,6aS)-4-[(E)-(3R)-3-Cyclohexyl-3-hydroxy-propenyl]-hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one 170552-06-4 C16H24O4
—— 4-(3-chloro-1-hydroxypropyl)-2-oxabicyclo[2.2.2]octan-3-one 1318652-00-4 C10H15ClO3
—— rac-(3aR,3a1R,5aR,7aR,8aR)-hexahydro-4H,6H-pentaleno[2,1-b:6,1-b'c']difuran-2,4(3H)-dione 91492-14-7 C11H12O4
—— 8-Hydroxy-3,3,8-trimethyl-1,4-dioxaspiro[4.5]decan-2-one 23438-20-2 C11H18O4
—— t-10-Hydroxy-r-1,7-dioxaspiro<4.5>decan-2-on 80922-75-4 C8H12O4
—— (4aR,7aR)-4a-methyl-4,6,7,7a-tetrahydro-3H-cyclopenta[b]pyran-2,5-dione 109120-95-8 C9H12O3
—— 5-Methyl-2-oxo-5-propyl-tetrahydro-furan-3-carboxylic acid methyl ester 77756-03-7 C10H16O4
—— [2,2'-Bifuran]-5(2H)-one, hexahydro-, (2R,2'S)-rel- 19680-00-3 C8H12O3
—— 15,17-dinor-8,9-secolabdan-8,13-olide 121943-71-3 C18H32O2
—— 4-oxa-1-methyl-5-(N-methylcarbamoyloxy)-tricyclo[5,2,1,02,6 ]dec-8-en-3one 56232-42-9 C12H15NO4