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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
—— cephalosporolide C diacetate 1542162-64-0 C14H20O7
—— (1R,2S,3R,4R)-3-exo-hydroxy-6-oxo-7-oxabicyclo<2.2.1>hept-2-endo-yl (1S')-camphanate 156672-89-8 C16H20O7
—— (3aS,6aR)-3-Phenyl-6,6a-dihydro-3aH-furo[3,4-d]isoxazol-4-one 216063-18-2 C11H9NO3
—— sodium D-isoascorbate 5-phosphate 144615-44-1 C6H6O9P*3Na
—— 7,7-Dimethyl-3-methylen-1-oxaspiro<4,5>decan-2-on 67464-48-6 C12H18O2
—— (1S,2S,6S,7R,11R)-1-Amino-11-hydroxymethyl-4,4-dimethyl-3,5,8,10-tetraoxa-tricyclo[5.2.2.0<sup>2,6</sup>]undecan-9-one 172987-04-1 C10H15NO6
—— (3S,3aS,6aR)-3-(2-methoxyethyl)-2-oxo-3,3a,6,6a-tetrahydro-2H-cyclopenta[b]furan-3-yl acetate 1041082-07-8 C12H16O5
—— (7R)-7-phenylselanyl-3a,4,5,6,7,7a-hexahydro-3H-1-benzofuran-2-one 63048-54-4 C14H16O2Se
—— (3E)-3-[(5E)-5-(2-oxooxolan-3-ylidene)pentylidene]oxolan-2-one 53185-70-9 C13H16O4
—— 6-endo-hydroxy-7-exo-(2-methyl allyloxymethyl)-3-oxa-1,5,7-trimethyl bicyclo<3,3,1>nonan-2-one 116398-14-2 C16H26O4
—— D-<1-13C>-erythronate 108269-40-5 C4H6O4
—— 4-Hydroxy-4-<5-oxo-2-methyl-tetrahydrofurfuryl-(3)>-penten-(2)-saeure-(1) 90927-42-7 C10H14O5
—— tert-butyl (1S,2'R,4'R)-2-methyl-1-(4-methyl-5-oxotetrahydrofuran-2-yl)propylcarbamate 326500-65-6 C14H25NO4
—— (4R,5R)-4-vinyl-5-[(R)-1-hydroxypropyl]-4,5-dihydro-2(3H)-furanone 1215080-16-2 C9H14O3
—— (1R,2S,6R,8S,10R,16R)-2,16-dimethyl-4,7,13-trioxapentacyclo[8.3.3.01,10.02,6.06,8]hexadecane-5,11,12-trione 1632978-40-5 C15H16O6
—— 3-ethyl-5-methyl-2-oxo-tetrahydro-furan-3-carboxylic acid carbamoylamide 90566-37-3 C9H14N2O4
—— 3-[3-(3-acetyloxypropyl)-2-oxooxan-3-yl]propyl acetate 74636-64-9 C15H24O6
—— bicyclo[9.3.0]-4,8-di(t-butyldimethylsilyloxy)-13-thiono-12,14-dioxa-2,9-tetradecadiyne 366011-39-4 C24H40O4SSi2
—— (1S,4R,5R)-4-Hydroxy-1-methyl-6-oxa-bicyclo[3.2.1]oct-2-en-7-one 73240-76-3 C8H10O3
—— 4-propan-2-yl-8-oxaspiro[4.5]decane-7,9-dione 219661-22-0 C12H18O3
—— 1,2,7,8-Tetrafluorbicyclo<2.2.2>oct-7-en-2,6-carbolacton 68135-48-8 C9H6F4O2
—— ent-14β-hydroxy-11-oxoisopimara-8,15-dien-3,4-olide 1431388-09-8 C20H28O4
—— 5-hydroxymethyl-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 92920-37-1 C8H12O5
—— 116187-57-6 C24H28O9
—— Acetic acid (3aR,4S,5R,6aS)-4-methanesulfonyloxymethyl-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester 64861-50-3 C11H16O7S
—— Acetic acid (3aR,4R,5R,6aS)-4-cyanomethyl-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester 64861-51-4 C11H13NO4
—— 7-oxaspiro[4.5]dec-2-en-6-one 749254-83-9 C9H12O2
—— (1R,5S,7R,8R)-7-Azido-8-hydroxy-2-oxabicyclo[3.3.0]oct-3-one 220589-32-2 C7H9N3O3
—— 1,2-diaminocyclohexane isocitratolactone platinum(II) complex 96322-27-9 C12H18N2O6Pt
—— 4-oxabicyclo[3.2.1]oct-6-en-3-one 5650-65-7 C7H8O2
—— 82290-47-9 C27H46O6Si2
—— (S)-2-((3R,3aR,4R,6aS,9aS)-3a,4-Dimethyl-1,9-dioxo-octahydro-indeno[3a,4-c]furan-3-ylmethyl)-2-methyl-but-3-enoic acid 113490-56-5 C19H26O5
—— 2-Ethyl-4-(4-ethyl-5-oxo-tetrahydro-furan-2-yl)-butyric acid 35331-13-6 C12H20O4
—— (3aR,4R,6aS)-4-hydroxyhexahydro-1H-cyclopenta[c]furan-1-one 1220043-30-0 C7H10O3
—— 4-Ethyl-3-(trimethylsilyl)-2-oxetanon 67354-14-7 C8H16O2Si
—— 8-iodo-2-oxa-bicyclo[3.3.1]nonan-3-one 90641-27-3 C8H11IO2
—— (3R,5R)-5-Isopropyl-3-((R)-1-methyl-allyl)-[1,4]oxathian-2-one 126424-35-9 C11H18O2S
—— 5,5-dimethyl-3-(p-tolyl)dihydrofuran-2(3H)-one 1342897-20-4 C13H16O2
—— (4S,6S)-trans-4,6-dimethyl-3,4,5,6-tetrahydro-2H-pyran-2-one 32747-17-4 C7H12O2
—— (1SR,6RS,7SR.8RS)-(+/-)-7-hydroxymethyl-8-(tetrahydro-2H-pyran-2-yloxy)-2-oxabicyclo<4.3.0>nonane-3-one 143400-03-7 C14H22O5
—— 65461-29-2 C19H24O4
—— 4-Benzylsulfanyl-5,5-dimethyl-dihydro-furan-2-one 69247-08-1 C13H16O2S
—— (4R,6S)-6-[furan-3-yl]-4-hydroxytetrahydropyran-2-one 212969-23-8 C9H10O4
—— (8aR,10R,12aS)-10,14-Dihydroxy-4,12a-dimethyl-hexadecahydro-2-oxa-indeno[1,7a-a]phenanthren-3-one 67305-88-8 C22H34O4
—— diethyl 4-methyl-3-oxo-5,6a-dihydro-1H-cyclopenta[c]furan-6,6-dicarboxylate 115399-22-9 C14H18O6
—— (4R,5R)-4-hydroxy-5-propan-2-yloxolan-2-one 352214-82-5 C7H12O3
—— (3S,4S,5R)-4-hydroxy-5-((R)-1-hydroxyethyl)-3-methyldihydrofuran-2(3H)-one 1169843-21-3 C7H12O4
—— (2S,6S,7S,9S,15R)-15-((S)-2-Hydroxy-pent-4-enyl)-15-methyl-2,9-diphenyl-1,8,13,16-tetraoxa-dispiro[5.0.5.4]hexadecan-14-one 220691-51-0 C30H36O6
—— (+/-)-6,7-O,O'-adipoylsynthanecine A 119741-02-5 C13H19NO4
—— tert-butyl N-(7-oxo-6-oxabicyclo[3.2.1]oct-3-en-2-yl)carbamate 1228186-88-6 C12H17NO4