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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
—— 8-phenyl-4-oxatricyclo<4.2.2.0<sup>3,8</sup>>decan-5-one 134834-49-4 C15H16O2
—— 3,5-di-O-acetyl-2,6-dideoxy-D-arabino-hexono-1,4-lactone 78138-34-8 C10H14O6
—— 4-(propan-2-ylsulfanylmethyl)oxetan-2-one 108616-03-1 C7H12O2S
—— 3-Methylene-6-vinyl-hexahydro-benzofuran-2-one 65461-09-8 C11H14O2
—— rac-acetoxy((3aR,6S,6aS)-2-oxohexahydro-2H-cyclopenta[b]furan-6-yl)mercury 82323-01-1 C9H12HgO4
—— (+)-(3R,3aS,6R,6aR)-3-hydroxy-6-iodo-hexahydro-cyclopenta[b]furan-2-one 213678-80-9 C7H9IO3
—— α-hydroxy-γ-butyl-γ-butyrolactone 117339-14-7 C8H14O3
—— 3-(2-hydroxyethyl)-2-oxaspiro[4.5]decan-1-one 1193397-52-2 C11H18O3
—— (6R,8R)-6-iodo-8-propyloxocan-2-one 945772-75-8 C10H17IO2
—— (2-oxotetrahydrofuran-3-yl)zinc(II) bromide 109756-09-4 C4H5BrO2Zn
—— 3-Methyl-cyclohexan-cis-diol-(2,5)-carbonsaeurelacton 90482-32-9 C8H12O3
—— trans-5-(5-Chloro-3-pentenyl)-5-pentanolide 152667-87-3 C10H15ClO2
—— (4R,5R)-5-Allyl-4-hydroxy-5-hydroxymethyl-dihydro-furan-2-one 869210-34-4 C8H12O4
—— (1R,5S,7R)-1,4-dimethyl-7-hydroxy-2-oxabicyclo<3.2.2>nonan-3-one 157327-84-9 C10H16O3
—— 4-Methoxymethyl-5,5-dimethyl-dihydro-furan-2-one 66873-56-1 C8H14O3
—— (R)-4-(2,2,3,3,4,4,5,5,5-nonafluoropentyl)-2-propiolactone 1044747-40-1 C8H5F9O2
—— 915396-28-0 C12H14O7
—— (2aS,4S,5R,5aR,8aR,8bR)-4,5-Dihydroxy-6,6,8b-trimethyl-3-methylene-decahydro-naphtho[1,8-bc]furan-2-one 103769-34-2 C15H22O4
—— 4,4-Dihydroxy-2-octyl-buttersaeure-lacton 3601-58-9 C12H22O3
—— 3-hexyl-3-(2-hydroxy-2-methyl-propyl)-5,5-dimethyl-dihydro-furan-2-one 66094-90-4 C16H30O3
—— ethyl-ethylidene-succinic acid-anhydride 121778-44-7 C8H10O3
—— exo-2-Methyl-exo,exo-8,9-(isopropylidenedioxy)-4-oxa-cis-bicyclo<4.3.0>nonan-3-one 86046-55-1 C12H18O4
—— 3-(2-phenylethyl)-5-trimethylsilyl-3-(trimethylstannyl)cyclohexanone 142944-76-1 C20H34OSiSn
—— (3S)-3-[(4S,9S)-4,9-dimethyl-2,11-dioxa-5,8-diaza-1lambda5-phosphatricyclo[6.3.0.01,5]undecan-1-yl]-3-hydroxy-4,4-dimethyloxolan-2-one 128471-03-4 C14H25N2O5P
—— (1R,7R,12S,14R)-7-(furan-3-yl)-12-(methoxymethoxy)-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,8]heptadeca-2,4(8),9-triene-5,15-dione 1538596-74-5 C22H22O7
—— [(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-methylbut-3-enoate 79902-54-8 C24H34O5
—— 5-methyl-5-(1-semicarbazono-ethyl)-dihydro-furan-2-one 30246-18-5 C8H13N3O3
—— 3-Mercapto-3,5,5-trimethyl-dihydro-furan-2-one 118534-90-0 C7H12O2S
—— (Z)-3-(1-chloroethylidene)-5-phenyldihydrofuran-2(3H)-one 1392486-15-5 C12H11ClO2
—— 17-(4-chlorophenyl)-16-oxadispiro[5.1.6.3]heptadecane-7,15-dione 1220995-63-0 C22H27ClO3
—— (5S,6S,8R,9R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3,4,8-trimethoxy-9-methyl-1-oxa-spiro[4.5]dec-3-en-2-one 70728-54-0 C20H36O6Si
—— (3aR,4S,6aS)-4-Methyl-2-oxo-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-4-carbaldehyde 56175-70-3 C9H10O3
—— 2-bromomethyl-2-carbomethoxy-11,11-dimethyl-6-methoxy-5-oxatricyclo<7,3,0,03,7>dodec-8-en-4-one 77645-58-0 C17H23BrO5
—— 4-methylene-5-oxo-2-tridecyl-tetrahydro-furan-3-carboxylic acid methyl ester 412300-70-0 C20H34O4
—— 2(3H)-Furanone, 5-(cyclohexylmethyl)dihydro-3,3-dimethyl- 104222-97-1 C13H22O2
—— (3aS,6aR)-3,3-Dimethyl-1-((S)-1-phenyl-ethyl)-tetrahydro-furo[3,2-c]isoxazol-5-one 102341-91-3 C15H19NO3
—— 2,7-di-O-tert-butyldiphenylsilyl-D-glycero-D-gulo-heptono-1,4-lactone 129415-29-8 C39H48O7Si2
—— (3R,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-dihydro-furan-2-one 213458-03-8 C18H37N3O5Si2
—— 6,6-dimethyl-4,8-dioxo-5-methoxycarbonyl-2-propyliden-3-oxabicyclo<3.3.0>octane 138972-42-6 C14H18O5
—— (S)-7-isopropyl-10-methyl-1-oxaspiro[4.5]deca-7,9-diene-2,6-dione 1399009-57-4 C13H16O3
—— 8a-methyl-3'-methylidenespiro[3,4,4a,5,7,8-hexahydro-2H-naphthalene-6,5'-oxolane]-1,2'-dione 65495-09-2 C15H20O3
—— 2-bromo-3-O-tert-butyldimethylsilyl-2-deoxy-D-arabinono-1,4-lactone 142329-64-4 C11H21BrO4Si
—— (2S,4R)-4-Methyl-5-oxo-tetrahydro-furan-2-carbaldehyde 88218-41-1 C6H8O3
—— 1224633-01-5 C22H40O4Si
—— [(1'S,4S,5'S,6'R,10'S,11'S,12'S,13'R)-13'-hydroxy-2,2,11',15',18',18'-hexamethyl-3'-oxo-10'-phenylmethoxyspiro[1,3-dioxolane-4,7'-2,4-dioxatetracyclo[12.3.1.01,5.06,11]octadeca-8,14-diene]-12'-yl] (1S,4R)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate 155899-03-9 C41H52O11
—— 3-[(1R,5R,8R)-8-iodo-7-oxo-6-oxabicyclo[3.2.1]oct-2-en-1-yl]propanal 85585-60-0 C10H11IO3
—— 3,3'-(Bicyclo<5.1.0>oct-8-yliden)bis<4-hydroxy-2(5H)-furanon> 113087-61-9 C16H18O6
—— (1R,3R,4R,5R)-3,4-O,O'-isopropylidene quinide acetate 42566-78-9 C12H16O6
—— N-(diethylcarbamothioyl)-2-(2,2-dimethyl-5-oxotetrahydrofuran-3-yl)acetamide 942891-41-0 C13H22N2O3S
—— 4-hydroxy-3,5,5-trimethyl-4-(p-tolyl)-4,5-dihydrofuran-2(3H)-one 122756-91-6 C14H18O3