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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
—— α-Isobutoxymethyl-γ-chlor-δ-hydroxy-γ-valerolacton 20297-54-5 C10H17ClO4
—— (3aR,7aS)-3a-Methyl-7-phenylselanyl-hexahydro-benzofuran-2-one 147397-85-1 C15H18O2Se
—— 9-(Cyclohexen-1-yl)-1,7-dioxaspiro[4.4]nonan-8-one 1198472-33-1 C13H18O3
—— trans-1,2-Adiponylcyclohexan 4118-39-2 C12H18O4
—— (4S,5S)-4-Hydroxy-5-((R)-1-iodo-butyl)-dihydro-furan-2-one 104426-37-1 C8H13IO3
—— (4S,5R,6S)-4-Hydroxy-5-iodo-6-propyl-tetrahydro-pyran-2-one 104426-34-8 C8H13IO3
—— Acetyl-11-epi-dihydropseudoivalin 1461-42-3 C17H24O4
—— Cycloepixanthocidin 84415-22-5 C11H16O5
—— (8R,16R)-8,16-dimethyl-1,9-dioxacyclohexadecane-2,10-dione 121053-54-1 C16H28O4
—— (4R,6R,7R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-7-methyl-oxepan-2-one 191410-05-6 C13H26O4Si
—— (4R,6R,7R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-methoxy-phenyl-silanyloxy)-7-methyl-oxepan-2-one 202859-87-8 C24H42O5Si2
—— 6-(3-methyl-butylsulfanyl)-2-trichloromethyl-5,6-dihydro-[1,3]oxazin-4-one 40070-09-5 C10H14Cl3NO2S
—— opt.-inakt. 4-Aethoxycarbonyl-5-chlor-4-hydroxy-5-phenyl-valeriansaeure-lacton 2902-75-2 C14H15ClO4
—— (2R,5R)-2-Ethyl-5-phenyl-[1,3]dioxolan-4-one 90581-56-9 C11H12O3
—— (R)-3-(5-Methyl-2-pyrrolidinylidene)furan-2-one 138722-99-3 C9H13NO2
—— 2-Hydroperoxy-2,3-dimethyl-1,6-dioxa-4-aza-spiro[4.4]non-3-en-7-one 343945-39-1 C8H11NO5
—— 2,2,2-trifluoro-N-(3-hydroxy-2,2-dimethyl-6-oxooxan-4-yl)acetamide 82010-46-6 C9H12F3NO4
—— xestospongienes C 1263368-12-2 C14H20Br2O3
—— tert-butyl 2-{(1R,4R,7S,8S)-7-(4-methoxyphenyl)-8-nitro-3,6-dioxo-2-oxabicyclo[2.2.2]octan-1-yl}acetate 1312102-29-6 C20H23NO8
—— (3aS,6aR)-4-Isopropyl-5-methyl-3a,6a-dihydro-3H-cyclopenta[c]furan-1,6-dione 80927-81-7 C11H14O3
—— 3-acetyl-5-phenyl-5(E)-3,4,8,9-tetrahydrooxonin-2-(3H)-one 1316753-39-5 C16H18O3
—— (4R,5R)-5-(hydroxymethyl)-4-prop-2-ynoxyoxolan-2-one 1312439-61-4 C8H10O4
—— (Z)-7,7,9,9-tetramethyl-8-(1-methylethenyl)-1-oxaspiro<4.5>decan-2-one 113831-13-3 C16H26O2
—— 3-bromomethyl-2-carboxy-11,11-dimethyl-5-oxatricyclo<7,3,0,03,7>dodec-8-en-4-one 61013-73-8 C15H19BrO4
—— 3,3-undecamethyleneglutaric anhydride 64835-82-1 C16H26O3
—— (2aS,5aR,7aS,7bS)-7b-Methyl-2a,5a,6,7,7a,7b-hexahydro-indeno[1,7-bc]furan-2,3-dione 89376-96-5 C11H12O3
—— (2R,4S,5S,6S)-5-hydroxy-2,3,6-trimethyloct-7-enoic acid δ-lactone 82917-28-0 C11H18O2
—— α-Hydrazono-γ-butyrolacton 55648-15-2 C4H6N2O2
—— 3-<α,β-Bis-hydroxymethyl-acrylyloxy>-4-<α-carboxy-vinyl>-1.2;7.8-diepoxy-5-hydroxy-1-hydroxymethyl-7-methyl-cyclododecan-lacton-(4<sup>2</sup>->5) 4176-92-5 C20H26O9
—— (2-Ethoxy-4-ethyl-5-oxo-tetrahydro-furan-3-yl)-acetic acid ethyl ester 19918-68-4 C12H20O5
—— (5R)-5-[(1R)-1-(1-ethoxyethoxy)tridecyl]tetrahydrofuran-2-one 1011733-81-5 C21H40O4
—— ethyl 5-iodo-2-(iodomethyl)-10-oxooxecane-5-carboxylate 1003006-45-8 C13H20I2O4
—— O<sup>3</sup>-Acetyl-O<sup>2</sup>,O<sup>4</sup>-benzyliden-D-ribonsaeure-δ-lacton 20638-72-6 C14H14O6
—— Cyclo-β-isoxanthocidin 84415-20-3 C11H16O5
—— tert-butyl {(S)-[(R)-3-acetyl-2-oxotetrahydrofuran-3-yl](phenyl)methyl}carbamate 1232237-71-6 C18H23NO5
—— (3aα,4α,6aα)dihydro-4-((E)-octen-1-yl)furo<3,4-b>furan-2,6<3H,4H>dione 94859-64-0 C14H20O4
—— 130819-38-4 C13H18O5
—— (3R,5R)-5-(iodomethyl)-3-methyloxolan-2-one 131232-35-4 C6H9IO2
—— (3aR,4S,9aS,9bS)-4-hydroxy-6-methyl-3-methylidene-3a,4,5,7,8,9,9a,9b-octahydrobenzo[de]chromen-2(3H)-one 1294513-68-0 C14H18O3
—— 5,5-dimethyl-3-(2-oxopropyl)tetrahydrofuran-2-one 1174396-66-7 C9H14O3
—— 2,3,6-tri-O-tert-butyldimethylsilyl-D-galactono-1,4-lactone 198420-74-5 C24H52O6Si3
—— (3aα,8aα)-ethyl 2-oxooctahydro-2H-cyclohepta<b>furan-3α-carboxylate 3724-96-7 C12H18O4
—— (3R,5S)-5-((S)-2-methyl-2-((trimethylsilyl)oxy)penta-3,4-dien-1-yl)-3-(phenylselanyl)dihydrofuran-2(3H)-one 1440533-44-7 C19H26O3SeSi
—— 8,8-Dimethoxy-1,6-dimethyl-4-phenyl-2-oxa-6-azabicyclo<2.2.2>octan-3,5-dion 112423-06-0 C16H19NO5
—— (S,Z)-5-(2-iodovinyl)dihydrofuran-2(3H)-one 1607478-73-8 C6H7IO2
—— methyl (2R,3S)-2-ethyl-5-oxo-tetrahydrofuran-3-carboxylate 1199942-04-5 C8H12O4
—— (3R,4S,5R)-5-[(R)-1-Azido-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one 200809-88-7 C24H51N3O5Si3
—— nodulisporacid A 1093379-57-7 C16H20O6
—— 3,3-(4',4'-Dimethylpentamethylen)glutaranhydrid 51111-30-9 C12H18O3
—— (S)-6-hydroxy-4-(mesyloxy)-3,3,6-trimethylheptanoic acid ε-lactone 95574-45-1 C11H20O5S