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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
—— cis-1-methoxy-6-methyl-7-oxabicyclo<4.3.0>non-2-en-8-one 116608-70-9 C10H14O3
—— (+/-)-(3α,5α,8R<sup>*</sup>)-3,8-dibutyl-2,7-dioxaspiro<4.4>nonane-1,6-dione 94842-25-8 C15H24O4
—— 138883-45-1 C20H20O7
—— (2R,3R)-3-t-butyldimethylsiloxy-2-hydroxy-2-methyl-γ-butyrolactone 160114-65-8 C11H22O4Si
—— (+/-)-2-oxo-(4a<i>r</i>)-octahydro-3<i>t</i>,8a<i>t</i>-ethano-chromene-4<i>c</i>-carboxylic acid methyl ester 132858-80-1 C13H18O4
—— (4S,5S)-5-hydroxymethyl-4-C-(1-hydroxy-1-methylethyl)tetrahydrofuran-2-one 136265-74-2 C8H14O4
—— 5(R)-bromo-6-cycloheptyl-2(S)-isopropyl-4(S)-hexanolide 118041-17-1 C16H27BrO2
—— ethyl (3aS,4S,7aR)-7-methyl-3-oxo-6-((triisopropylsilyl)oxy)-1,3,3a,4,5,7a-hexahydroisobenzofuran-4-carboxylate 1579293-60-9 C21H36O5Si
—— (1R,4S,5S,6R)-3-Oxo-5-(3-phenyl-propyl)-2-oxa-bicyclo[2.2.1]heptane-6-carboxylic acid methyl ester 59130-39-1 C17H20O4
—— (2aRS,3SR,8aRS,8bSR)-methyl 3-bromo-2a,3,4,6,7,8,8a,8b-octahydro-2-oxo-1-oxa-acenaphthene-3-carboxylate 122458-03-1 C13H15BrO4
—— 10-hydroxy-7-oxo-16-nor-10β-rosane-15,19-dioic acid-19-lactone 107927-06-0 C19H26O5
—— α-Acetyl-δ-butyloxy-γ-hydroxy-valerolacton 83368-09-6 C11H18O4
—— Trifluoro-acetic acid 8,16-dimethyl-2,5,10,13-tetraoxo-11-(2,2,2-trifluoro-acetoxy)-1,9-dioxa-cyclohexadec-3-yl ester 78174-85-3 C20H22F6O10
—— (3R,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-3-(2-methoxyethoxymethoxy)oxolan-2-one 121103-90-0 C25H34O6Si
—— 5-[1-[[tert-butyl(diphenyl)silyl]oxymethyl]cyclopropyl]-3-cyclopropyl-2,5-dihydro-1,4-oxazin-6-one 873065-96-4 C27H33NO3Si
—— 3-methyl-6-(1-methylpropyl)-caprolactone 136493-70-4 C11H20O2
—— (4R)-dihydro-4-<(1R,2S)-2-hydroxy-1-methylpropyl>furan-2(3H)-one 139301-77-2 C8H14O3
—— 8-iodo-10-phenyloxecan-2-one 114783-97-0 C15H19IO2
—— diethyl (R)-3-methyl-4-methylene-3-((S)-5-oxotetrahydrofuran-2-yl)cyclopentane-1,1-dicarboxylate 1233027-58-1 C17H24O6
—— 5-((E)-1-Chloro-propenyl)-3,3-dimethyl-dihydro-furan-2-one 100067-02-5 C9H13ClO2
—— N-[3-(Acetyl-benzyloxy-amino)-propyl]-2-(4-{[3-(acetyl-benzyloxy-amino)-propylcarbamoyl]-methyl}-5-oxo-[1,3]dioxolan-4-yl)-acetamide 83948-66-7 C31H40N4O9
—— 3-Oxo-2-oxa-bicyclo<2.2.2>oct-7-en-endo-5,exo-6-diamin-bis(trifluoracetat) 82313-40-4 2C2HF3O2*C7H10N2O2
—— 5,5,9-trimethyl-2-(2'-N,N-dimethylaminoethyl)-1-oxaspiro<4,5>decan-2-one 112894-95-8 C16H29NO2
—— 5-hydroxy-1,2-dimethyl-cyclohex-3-enecarboxylic acid lactone 421555-41-1 C9H12O2
—— 2-amino-7,7,9,9-tetramethyl-1-oxa-3-aza-spiro[4.5]dec-2-en-4-one 23780-94-1 C12H20N2O2
—— (1R,3R,5S,8S)-3-hydroxy-8-methyl-2-methylene-8-vinyl-6-oxabicyclo[3.2.1]octan-7-one 851791-18-9 C11H14O3
—— 6-(1,3-bis-methylsulfanyl-propyl)-tetrahydro-pyran-2-one 92490-92-1 C10H18O2S2
—— (1R,3S,6E,10R,13S,14R,17R)-13-hydroxy-3,10,14-trimethyl-16-oxatricyclo[8.6.1.013,17]heptadec-6-ene-5,15-dione 1065475-06-0 C19H28O4
—— 2-((2R,3S,4S)-4-Iodo-2-octyl-5-oxo-tetrahydro-furan-3-yl)-2-phenylselanyl-propionic acid tert-butyl ester 124929-01-7 C25H37IO4Se
—— 1-(4-hexyl-5-oxo-tetrahydro-furan-2-ylmethyl)-pyrrolidin-2-one 59647-55-1 C15H25NO3
—— 6(R)-[2-[8(S)-Hydroxy-2(S)-methyl-6(S)-hydroxymethyl-1,2,3,4,4a(S),5,6,7,8,8a(S)-decahydronaphthyl-1(S)]ethyl]-4(R)-(tert-butyldimethylsilyloxy)-3,4,5,6-tetrahydro-2H-pyran-2-one 114801-61-5 C25H46O5Si
—— 2,7-Dioxatetracyclo<7.1.1.1<sup>4,6</sup>.0<sup>1,6</sup>>dodecan-3,8-dion 87121-91-3 C10H10O4
—— (S)-4-Ethyl-4-hydroxy-tetrahydro-pyran-2-one 72165-48-1 C7H12O3
—— 9-hydroxy-3,3,6,10-tetramethyl-5,6,9,9a-tetrahydro-3H-6,9-methano-pyrano[3,4-d]oxepin-1,8-dione 109340-93-4 C14H18O5
—— (R)-6-(bromomethyl)-6-phenyltetrahydro-2H-pyran-2-one 1261280-19-6 C12H13BrO2
—— 8-[1,3]dithian-2-ylmethyl-2-oxa-bicyclo[3.2.1]octan-3-one 53320-26-6 C12H18O2S2
—— (4R,6R)-6-[(1S,2R)-1-iodo-2-methylhexyl]-4-methyloxan-2-one 193331-90-7 C13H23IO2
—— rac-(3aR,5aR,8aR,8bR)-4,5a,7,7,8a-pentamethyl-1-methylene-2,3,5a,7,8,8a-hexahydro-1H,6H-3a,8b-methano-as-indacene 123675-72-9 C15H20O2
—— (3S,4R,5R,6R)-4-hydroxy-3,5,6-trimethyltetrahydro-2H-pyran-2-one 85699-65-6 C8H14O3
—— (+/-)-3-Aethyl-4-hydroxy-2,2-dimethyl-buttersaeure-lacton 4258-20-2 C8H14O2
—— 6-[(E)-3-methylsulfanylbut-1-enyl]oxan-2-one 109387-83-9 C10H16O2S
—— 5-chloro-3,3,4,4-tetrafluoro-5-trifluoromethyl-dihydro-furan-2-one 68970-39-8 C5ClF7O2
—— (Z)-7-((1S,2R,3S,4R)-3-Methylsulfanylmethylsulfanylmethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-hept-5-enoic acid methylsulfanylmethyl ester 119694-89-2 C18H30O3S3
—— (1R,2R,6R,7R)-8-(tert-Butyl-dimethyl-silanyloxy)-1-methyl-4-oxa-tricyclo[5.2.2.0<sup>2,6</sup>]undec-8-ene-3,5-dione 101968-21-2 C17H26O4Si
—— (4R,6R)-6-[(2S,4R,6R)-4,6-Bis-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-henicosyl]-4-hydroxy-tetrahydro-pyran-2-one 129005-52-3 C58H86O6Si2
—— dihydro-5-ethyl-4-(phenylseleno)-2(3H)-furanone 123883-82-9 C12H14O2Se
—— (3a<i>S</i>)-1,3-dibenzyl-6<i>t</i>-((<i>R</i>)-4,4-dimethyl-2-oxo-(3a<i>r</i>,6a<i>c</i>)-tetrahydro-furan-3-yloxy)-tetrahydro-furo[3,4-<i>d</i>]imidazole-2,4-dione 27979-04-0 C25H26N2O6
—— 2,7-dibromo-2,7-dideoxy-D-glycero-L-gluco-heptono-1,4-lactone 171073-63-5 C7H10Br2O5
—— vitexifolin D 351427-21-9 C19H30O4
—— (2S,3R)-6-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-2-((S)-5-oxo-tetrahydro-furan-3-yl)-hexanal 173864-74-9 C27H36O4Si