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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
—— 1186199-87-0 C17H27BrO4
—— (5S)-5-[(2R)-5-ethenyl-5-methyloxolan-2-yl]-5-methyloxolan-2-one 116159-18-3 C12H18O3
—— 4-Hydroxy-3-methylene-1-oxa-spiro[4.5]decan-2-one 86289-71-6 C10H14O3
—— 4-carboxy-1,3-bis(α-chloro-α-hydroxybenzyl)-2,5-diphenylcyclopentaneacetic acid di-γ-lactone 80716-64-9 C34H26Cl2O4
—— (4R,5R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-5-methyl-6-((E)-propenyl)-tetrahydro-pyran-2-one 713141-54-9 C25H32O3Si
—— 2,2-Dibutyl-7-phenyl-[1,3,6,8,2]dioxadithiastannecane-4,10-dione 3231-90-1 C19H28O4S2Sn
—— 5-(8-t-butyldimethylsilyloxyoctyl)-3-methylenedihydrofuran-2(3H)-one 1310969-61-9 C19H36O3Si
—— 2-Hydroxy-propionic acid 2-methoxy-4-methyl-5-oxo-[1,3,2]dioxasilolan-2-yl ester 20044-05-7 C7H12O7Si
—— (-)-trans-α,β-Diaethyl-butyrolacton 92419-10-8 C8H14O2
—— (S)-3-methyl-4-(propan-2-ylidene)oxetan-2-one 1357488-15-3 C7H10O2
—— 4-Trichloromethyl-3-triethylsilanyl-oxetan-2-one 67354-09-0 C10H17Cl3O2Si
—— 1,6-O,O-diacetyl-(E)-13-(4-methoxyphenyl)britannilactone 1613152-48-9 C26H32O7
—— 2-Methylene-3-(2'-hydroxycyclooctyl)propanoic Acid, δ-Lactone (Cis-Isomer) 128243-18-5 C12H18O2
—— 5-Allylsulfanylmethyl-2-oxo-tetrahydro-furan-3-carboxylic acid methyl ester 139022-64-3 C10H14O4S
—— 3-Oxo-4-phenylselenodecan-9-olid 64648-79-9 C16H20O3Se
—— allophanyl-2 (methyl-3 butyl)-2 γ-valerolactone 115976-96-0 C12H20N2O4
—— α-(penta-1,2-dien-3-yl)-γ-butyrolactone 1221896-24-7 C9H12O2
—— (2-Methyl-tetrahydro-furan-2-ylsulfanyl)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester 121557-47-9 C11H15NO5S
—— 4-methyl-2-oxo-tetrahydro-pyran-3-carbaldehyde 89898-30-6 C7H10O3
—— 3-(Diethyl-methyl-silanyl)-4-trichloromethyl-oxetan-2-one 67354-08-9 C9H15Cl3O2Si
—— 5-Isopropyl-3-methyl-4-methylene-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 57735-33-8 C12H18O4
—— 3-Spiro-2'-(5',5'-dimethyl-1',3'-dioxolan-4'-on)-1-azabicyclo<2,2,2>octanium-jodid 40064-25-3 C12H20NO3*I
—— 3-Ethyl-3,5,6,6-tetramethyl-tetrahydro-pyran-2-one 131469-83-5 C11H20O2
—— (3aR,4aS,5S,9S,9aR)-9-Hydroxy-9-(1-hydroxymethyl-vinyl)-5-isopropyl-4a,9a-dimethyl-1,3a,4,4a,5,6,9,9a-octahydro-3-oxa-cyclopenta[f]azulene-2,7-dione 1179807-55-6 C20H28O5
—— (+/-)-α-Acetylpyrocin 63832-23-5 C12H18O3
—— 8-tert-Butyl-2-oxo-1-oxa-spiro[4.5]decane-4-carboxylic acid ethyl ester 62359-79-9 C16H26O4
—— (4R,6S,7S)-1,5,5,7-Tetrachloro-4,6-dihydroxy-2-oxa-bicyclo[2.2.1]heptan-3-one 65514-32-1 C6H4Cl4O4
—— {(S)-2-Cyclohexyl-1-[(2R,4S)-4-(2-methyl-allyl)-5-oxo-tetrahydro-furan-2-yl]-ethyl}-carbamic acid tert-butyl ester 708211-23-8 C21H35NO4
—— (5Z,13E)-(8R,11R,12R,15R)-1-[(N-Methanesulfonyl)-carbamoyloxy]-9-oxo-19-methyl-5,13,18-prostatriene-11,15-diol 66478-15-7 C23H37NO7S
—— (3S,3aR,4S,9aR,9bR)-4-Hydroxy-3,6-dimethyl-2,7-dioxo-2,3,3a,4,5,7,9a,9b-octahydro-azuleno[4,5-b]furan-9-carbaldehyde 131870-95-6 C15H16O5
—— 1-methyl-5-oxa-spiro[2.4]heptan-4-one 65652-08-6 C7H10O2
—— 1263205-84-0 C24H27Br2F3O5
—— 1186199-86-9 C16H25BrO5
—— (2S,6S,7S,9S,15R)-15-Methyl-15-((S)-5-oxo-tetrahydro-furan-2-ylmethyl)-2,9-diphenyl-1,8,13,16-tetraoxa-dispiro[5.0.5.4]hexadecan-14-one 220691-03-2 C30H34O7
—— (6αH)-2β-hydroxy-12-oxatricyclo<6.3.2.0<sup>1.6</sup>>tridecane-13-one 108334-94-7 C12H18O3
—— 128145-16-4 C17H20O6
—— Acetic acid (5S,6R)-8-methoxy-2-oxo-3-oxa-bicyclo[3.2.1]oct-6-yl ester 68821-12-5 C10H14O5
—— (1R,4R,5R)-4-tri(propan-2-yl)silyloxy-6-oxabicyclo[3.2.1]octan-7-one 126788-76-9 C16H30O3Si
—— (1R,6R,7R)-5-Methyl-12-oxa-tricyclo[5.3.2.0<sup>1,6</sup>]dodeca-2,4-dien-11-one 61634-49-9 C12H14O2
—— (4S,5S,6S,10R)-4-hydroxy-5,6-epoxy-10-methyloxecane-2,7-dione 1195113-96-2 C10H14O5
—— 143537-36-4 C20H26O4
—— Phenyl-acetic acid (4S,5S)-5-methyl-2-oxo-[1,3]dioxolan-4-ylmethyl ester 117592-31-1 C13H14O5
—— 66500-80-9 C13H20O3
—— (8α,9β,14β)-11α-carboxy-11β,13β-(γ-lactone)-3-methoxy-17β-vinylgona-1,3,5(10)-triene (5,6-O-isopropylidene-α-D-glucofuranos-3-yl) ester 1107647-68-6 C31H38O10
—— 4,4,5,5,9-Pentamethyl-2-oxa-spiro[5.5]undecane-1,3-dione 66947-27-1 C15H24O3
—— 64086-66-4 C17H24O3
—— β-(2,4,6-trimethylphenyl)-γ-butyrolactone 29924-37-6 C13H16O2
—— (5R,10R)-(-)-10-methyl-2-(1-methylethenyl)-7-oxaspiro<4.5>decan-6-one 117711-43-0 C13H20O2
—— (3S,3aS,6aR,7aS,8R,11aS,11bS,11cS)-11c-(tert-Butyl-diphenyl-silanyloxymethyl)-3,8,11a-trimethyl-3a,6a,7,7a,8,9,10,11a,11b,11c-decahydro-3H,4H-6-oxa-benzo[de]anthracene-5,11-dione 149400-13-5 C36H46O4Si
—— (+)-(R)-4-(3,3-dimethylbutyl)tetrahydro-2H-pyran-2-one 1612796-97-0 C11H20O2