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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
—— 2,4-Dioxo-3,3-diphenyl-perhydro-cyclopenta<b>pyran 1459-35-4 C20H18O3
—— (4S,5R)-3-Oxo-4-(3-oxo-butyl)-2-oxa-bicyclo[3.2.1]octane-4-carbaldehyde 74542-59-9 C12H16O4
—— 6-Acetyl-3-methylene-hexahydro-benzofuran-2-one 65460-96-0 C11H14O3
—— trans-1-Acetyl-5-oxo-4-oxaspiro<2.3>hexan 71000-54-9 C7H8O3
—— (1R,6S,7S,8S)-7-(4-fluorophenyl)-1-nitro-8-phenyl-3-oxabicyclo[4.2.0]octan-4-one 1378941-83-3 C19H16FNO4
—— [1aα(S*),3aβ,6aβ,6bα]-1a-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-methylbutyl]hexahydro-2,6-bis(methylene)oxireno[e]benzofuran-5(2H)-one 66365-23-9 C21H34O4Si
—— (3R,4R)-trans-3-methyl-4-(4-pentenyl)oxetan-2-one 1057557-59-1 C9H14O2
—— 3-benzyl-3-(difluoroiodomethyl)dihydrofuran-2-one 1232953-71-7 C12H11F2IO2
—— (3S,4R,5R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-5-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-dihydro-furan-2-one 213457-89-7 C18H37N3O5Si2
—— (S)-6-((4S,5R)-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-yl)tetrahydro-2H-pyran-2-one 1152590-04-9 C16H20O4
—— 10β-hydroxy-11β,13-dihydrocichopumilide 90486-39-8 C15H22O3
—— (1R,4S,7R,8S)-7,8-Dimethyl-2-oxa-bicyclo[2.2.2]oct-5-en-3-one 145298-87-9 C9H12O2
—— 4,4-dimethyl-4,5-dihydro-oxepane-2,6(3H)-dione 122061-10-3 C8H12O3
—— (3aR,4S,5S,6S,6aR)-6-Fluoro-5-hydroxy-4-hydroxymethyl-hexahydro-cyclopenta[b]furan-2-one 69927-95-3 C8H11FO4
—— (2S,4S)-4-Allyl-4-methyl-5-oxo-tetrahydro-furan-2-carboxylic acid 147642-20-4 C9H12O4
—— (E)-4,4-Dimethyl-7-phenyl-2-oxo-6-hydroximino-2H,4H,5H,6H,7H-furo-<3,4-b>pyran 72900-53-9 C15H15NO4
—— (Z)-4,4,7-Trimethyl-2-oxo-6-hydroximino-2H,4H,5H,6H,7H-furo-<3,4-b>pyran 72900-52-8 C10H13NO4
—— (R)-5-((2S,5R)-2,5,6-trihydroxy-6-methylheptan-2-yl)-dihydrofuran-2(3H)-one 1242242-17-6 C12H22O5
—— 72595-32-5 C24H32O9
—— (3aS,4R,6R,6aR)-4-hydroxy-4,6a-dimethyl-5-methylidene-6-phenyl-3a,6-dihydro-3H-cyclopenta[b]furan-2-one 1210328-10-1 C16H18O3
—— (4aR,6aR,10aS,10bS)-8-(tert-butyldimethylsilyloxy)-4a,10a-dimethyl-7-methylenedecahydro-1H-naphtho[2,1-d][1,3]dioxin-3-one 1310694-61-1 C21H36O4Si
—— (S,Z)-(-)-5-(1-octenyl)oxacyclopentan-2-one 139477-53-5 C12H20O2
—— (Z)-4-cyclohexyl-3-ethylidene-4-methyl-1-oxetan-2-one 145475-69-0 C12H18O2
—— 6-azido-5-tert-butyldiphenylsilyloxy-2,3,6-trideoxy-L-threo-hexono-1,4-lactone 261722-26-3 C22H27N3O3Si
—— 141927-60-8 C112H144F24O24
—— 5-Methyl-5-(tetrahydro-furan-2-ylmethyl)-dihydro-furan-2-one 107183-97-1 C10H16O3
—— 5-Ethyl-3-methylene-hexahydro-benzofuran-2-one 65461-06-5 C11H16O2
—— 5-ethyl-3-(2-hydroxy-butyl)-3-isopropyl-dihydro-furan-2-one 65668-77-1 C13H24O3
—— 1-methyl-6-oxa-bicyclo[3.2.1]octane-3,7-dione 55833-76-6 C8H10O3
—— (3R,5S)-3-fluoro-5-(hydroxymethyl)-3-methyloxolan-2-one 1417797-18-2 C6H9FO3
—— 2-exo-hydroxy-4-phenylnorborn-5-en-7-anti-ylcarboxylic acid γ-lactone 75759-34-1 C14H12O2
—— 5,5,9-trimethyl-3-(N,N-dimethylaminomethyl)-1-oxaspiro<4,5>decan-2-one 112894-94-7 C15H27NO2
—— (+/-)-(1α,3β,9S*)-2,2-dimethyl-4-oxatricyclo<7.3.0.03,9>dodecan-5-one 79449-58-4 C13H20O2
—— (R,S)-5-[(R)-methyl-(tert-butanesulfinylamino)methyl]furan-2(4H)-one 1329451-10-6 C10H19NO3S
—— α-hydroxy-γ-butyrolactone 126087-87-4 C7H10O3
—— 3'-vinylcyclohexanespiro-4'-oxetan-2'-one 77192-36-0 C10H14O2
—— 5-phenyl-2-(2-((((R)-1-phenylethyl)imino)methyl)phenyl)-1,3,2-dioxaborolan-4-one 1363311-34-5 C23H20BNO3
—— 2,2-Dimethyl-butyric acid (1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-3,7-dimethyl-1,2,6,7,8,8a-hexahydro-naphthalen-1-yl ester 134004-70-9 C31H52O5Si
—— (1R,5S,7S)-3-Oxa-tricyclo[5.2.2.0<sup>1,5</sup>]undec-8-en-2-one 134870-10-3 C10H12O2
—— 183719-85-9 C12H19HgIO2
—— (S)-3,3-Dimethyl-5-(2-oxo-propyl)-dihydro-furan-2-one 398453-06-0 C9H14O3
—— (4R)-2-Phenylselenomethyl-4.6-dihydroxy-6-methylheptansaeure-1->4-lacton 60856-96-4 C15H20O3Se
—— 18-Hydroxy-3-oxo-5α-aetiansaeure-lacton 86698-76-2 C20H28O3
—— (3aS,5aR,6S,9R,9aS,9bS)-5-((tert-butyldimethylsilyl)oxy)-9b-hydroxy-3a,4,5,5a,6,9,9a,9b-octahydro-6,9-methanonaphtho[2,1-b]furan-2(1H)-one 433218-87-2 C13H16O4
—— <5R*S*(1Z)> 5-(3-hydroxyprop-1-enyl)-5-methyl-dihydro-furan-2-(3H)-one 167169-62-2 C8H12O3
—— (R)-3-Chloro-3-ethyl-1-oxa-spiro[3.11]pentadecan-2-one 138589-72-7 C16H27ClO2
—— (3R,4aR,5R,6R,8S,8aS)-8-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-3-methyl-2-oxo-octahydro-chromene-6-carbonitrile 106455-96-3 C17H29NO4Si
—— (4S,5S)-4-Hydroxy-5-((R)-hydroxy-phenyl-methyl)-5-methyl-dihydro-furan-2-one 141277-24-9 C12H14O4
—— (4aR,6R,8aR)-4,6-Dimethyl-5,8-dioxo-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid methyl ester 70485-88-0 C14H18O4
—— 4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid 4,5-dimethyl-3,6-dihydro-2H-pyran-2-ylmethyl ester 70766-07-3 C18H26O5