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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
—— (4S)-4-<(1S,2R)-5-(tert-butyldiphenylsiloxy)-1-<(1S)-1-hydroxy-2-(phenylselenyl)ethyl>-2-methylpentyl>dihydro-2(3H)-furanone 173864-64-7 C34H44O4SeSi
—— (2R,4R)-2,4-dimethyl-5-oxotetrahydrofuran-2-carboxylic acid 950489-52-8 C7H10O4
—— (3aS,5R,7aS)-5-hydroxy-7a-methyl-3-methylidene-4,5-dihydro-3aH-1-benzofuran-2-one 1418217-04-5 C10H12O3
—— 1-bromo-6-oxa-3-aza-bicyclo[3.2.1]octane-2,7-dione 861333-60-0 C6H6BrNO3
—— (2R,3R,4S,5R,E)-5-Acetoxy-3,4-dihydroxy-2-methoxy-8-methyl-6-nonenoic acid 1,4-lactone 146384-01-2 C13H20O6
—— bis(trimethylsilyl) (2-oxotetrahydrofur-4-yl)phosphonite 329746-80-7 C10H23O4PSi2
—— 5-O-acetyl-2-azido-2,3-dideoxy-D-threo-pentonic acid γ-lactone 97551-64-9 C7H9N3O4
—— (5-Oxo-tetrahydro-furan-3-yl)-phenyl-acetic acid methyl ester 114701-95-0 C13H14O4
—— 4-(dimethyl(phenyl)silyl)dihydrofuran-2(3H)-one 1178910-34-3 C12H16O2Si
—— (1R,4S,5R)-1,4-Dihydroxy-6-oxa-bicyclo[3.2.1]octane-3,7-dione 868526-03-8 C7H8O5
—— Acetic acid 1,5,5,8a-tetramethyl-3-oxo-3,5,6,7,8,8a-hexahydro-1H-isochromen-1-yl ester 52378-78-6 C15H22O4
—— 3-Hydroxymethylenperhydrocyclopenta<b>furan-2-on 91176-88-4 C8H10O3
—— (3R,3aS,7aR)-3-Methyl-3a,7a-dihydro-3H,4H-isobenzofuran-1,5-dione 121900-77-4 C9H10O3
—— (1R,10R,11S,12S)-11,12-diphenyl-3,8-dioxabicyclo[8.2.0]dodecane-2,9-dione 90455-60-0 C22H22O4
—— (2aR,8aS,8bR)-7,7-Dimethyl-2a,3,4,6,7,8,8a,8b-octahydro-naphtho[1,8-bc]furan-2-one 106144-79-0 C13H18O2
—— 7-<i>sec</i>-butyl-oxepan-2-one 104036-08-0 C10H18O2
—— (-)-4-(3-hydroxypropyl)-5-pentanolide 131702-75-5 C8H14O3
—— (1,5-dimethyl-7-oxo-6-oxa-bicyclo[3.2.1]oct-8-yl)-acetic acid 92778-26-2 C11H16O4
—— Monoepoxyovatodiolsaeure 62854-02-8 C20H24O5
—— 2,3-Secofriedelano-3,2-lacton 56393-99-8 C30H50O2
—— 4(S)-Benzyloxymethoxy-5(R)-methyl-2(3H)-dihydrofuranone 152209-20-6 C13H16O4
—— (S)-4-[(Z)-(R)-1-(tert-Butyl-dimethyl-silanyloxy)-non-3-enyl]-[1,3]dioxolan-2-one 79064-95-2 C18H34O4Si
—— 5-Ethyl-3-hydroxy-5-methyl-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 56165-10-7 C10H16O5
—— 3-ethoxy-3a,4,7,7a-tetrahydro-3<i>H</i>-4,7-methano-isobenzofuran-1-one 149117-23-7 C11H14O3
—— (3S,4S,6R) tetrahydro-3-hexyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]-6-undecyl-2H-pyran-2-one 1100982-21-5 C27H50O4
—— α-(1-ethyl-5-tetrazolyl)-γ-butyrolactone 170944-31-7 C7H10N4O2
—— 3,3-Dimethyl-2-isopropenyl-γ-butyrolacton 59253-85-9 C9H14O2
—— 3-tert-Butyl-2-[1-cyano-2,2-dimethyl-prop-(E)-ylidene]-4-oxo-oxetane-3-carbonitrile 36994-51-1 C14H18N2O2
—— DL-Homopilopsaeure-ethylester 91057-99-7 C10H16O4
—— 1319745-45-3 C24H40O5SSi2
—— (S)-2-Methyl-butyric acid (1S,4S,4aR,7S,8S,8aR)-4-hydroxy-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester 82065-71-2 C23H36O6
—— (S)-5-(bromomethyl)-5-(thiophen-3-yl)dihydrofuran-2(3H)-one 1254701-79-5 C9H9BrO2S
—— 2,3,6-Tridesoxy-6-iod-L-threo-hexono-γ-lacton 56405-82-4 C6H9IO3
—— (R)-5-(2,6-dimethylbenzyl)-2,2-dimethyl-5-((triphenylsilyl)ethynyl)-1,3-dioxolan-4-one 1257421-13-8 C34H32O3Si
—— 3-phenylseleno-4-butanolide 71404-73-4 C10H10O2Se
—— (1S,4S,5S)-4-hydroxy-6-oxabicyclo[3.2.1]octan-7-one 1292817-11-8 C7H10O3
—— 6-[(E)-3-[tert-butyl(dimethyl)silyl]oxyhept-1-enyl]oxan-2-one 121225-01-2 C18H34O3Si
—— (3aR,4S,6aS)-4-Methyl-4-vinyl-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one 56175-69-0 C10H12O2
—— (Z)-(1S,9R)-8-Methyl-4-prop-1-ynyl-6,12-dioxa-tricyclo[6.2.2.0<sup>1,9</sup>]dodec-3-ene-2,5,11-trione 60958-80-7 C14H12O5
—— α-(Benzylidenhydrazono)-γ-butyrolacton 55648-16-3 C11H10N2O2
—— (Z)-(R)-8-Methyl-4-prop-1-ynyl-6,12-dioxa-tricyclo[6.2.2.0<sup>1,9</sup>]dodec-3-ene-2,5,11-trione 60958-80-7 C14H12O5
—— (1S*,5S*,7S*)-6-methylene-7-(methylthio)-3-oxo-7-(trimethylsilyl)bicyclo<3.2.0>heptan-2-one 132118-88-8 C11H18O2SSi
—— 1H-Cyclopenta[c]furan-1-one,5-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-4-ethenylhexahydro- 139108-46-6 C25H30O3Si
—— 4-Hydroxymethyl-pent-4-ensaeure-lacton 1641-82-3 C6H8O2
—— (S)-2,2-Bis(trifluormethyl)-4-<<(4-ethoxycarbonyl)-1,2,3-thiadiazol-5-yl>methyl>-1,3-oxazolidin-5-on 146197-90-2 C11H9F6N3O4S
—— (1S,4S,5S,8S)-4-Iodo-8-methoxy-6-oxa-bicyclo[3.2.1]octan-7-one 158195-44-9 C8H11IO3
—— 60485-57-6 C19H22O6
—— (E)-(R)-4-((Z)-1-Chloro-propenyl)-2-hydroxy-8-methyl-6,12-dioxa-tricyclo[6.2.2.0<sup>1,9</sup>]dodec-3-ene-5,11-dione 60958-82-9 C14H15ClO5
—— (4R,5R)-5-ethynyl-4-hydroxy-5-methyloxolan-2-one 1266113-84-1 C7H8O3
—— 3-butyl-3-phenyl-dihydro-furan-2-one 950-13-0 C14H18O2