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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-acetoxymethyl-6-oxo-3,5-diphenyl-tetrahydro-pyran-3-carbonyl chloride 102478-54-6 C21H19ClO5
—— 5-glycoloyl-3-methoxymethyl-3,5-diphenyl-tetrahydro-pyran-2-one 102448-56-6 C21H22O5
—— <1,2-O-isopropylidene-β-L-threo-tetrofurano>-<3,4-f>-(3S,4S,5R)-3-<(tert-butyldimethylsiloxy)methyl>-4,5-dicarboxycyclohexene-4,5-anhydride 79507-15-6 C20H30O7Si
—— (3aS,6S,6aS,9bR)-6-Methoxymethyl-3a,4,5,6,6a,7,8,9b-octahydro-3H-azuleno[4,5-b]furan-2-one 85013-09-8 C14H20O3
—— (3aR,5aS,8aR)-5a-Chloro-3,3a,5a,6-tetrahydro-2H-dicyclopenta[b,c]furan-1,5-dione 137538-03-5 C10H9ClO3
—— γ-Butyrolacton-α-carbonsaeureamid 89463-90-1 C5H7NO3
—— tert-butyl (2S,3S,4S)-3-(tert-butyldimethylsilyloxy)-2-methyl-6-oxotetrahydro-2H-pyran-4-ylcarbamate 1575517-46-2 C17H33NO5Si
—— γ-Cyano-γ-butyrolacton 52065-77-7 C5H5NO2
—— 3,11-Dihydroxy-8,16-dimethyl-1,9-dioxa-cyclohexadecane-2,5,10,13-tetraone 78174-84-2 C16H24O8
—— (+/-)-all-cis-3,3a,4,5,6,6a-Hexahydro-5-hydroxy-3-oxo-1H-cyclopenta<c>furan-4-carbonsaeure 110192-09-1 C8H10O5
—— (4R,6R)-4-tert-butoxycarbonylamino-6-<(1R)-1-(tert-butoxycarbonylamino)ethyl>tetrahydropyran-2-one 119961-22-7 C17H30N2O6
—— (5R,11R,14R,2'R,5'R,1''S)-5,11-bis(methoxymethoxy)-14-[5'-(1'''-methoxymethoxy-pentadecyl)-tetrahydro-furan-2'-yl]-oxacyclotetradecan-2-one 865091-28-7 C38H72O9
—— 3-(phenylselanyl)tetrahydro-2H-pyran-2-one 68872-77-5 C11H12O2Se
—— 1258203-90-5 C13H15IO2
—— (5R,6S)-5-Benzyl-6-phenyl-dihydro-pyran-2,4-dione 109277-41-0 C18H16O3
—— 3,5,5-Trimethyl-4-methylene-dihydro-furan-2-one 128813-16-1 C8H12O2
—— 4α-carboxy-1α,7β,13α-trihydroxy-13,16-seco-ent-19-norbeyeran-16-oic acid 13,16-lactone 1012876-92-4 C20H30O6
—— (3R,4S)-3-((S)-4,4-Dimethyl-2-oxo-cyclopentyl)-4-phenyl-oxetan-2-one 105619-69-0 C16H18O3
—— 12-oxo-13,14,15,16-tetranor-ent-halim-5(10)-en-18,2β-olide 1114282-56-2 C16H22O3
—— CCDC 721025 1176877-14-7 C18H24O6
—— trans-β-methyl-γ-isopropyl-γ-butyrolactone 85710-97-0 C8H14O2
—— 1147756-73-7 C16H26O3Si
—— (R,E)-6-(hex-1-en-1-yl)tetrahydro-2H-pyran-2-one 1569091-44-6 C11H18O2
—— (4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[2-((1S,2S,6S,8S,8aR)-8-hydroxy-2,6-dimethyl-1,2,3,5,6,7,8,8a-octahydro-naphthalen-1-yl)-ethyl]-tetrahydro-pyran-2-one 118682-47-6 C25H44O4Si
—— 4-Methyl-2-oxo-5-phenyl-tetrahydro-furan-3-carbonitrile 53826-30-5 C12H11NO2
—— α-methylenebutyrplactone 96625-45-5 C14H14O4
—— 4,4-bis-acetoxymethyl-dihydro-furan-2-one 86015-30-7 C10H14O6
—— 2,3,5-trideoxy-3,5-di-C-methyl-D-talo-heptono-1,4-lactone 105676-52-6 C12H20O4
—— 3,4-diazatricyclo<5.2.1.02,6>deca-3,8-diene-endo-cis-2,6-dicarboxylic anhydride 128635-96-1 C10H8N2O3
—— (4R,6R)-6-{2[(1S,2S,6S,8S,8aR)-1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-(2,2-diallyl-4-pentenoyloxy)-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one 159224-85-8 C41H68O6Si2
—— (4R,4aR,8aR)-4-Allyl-octahydro-isochromen-3-one 75866-82-9 C12H18O2
—— α-Hydroxy-α-butylbutyrolacton 53474-93-4 C8H14O3
—— (2R)-3-camphanoylamino-2-fluoropropanoic acid 98897-90-6 C13H18FNO5
—— 3-(2-carbamoyl-2-methyl-6-oxo-cyclohexyl)-propionic acid 103985-67-7 C11H17NO4
—— (+)-(2Z,3R,4S)-2-(dodec-11-ynylidene)-3-hydroxy-4-methylbutanolide 1196997-39-3 C17H26O3
—— 5-methyl-5-(4-methyl-decyl)-dihydro-furan-2-one 858482-89-0 C16H30O2
—— (4-ethoxycarbonyl-5,7-dihydroxy-3-oxo-8a-vinyl-octahydro-isochromen-6-ylidene)-malonic acid di-<i>tert</i>-butyl ester 66556-63-6 C25H36O10
—— 1115302-06-1 C7H8O5
—— (+/-)-2<i>t</i>-methyl-10-oxo-(8a<i>t</i>)-octahydro-4a<i>r</i>,1<i>c</i>-oxaethano-naphthalene-2<i>c</i>-carboxylic acid methyl ester 107821-54-5 C14H20O4
—— α-(1,1-dicyano-3-butenyl)-γ-butyrolactone 666738-61-0 C10H10N2O2
—— (1R,2S,5S,6R,7S)-5-[5-trimethylsilyl-3-(E)-pentenyl]-4-oxatricyclo[5.2.1.02,6]dec-8-en-3-one 662112-18-7 C17H26O2Si
—— 4-(3-chlorophenyl)-tetrahydropyran-2-one 1126906-60-2 C11H11ClO2
—— (3R,5S)-3-(3-bromo-2-methylenepropyl)-5-<(tert-butyldiphenylsilyloxy)methyl>-4,5-dihydro-2(3H)-furanone 162518-02-7 C25H31BrO3Si
—— 9-bromo-3,3,6,10-tetramethyl-5,6,9,9a-tetrahydro-3H-6,9-methano-pyrano[3,4-d]oxepin-1,8-dione 108880-28-0 C14H17BrO4
—— (1R,4R,5S) 6,6-dimethyl-4-(2-methyl-prop-2-yl)-3-oxa-bicyclo(3,1,0)hexan-2-one 87255-96-7 C11H18O2
—— (5a<i>R</i>,6<i>R</i>)-7<i>c</i>,8<i>c</i>-epoxy-8a-hydroxy-9<i>anti</i>-isopropenyl-5a-methyl-(5a<i>r</i>,8a<i>c</i>)-tetrahydro-spiro[1<i>c</i>,4<i>c</i>-methano-cyclopent[<i>d</i>]oxepin-6,2'-oxirane]-2,5-dione 2571-87-1 C15H16O6
—— (S)-3-methyl-3-(3-oxopentyl)furan-2,4(3H,5H)-dione 1352125-81-5 C10H14O4
—— (1S,2R,4aR,5R,8aR)-5′-acetyloxymethyl-2′,5′,8′a-trimethyl-spiro-[furan-2(5H),1′(2′H)-decahydronaphthalen]-5-one 1519040-71-1 C19H30O4
—— 2-<sup>14</sup>C-Mevalonsaeure-lacton 18657-73-3 C6H10O3
—— 5-(1'-iodo-1'(Z)-heptenyl)-4,5-dihydro-2(3H)-furanone 1100356-32-8 C11H17IO2