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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,5S)-4-hydroxy-5-[(2S)-2-hydroxy-2-methyloctadecyl]-5-methyloxolan-2-one 1254332-57-4 C24H46O4
—— 2-Oxo-tetrahydro-furan-3-carboxylic acid allylamide 69336-96-5 C8H11NO3
—— 676245-61-7 C35H35NO7S
—— (4R,5S,Z)-4-hydroxy-3-(iodomethylene)-5-methyldihydrofuran-2(3H)-one 1417335-36-4 C6H7IO3
—— 3-(bromomethyl)-5,5-dimethyldihydrofuran-2(3H)-one 154750-20-6 C7H11BrO2
—— diethyl (3-methyl-5-oxo-4,5,6,6a-tetrahydro-1H-cyclopenta[c]furan-4-yl)phosphonate 1380610-78-5 C12H19O5P
—— (4R,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-4-methyl-dihydro-furan-2-one 179685-90-6 C12H24O3Si
—— (5R)-((1'S)-acetoxy-3'-methylbutyl)-4,4-dimethyl-tetrahydrofuran-2-one 828263-34-9 C13H22O4
—— 3-oxatricyclo<4.3.1.0<sup>4,10</sup>>decan-2-one 83732-19-8 C9H12O2
—— 1402922-02-4 C10H16O2
—— (2S,6S,7S,9S,15R)-15-Allyl-15-methyl-2,9-diphenyl-1,8,13,16-tetraoxa-dispiro[5.0.5.4]hexadecan-14-one 220690-97-1 C28H32O5
—— (4S,5S)-4-ethyl-5-(iodoxymethyl)dihydrofuran-2(3H)-one 1257872-64-2 C7H11IO2
—— (6R)-6-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1-methylbutyl]-4-hydroxy-3-methyltetrahydro-2H-pyran-2-one 950479-09-1 C17H34O4Si
—— 1322574-75-3 C25H34O3Si
—— 3-Iodo-2a,3,3a,5a,6,6a,6b,6c-octahydro-1-oxa-dicyclopenta[cd,gh]pentalen-2-one 51149-59-8 C11H11IO2
—— (3S,4R)-3-[(1E)-buta-1,3-dienyl]-4-heptyloxan-2-one 107364-92-1 C16H26O2
—— [(2S,3R,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-isopropyl-5-oxo-tetrahydro-furan-3-yl]-acetic acid methyl ester 127231-90-7 C27H36O5Si
—— (1S,6S,8S,21S)-2,5,7,7,22,22-hexamethyl-11,18-dioxa-3,4-diazatricyclo[19.1.1.1(6,8)]tetracosa-2,4-dien-12,17-dione 1322695-27-1 C26H42N2O4
—— (3S,5S)-3-Isopropenyl-3,5-dimethyl-dihydro-furan-2-one 145105-28-8 C9H14O2
—— (2R,4S)-4-Hydroxy-2,4-dimethyl-5-oxo-tetrahydro-furan-2-carbonitrile 122693-56-5 C7H9NO3
—— (3S,4S,5S)-(E)-4,8-dihydroxy-3,5-dimethyloct-6-enoic acid lactone 141858-91-5 C10H16O3
—— (3E,11E)-5,5,13,13-Tetrakis-ethylsulfanyl-1,9-dioxa-cyclohexadeca-3,11-diene-2,10-dione 87921-25-3 C22H36O4S4
—— (1R,5S,6R,7R,8S)-6,7,8-Trimethyl-2-oxa-bicyclo[3.2.1]octan-3-one 142129-52-0 C10H16O2
—— (1S,2R,6S,7R)-2-Benzyl-4-oxa-tricyclo[5.2.1.02,6]dec-8-en-3-one 87604-07-7 C16H16O2
—— (1R,2S,5R,6S)-4-Oxo-5-phenyl-3,7-dioxa-tricyclo[4.3.0.02,5]non-8-ene-2-carboxylic acid methyl ester 115410-93-0 C15H12O5
—— 1-methyl-4-isopropyl-8-oxo-9-oxabicyclo-<4.3.0>-nonane 90695-12-8 C12H20O2
—— 3S,5R-5-(N-t-butoxycarbonyl)aminomethyl-3-methyl-4,5-dihydro-2(3H)-furanone 147093-48-9 C11H19NO4
—— (3aR,4R,6aS)-4-hydroxy-3,3a,4,6a-tetrahydro-1H-cyclopenta[c]furan-1-one 1383844-12-9 C7H8O3
—— niobyl arsenate*γ-butyrolactone 749863-34-1 AsO4*C4H6O2*NbO
—— 3-(3'-t-butyldimethylsilyloxy-1'-octenyl)-γ-valerolactone 64244-44-6 C19H36O3Si
—— 2,6-Bis-O-(t-butyldimethylsilyl)-3,5-carbonato-D-galactono-1,4-lacton 78283-83-7 C19H36O7Si2
—— hexahydro-4,7-etheno-benzofuran-2-one 54566-22-2 C10H12O2
—— Tetrahydro-6,6-dipentyl-2H-pyran-2-on 115407-69-7 C15H28O2
—— 3-butyl-5-vinyl-dihydro-furan-2-one 24474-40-6 C10H16O2
—— 2,3,11,13-Diepoxyhelenalin 41945-42-0 C15H18O6
—— 4-hydroxy-9-<(2-methoxyethoxy)methoxy>-6-methylene-3aα,4β,5,6,6α,7,8,9α,9aα,9bα-decahydroazuleno<4.5-b>furan-2(3H)-one 105620-00-6 C17H26O6
—— 1393087-03-0 C17H20O4
—— 1-oxaspiro[4.5]decane-2,3-dione 727665-72-7 C9H12O3
—— (3R)-(3α,4α,4aβ,5β,6α)-N-<3,4,4a,5,6,7-hexahydro-5,6,8-tris-(methoxymethoxy)-3-methyl-1-oxo-1H-2-benzopyran-4-yl>acetamide 128625-80-9 C18H29NO9
—— 8-Desoxylactucin-acetat 65725-09-9 C17H18O5
—— rac-2-((1R,5S)-7-oxo-6-oxaspiro[bicyclo[3.3.1]nonane-2,2'-[1,3]dioxolan]-3-en-1-yl)acetaldehyde 86534-69-2 C12H14O5
—— 1-[3-Chloro-4-((Z)-1-chloro-propenyl)-2-hydroxy-5-oxo-2,5-dihydro-furan-2-yl]-4,4-dimethyl-3-oxa-bicyclo[3.1.0]hexan-2-one 64356-89-4 C14H14Cl2O5
—— (3R,4S,5R)-3,4,5-tris(methoxymethoxy)tetrahydro-2H-pyran-2-one 1057402-36-4 C11H20O8
—— cis-1-allyl-4-methyl-3-oxo-2-oxaspiro<4.5>decane 121756-33-0 C13H20O2
—— rel-(1S,4R,5R,8S)-4-cyano-8-methyl-9-oxatricyclo<6.2.1.0<sup>1,5</sup>>undecan-10-one 99310-28-8 C12H15NO2
—— (3aS,8bR)-3a-Ethyl-6,8b-dimethyl-3-oxo-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylic acid ethyl ester 138629-71-7 C18H22O4
—— [(2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-oxo-tetrahydro-furan-3-yl]-acetic acid methyl ester 127231-84-9 C24H30O5Si
—— (4S,5R,Z)-5-ethyl-4-hydroxy-3-(iodomethylene)dihydrofuran-2(3H)-one 1417335-34-2 C7H9IO3
—— 7-(Iodomethyl)-6-oxaspiro[3.4]octan-5-one 2901100-07-8 C8H11IO2
—— (1S,3aS,5S,6S,6aR)-methyl 6-(tert-butyldiphenylsilyloxymethyl)-1-((E)-hept-1-enyl)-5-hydroxy-3-oxohexahydro-1H-cyclopenta[c]furan-3a-carboxylate 1040742-50-4 C33H44O6Si