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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
—— (5S)-5-(3'-oxopropyl)tetrahydro-2-furanone 114423-70-0 C7H10O3
—— (3aS,6aR)-6-Acetyl-3a-hydroxy-hexahydro-cyclopenta[c]furan-1-one 79727-48-3 C9H12O4
—— (3aR,6aR,7R,10aS)-7-Methyl-3a,4,5,6,6a,7-hexahydro-3H-2-oxa-cyclopenta[d]naphthalene-1,8-dione 80865-72-1 C13H16O3
—— 910237-03-5 C9H14O6
—— (3aS,4S,6aS)-3,3,4-Trichloro-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one 81650-69-3 C7H5Cl3O2
—— Acetic acid (3R,3aR,6R,6aR)-3,3a,6a-trimethyl-2-oxo-hexahydro-cyclopenta[b]furan-6-ylmethyl ester 75110-96-2 C13H20O4
—— 5-Methylen-4-oxatetracyclo<5.3.2.02,6.08,10>dodec-11-en-3-on 100431-13-8 C12H12O2
—— (3'R,3''R,5'S,5''S)-3',3''-(2-methylene-1,3-propanediyl)bis<5-<(tert-butyldiphenylsilyloxy)methyl>-4,5-dihydro-2(3H)-furanone> 162428-11-7 C46H56O6Si2
—— (3S,5S)-3-((E)-6-hydroxyhexyl)-5-(hydroxymethyl)dihydrofuran-2(3H)-one 1601468-22-7 C11H20O4
—— 3-(1-hydroxycyclohexyl)-4-methylene-1-oxaspiro[4.5]decan-2-one 1428226-81-6 C16H24O3
—— (2S,3S,4S)-3-Methoxycarbonyl-2-hydroxy-dodecanolid-(4) 97394-68-8 C14H24O5
—— ethyl 4-methyl-7-oxo-5-phenyl-6-oxabicyclo[3.2.0]heptane-4-carboxylate 1399841-21-4 C16H18O4
—— 4-[2-((1S,2R,4aR,8aR)-1,2,4a-Trimethyl-5-methylene-decahydro-naphthalen-1-yl)-eth-(Z)-ylidene]-dihydro-furan-2-one 85120-62-3 C20H30O2
—— 7-bromo-2,3,7-trideoxy-L-arabino-heptono-1,4-lactone 119124-94-6 C7H11BrO4
—— (E)-3-(2-(5-methyl-2-oxo-dihydrofuran-3(2H)-ylidene)ethyl)-tetrahydropyran-2-one 1009593-06-9 C12H16O4
—— (S)-Dihydro-4,4-dimethyl-5-(1-methylethyl)-2,3-furandione 124508-44-7 C9H14O3
—— (3S,4R)-3-allyl-4-((R)-2-hydroxy-2-phenylethyl)-3-methyloxetan-2-one 1209462-55-4 C15H18O3
—— (5R,6R)-7-(tert-butyldiphenylsilyloxy)-6-(methoxymethoxy)-5-heptanolide 642454-49-7 C25H34O5Si
—— (3S,4S)-(-)-3-methyl-4-(2-methyl-1,3-dithiolan-2-yl)-2(3H)-dihydrofuranone 869594-45-6 C9H14O2S2
—— 2,5-dibromo-2,5-dideoxy-D-ribono-1,4-lactone 78138-91-7 C5H6Br2O3
—— 3-bromo-3-(bromo-phenyl-methyl)-4,4-diethyl-2-oxo-morpholinium; bromide 54971-56-1 Br*C15H20Br2NO2
—— (4S,6R)-4-tert-butoxycarbonylamino-6-<(1S)-1-(tert-butoxycarbonylamino)ethyl>tetrahydropyran-2-one 119961-22-7 C17H30N2O6
—— (3R,5S)-5-(iodomethyl)-3-propyloxolan-2-one 193266-46-5 C8H13IO2
—— 6-Bromo-1-oxa-spiro[4.4]nonan-2-one 344748-47-6 C8H11BrO2
—— (1R,6R)-1-Ethyl-6-methyl-2-oxa-bicyclo[4.2.0]octan-3-one 72331-83-0 C10H16O2
—— trans-6,6-dimethyl-4-isopropyl-3-oxabicyclo[3.1.0]hexan2-one 98973-92-3 C10H16O2
—— 3,5-O-bis(O-diphenyl-t-butylsilyl)-D-ribonic acid γ-lactone 92512-34-0 C37H44O5Si2
—— (1R,4R,5S,6S)-4,6-Dimethyl-4-(2-methyl-allyl)-2-oxo-3-oxa-bicyclo[3.1.0]hexane-1-carboxylic acid ethyl ester 109272-81-3 C14H20O4
—— (R)-6-butyl-6-[(S)-2-(tert-butyldiphenylsiloxy)-1-(triethylsiloxy)ethyl]tetrahydro-2H-pyran-2-one 1097690-15-7 C33H52O4Si2
—— 6,6-Dimethyl-8a-trifluoromethyl-3a,6,7,8a-tetrahydro-3H,5H-benzo[b]furo[3,2-d]furan-2,4-dione 121626-43-5 C13H13F3O4
—— 5-Ethyl-4-propyl-dihydro-furan-2-one 75306-19-3 C9H16O2
—— 4-Dehydrochinid 4372-93-4 C7H8O5
—— (4S,6S)-4-[dimethyl(phenyl)silyl]-6-pentyl-tetrahydro-2H-pyran-2-one 1326703-71-2 C18H28O2Si
—— (4S,5S)-5-ethyltetrahydro-4-hydroxy-2H-2-pyranone 473251-47-7 C7H12O3
—— 5-Oxo-4-isobutyl-tetrahydrofuran-2-carbonsaeure-ethylester 100053-54-1 C11H18O4
—— 2-Bromo-2-deoxy-D-arabinono-γ-lactone 78138-89-3 C5H7BrO4
—— 2-(E)-bromomethylene-3(R)-hydroxymethyl-4(R)-pentyl-γ-butyrolactone 163959-30-6 C11H17BrO3
—— 7-fluoro-10β-fluoromethyl-1β,8α-dimethylgibbane-1α,4aα-carbolactone 77912-24-4 C19H26F2O2
—— 4-butyldihydrofuran-2-one 124094-62-8 C8H14O2
—— (R,E)-8-((2S,4S)-4-methyl-6-oxotetrahydro-2H-pyran-2-yl)-5-((triethylsilyl)oxy)oct-2-enal 1458062-47-9 C20H36O4Si
—— t-5-Hydroxy-r-4-methyl-c-6(2-methylpropyl)-3,4,5,6-tetrahydro-2H-pyran-2-on 97309-46-1 C10H18O3
—— acetic acid 2,2-bis(methylsulfanyl)-1-(2-oxo-tetrahydropyran-3-yl)ethyl ester 247590-39-2 C11H18O4S2
—— (4R,5S)-4-allyl-5-((S)-2-methylbut-3-ynyl)-dihydrofuran-2(3H)-one 862387-27-7 C12H16O2
—— (2S,3S,4S)-4-acetoxy-4-hydroxy-2-<(1R)-1-hydroxyethyl>-2,3-dimethylbutanoic acid γ-lactone 129519-20-6 C10H16O5
—— (1S,2R,6S,7R)-2-Isobutyryl-4-oxa-tricyclo[5.2.1.0<sup>2,6</sup>]dec-8-en-3-one 82111-83-9 C13H16O3
—— ethyl (3aR,4R,7aS)-1,1,7-trimethyl-3-oxo-6-((triisopropylsilyl)oxy)-1,3,3a,4,5,7a-hexahydroisobenzofuran-4-carboxylate 1579293-62-1 C23H40O5Si
—— (2aR,4S,4aR,6aS,6bS)-2-Oxo-octahydro-pentaleno[1,6-bc]furan-4-carbonyl chloride 127268-73-9 C10H11ClO3
—— 3-(3-Iodo-propyl)-3-(4-trimethylsilanyl-but-3-ynyl)-dihydro-furan-2-one 176687-27-7 C14H23IO2Si
—— (S)-(2-benzyl-5-oxotetrahydrofuran-2-yl)methyl acetate 1637370-62-7 C14H16O4
—— (1R,2S,5R,6R,7S)-5-Methoxy-4-oxa-tricyclo[5.2.2.02,6]undec-8-en-3-one 139231-46-2 C11H14O3