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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
—— 1,2-Dehydro-12-oxomarrubiastrol 67362-66-7 C20H22O5
—— 7-Methyl-8-methylene-5-oxa-spiro[3.4]octan-6-one 128813-11-6 C9H12O2
—— 475232-92-9 C6H8O2
—— Acetic acid (8R,9R)-7-methyl-3-oxo-2-oxa-tricyclo[6.4.0.0<sup>4,9</sup>]dodec-5-en-10-yl ester 66278-34-0 C14H18O4
—— 4-Isopropylidenpentanolid 63704-14-3 C8H12O2
—— (3aS,5S,9aS,10S,12S,13S,13aR,13bS)-12-chloro-5,13-dihydroxy-13-(hydroxymethyl)-6,9a,14,14-tetramethyl-10-((triethylsilyl)oxy)-4,5,9,9a,10,11,12,13,13a,13b-decahydro-8H-3a,7-methanobenzo[3,4]cyclodeca[1,2-d][1,3]dioxole-2,8-dione 153145-33-6 C27H43ClO8Si
—— 4-hydroxy-5-methyl-7-oxo-6-oxa-bicyclo[3.2.1]octane-2-carboxylic acid 90674-02-5 C9H12O5
—— 6-Ethyl-3-methylene-hexahydro-benzofuran-2-one 65461-07-6 C11H16O2
—— 4-Hexadecylidene-3-tetradecyloxetan-2-one 1526904-25-5 C33H62O2
—— (4aS,8R,8aS)-8-Bromo-4a,6,8-trimethyl-4,4a,8,8a-tetrahydro-3H-chromene-2,7-dione 67471-88-9 C12H15BrO3
—— tert-butyl ((1S,5S,6R)-1-methyl-2-oxo-3-oxabicyclo[4.1.0]heptan-5-yl)carbamate 1431611-25-4 C12H19NO4
—— 3-(2-hydroxy-2-methyl-propyl)-5,5-dimethyl-3-pentyl-dihydro-furan-2-one 66094-89-1 C15H28O3
—— 17-(4-bromophenyl)-16-oxadispiro[5.1.6.3]heptadecane-7,15-dione 1220995-62-9 C22H27BrO3
—— 1360447-37-5 C17H19NO4
—— 3-(2-hydroxy-2-methyl-propyl)-3,5,5-trimethyl-dihydro-furan-2-one 66094-85-7 C11H20O3
—— 1,3-dimethyl-cyclohexane-1,2,3-tricarboxylic acid-1,3-anhydride-2-methyl ester 854710-46-6 C12H16O5
—— 1397692-77-1 C21H26O2Si
—— Bisnordeoxyvernolepin 59076-95-8 C13H16O4
—— (Z)-5,5-bis(hydroxymethyl)-3-decylideneoxolan-2-one 717123-23-4 C16H28O4
—— (E)-(1S,8R,9R)-4-((Z)-1-Chloro-propenyl)-8-methyl-6,12-dioxa-tricyclo[6.2.2.0<sup>1,9</sup>]dodec-3-ene-2,5,11-trione 60958-78-3 C14H13ClO5
—— 3,3-Dimethyl-cis-5-hydroxy-trans-2-<3-oxo-trans-octenyl-(1)>-cyclopentan-essigsaeure-(1)-γ-lacton 68578-36-9 C17H26O3
—— (+)-(R)-3-(4-chlorophenyl)oxepan-2-one 1402080-73-2 C12H13ClO2
—— (1S,4S,4'R,5R)-4'-(1-hydroxybut-3-enyl)spiro[bicyclo[2.2.1]hept-2-ene-5,3'-oxolane]-2'-one 1384477-57-9 C14H18O3
—— cis-4,5-Dimethyl-2-oxo-tetrahydrofuran-3-carbonsaeure-amid 13916-72-8 C7H11NO3
—— meso-bi(4,5,5-trimethyl-2-oxomorpholin-3-yl) 136476-51-2 C14H24N2O4
—— 4-(hexylsulfanylmethyl)oxetan-2-one 108615-98-1 C10H18O2S
—— (3aR,4S,6S,7S,7aR)-7-Bromo-4-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-tetrahydro-furo[3,2-c]pyran-2-one 137334-48-6 C15H27BrO5Si
—— rel-(7R)-7-Methyl-11-oxo-10-oxabicyclo<5.4.1>dodeca-1,5-diene 139026-02-1 C12H16O2
—— (S)-5-Hexyl-3-methylene-dihydro-furan-2-one 101693-58-7 C11H18O2
—— (4aS,7aS)-3,3-Dimethyl-7a-((Z)-propenyl)-hexahydro-cyclopenta[b]pyran-2-one 98944-11-7 C13H20O2
—— (4aS,8aS,12aR,16aR)-perhydrodipyrano<3,2-b:3',2'-h><1,7>dioxacyclododecane-6,14-dione 103710-74-3 C16H24O6
—— (1S,4S,4'R,5R)-4'-(2-oxobutyl)spiro[bicyclo[2.2.2]oct-2-ene-5,3'-oxolane]-2'-one 1384477-76-2 C15H20O3
—— 5-aminomethyl-2-oxo-tetrahydro-furan-3-carboxylic acid amide 861357-09-7 C6H10N2O3
—— (E)-4,4,7-Trimethyl-2-oxo-6-hydroximino-2H,4H,5H,6H,7H-furo-<3,4-b>pyran 72900-51-7 C10H13NO4
—— 5-(1'-iodo-1'(Z)-hexenyl)-4,5-dihydro-2(3H)-furanone 1100356-33-9 C10H15IO2
—— (3aR,3bR,6aS,6bS)-Tetrahydro-2,5-dioxa-cyclobutadicyclopentene-1,4-dione 31351-34-5 C8H8O4
—— 3-ethyl-3-(2-hydroxy-2-methyl-propyl)-5,5-dimethyl-dihydro-furan-2-one 66094-86-8 C12H22O3
—— (3S,5R,6R)-6-((1R,3R)-1,3-Dimethyl-pent-4-enyl)-3,5-dimethyl-tetrahydro-pyran-2-one 129117-27-7 C14H24O2
—— rel-(3aR,4R,7aS)-4-hydroxy-6-(methoxymethoxymethyl)-3a,4,7,7a-tetrahydrobenzo<b>furan-2(3H)-one 92463-80-4 C11H16O5
—— (1S,5S,7R)-7-Methyl-3,6-dioxa-bicyclo[3.2.1]octan-2-one 136596-86-6 C7H10O3
—— (1S,7S)-9-Oxo-8-oxa-tricyclo[5.2.2.0<sup>2,6</sup>]undeca-4,10-diene-10-carboxylic acid methyl ester 69697-27-4 C12H12O4
—— (R)-3-fluoromethyl-δ-valerolacton 132868-50-9 C6H9FO2
—— (S)-6-[(S)-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-tetrahydro-pyran-2-one 129694-19-5 C11H18O5
—— 2-Butyl-5-methyl-1,3-dioxa-spiro[5.5]undecan-4-one 74942-36-2 C14H24O3
—— ((R)-2-Iodomethyl-6-oxo-tetrahydro-pyran-4-yl)-carbamic acid tert-butyl ester 551964-17-1 C11H18INO4
—— 2-(2-Oxopropyliden)-γ-valerolacton 53143-36-5 C8H10O3
—— Acetic acid (3S,3aS,6R,7R,8R,8aS)-8-acetyl-3,6-dimethyl-2-oxo-7-vinyl-octahydro-cyclohepta[b]furan-6-yl ester 303179-39-7 C17H24O5
—— (4R<sup>*</sup>,6R<sup>*</sup>)-4-hydroxy-6-methyl-6-phenyl-1-oxacyclohexan-2-one 135974-03-7 C12H14O3
—— 6-endo-Hydroxy-3-methylenbicyclo<2.2.1>heptan-2-endo-carbonsaeure-γ-lacton 24657-47-4 C9H10O2
—— (4S,5S)-4-benzyl-5-(hydroxymethyl)dihydrofuran-2(3H)-one 1423026-42-9 C12H14O3