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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
—— (S)-6-(bromomethyl)-6-isopropyltetrahydro-2H-pyran-2-one 1402559-66-3 C9H15BrO2
—— 1427029-75-1 C12H16O5
—— 1427029-73-9 C12H16O5
—— (1R,5R)-3-deuterio-6-oxabicyclo[3.2.1]oct-3-en-7-one 115093-79-3 C7H8O2
—— ((1R,3aS,3bR,6aS,6bR)-6b-methyl-3-oxooctahydrospiro[cyclopenta[3,4]cyclobuta[1,2-c]furan-4,2'-[1,3]dioxolan]-1-yl)methyl pivalate 162238-43-9 C18H26O6
—— (1R,4S,5S)-4-Methylsulfanyl-6-oxa-bicyclo[3.2.2]nonan-7-one 105679-10-5 C9H14O2S
—— 3-methyl-4-(2-pentyl)butyrolactone 1460240-43-0 C10H18O2
—— 2,5-Dibromo-2,5-dideoxy-D-arabinono-γ-lactone 78138-88-2 C5H6Br2O3
—— (Z)-17-carboxygibberelin A<sub>4</sub> dimethyl ester 129839-81-2 C22H28O7
—— 69749-06-0 C20H18O6
—— 1192815-64-7 C14H28O3Si
—— 2,4,4-Trimethyl-parpconsaeure 90482-54-5 C8H12O4
—— 1,3-Dimethylcyclopropanedicarboxylic anhydride 80483-83-6 C7H8O3
—— 3α,5α-dihydroxy-2β-<3α-((tert-butyldiphenylsilyl)oxy)-trans-1-octenyl>-1α-cyclopentaneacetic acid γ-lactone 3-(tetrahydropyranyl ether) 101249-03-0 C36H50O5Si
—— (3S,4S,4aS,6S,7R,8R,8aS)-3,4,4a,7,8,8a-hexahydro-4-acetoxy-7-hydroxy-3,4a,6,8-tetramethylpyrano[3,2-b]pyran-2(3H)-one 1039034-22-4 C14H22O6
—— 71425-70-2 C17H28O3S2Si
—— 6-(bromomethyl)-4,6-diphenyltetrahydro-2H-pyran-2-one 1433223-48-3 C18H17BrO2
—— (S)-4-((1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carbonyloxy)-10-oxa-bicyclo[6.3.2]trideca-1(11),8,12-triene-12,13-dicarboxylic acid diethyl ester 108235-43-4 C28H36O9
—— 3-phenyl-5(E)-(1-iodoethylidene)tetrahydro-2-furanone 79054-05-0 C12H11IO2
—— 1402922-16-0 C13H18O2
—— 5-(1-Chloro-2-methyl-propenyl)-dihydro-furan-2-one 100066-93-1 C8H11ClO2
—— rel-(1S,5S)-1-(3-cyanopropyl)-5-methyl-6-oxabicyclo<3.2.1>oct-2-en-7-one 99310-27-7 C12H15NO2
—— 4-chloro-1,2-dimethyl-6-oxabicyclo<3.2.1>octan-7-one 79743-58-1 C9H13ClO2
—— 7,8-[(2)H2]-δ-octalactone 1082582-24-8 C8H14O2
—— (1R,5R,6R)-2-oxa-3-oxobicyclo[3.2.1]octane-6-acetic acid 802911-63-3 C9H12O4
—— (3aS,6S,6aS)-3,3-Dichloro-6-trimethylsilanyl-3,3a,6,6a-tetrahydro-cyclopenta[b]furan-2-one 63319-64-2 C10H14Cl2O2Si
—— 5,5,9-trimethyl-2-(3'-N,N-dimethylaminopropyl)-1-oxaspiro<4,5>decan-2-one 112894-96-9 C17H31NO2
—— (S)-3-(1-amino)ethylidene-5-methyl-furan-2,4-dione 127420-59-1 C7H9NO3
—— 3-butyl-3-(dimethylamino)-5-methyldihydrofuran-2(3H)-one 208048-93-5 C11H21NO2
—— Camphansaeure-<2-hydroxy-2,4,4-trimethyl-3-(3-oxobut-1-enyl)cyclohexyl>ester 108886-20-0 C23H34O6
—— 4-(3-amino-acetonyl)-dihydro-furan-2-one; hydrochloride 51240-50-7 C7H11NO3*ClH
—— (cyclopentenyl-1')-4a hexahydro-1,3,4,4a,5,6 cyclopenta<c>pyrannone-1 92898-44-7 C13H16O2
—— 3-chlorocarbonyl-4-phenyl-4-(trifluoromethyl)butanolide 121289-67-6 C12H8ClF3O3
—— 3-O-acetyl-5-bromo-2,5-dideoxy-D-threo-pentono-1,4-lactone 78139-01-2 C7H9BrO4
—— (3S,6R)-6-<<(tert-Butyldimethylsilyl)oxy>methyl>-3-methyltetrahydropyran-2-one 130258-54-7 C13H26O3Si
—— 6-hydroxy-3,3,6,7-tetramethyl-1-oxo-hexahydro-isochroman-8-carboxylic acid 100874-32-6 C14H22O5
—— N-[(S)-2'-N-(tert-butoxycarbonyl)amino-1'-propyl]-5-oxo-(S)-2-tetrahydrofurancarboxamide 959833-71-7 C13H22N2O5
—— isocoronarin D 138965-88-5 C20H30O3
—— 5-Oxo-2-pentyl-tetrahydro-furan-3-carboxylic acid methyl ester 18363-01-4 C11H18O4
—— (5S,6R)-5,6-dimethyloxepan-2-one 1041325-20-5 C8H14O2
—— 80388-63-2 C15H20O4
—— α-Thiopropionyl-γ-butyrolacton 26792-30-3 C7H10O2S
—— (3a'S,4'R,6'R,10'S,11a'R)-6',10'-dimethyl-2',5,7'-trioxo-3a',4,4',5,5',6',7',10',11',11a'-decahydro-2'H,3H-spiro[furan-2,3'-[6,9]epoxycyclodeca[b]furan]-4'-yl isobutyrate 75197-74-9 C21H26O8
—— trans-α-Propyl-paraconsaeure 98558-97-5 C8H12O4
—— (2R,3R)-2-but-3-en-2-yl-N,N-diethyl-2-methyl-5-oxooxolane-3-carboxamide 110794-72-4 C14H23NO3
—— ((1R,4S)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl)-L-glycine-2-d 88315-13-3 C12H17NO5
—— (1S,5S,6S,7R,8R)-7-[tert-butyl(dimethyl)silyl]oxy-6-(dimethoxymethyl)-8-hydroxy-2-oxabicyclo[3.2.1]octan-3-one 158469-39-7 C16H30O6Si
—— (1R*,2S*,3S*,5R*,6R*)-tert-butyldimethyl<(3-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-hydroxy-4-oxo-1-cyclohexyl)oxy>silane 103383-25-1 C20H42O4Si2
—— 2-hydroxymethylenepentan-5-olide 122456-52-4 C6H8O3
—— L-<i>lyxo</i>-2-deoxy-hexonic acid-4-lactone 151670-07-4 C6H10O5