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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
—— 6-Brom-8-hydroxy-2-methoxy-3,5-epoxy-7-oxo-4-methyl-cis-dekahydro-naphthalincarbonsaeure-1,8-lacton 94625-02-2 C13H15BrO5
—— 6-Methyl-1,3,3a,4,5,7a-hexahydro-isobenzofuran-3-on-4-carbonsaeure-methylester 1572-60-7 C11H14O4
—— α-Acetyl-δ-allyloxy-γ-hydroxy-valerolacton-semicarbazon 91194-50-2 C11H17N3O4
—— (+/-)-(3α,3aβ,6aβ,3'aS<sup>*</sup>,6'aS<sup>*</sup>)-3,3'(2H,2H')-spirobi<cyclopenta<b>furan>-2,2'-dione 94800-15-4 C13H16O4
—— α,δ-Dimethyl-δ-acetoxy-γ-caprolacton 92016-26-7 C10H16O4
—— 2-Brom-8-hydroxy-3,5-epoxy-4-methyl-cis-1,2,3,4,5,8,9,10-octahydro-naphthalincarbonsaeure-1,8-lacton 94267-94-4 C12H13BrO3
—— Perhydro-18α-hydroxy-dicyclodeca<a,c>benzol-9.10-dicarbonsaeureanhydrid-10,18a-lacton 121760-64-3 C24H38O4
—— (3aS,8aR)-3,3-Diethyl-octahydro-cyclohepta[b]furan-2-one 132835-47-3 C13H22O2
—— (1R,3S,6S,9R)-4-Hydroxymethyl-3,6-dimethyl-10,12-dioxa-tricyclo[7.2.1.0<sup>1,6</sup>]dodec-4-en-11-one 200571-99-9 C13H18O4
—— (E)-3-(1-chlorohexylidene)-dihydro-5-phenylfuran-2(3H)-one 1392484-85-3 C16H19ClO2
—— (3aR,4R,5R,6aS)-5-((tert-butyldimethylsilyl)oxy)-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one 174589-68-5 C14H26O4Si
—— (3aR,4R,6aS)-3a,4-dihydro-4-(oct-2-ynyl)-3H-cyclopenta[b]furan-2(6aH)-one 915375-58-5 C15H20O2
—— 7a-(2-Methyl-2-propenyl)-octahydro-5H,7H-cyclopenta<c>pyrano<2,3-d>pyran-5-one 138332-64-6 C15H22O3
—— [Co(dimethylglyoximato)2(H2O)(C8H6O3CH3)] 700840-66-0 C17H25CoN4O8
—— methyl (2SR,7RS)-2-phenylseleno-4-oxatricyclo<4.4.0.0<sup>3,8</sup>>-deca-5-one-7-carboxylate 72443-95-9 C17H18O4Se
—— (3aS,9S,9aS,9bR)-9,9a-Dimethyl-3a,4,6,7,8,9,9a,9b-octahydro-1H-naphtho[2,1-b]furan-2-one 120385-77-5 C14H20O2
—— <i>O</i><sup>3</sup>,<i>O</i><sup>4</sup>-dimethyl-D-xylonic acid-5-lactone 98963-03-2 C7H12O5
—— α-Isopropyl-γ-ethoxycarbonyl-butyrolacton 99182-02-2 C10H16O4
—— 3-ethyl-3-hydroxy-5-phenyl-dihydro-furan-2-one 100117-51-9 C12H14O3
—— α-Cyclohexyl-δ-methyl-δ-acetoxy-γ-caprolacton 94092-61-2 C15H24O4
—— Gibberellin-C-methylester-dithioethylenketal 100302-56-5 C22H30O5S2
—— 3-<3.3-Dimethyl-2-oxo-butyl>-4-hydroxy-4-methyl-3-phenyl-valeriansaeure-lacton 1091-20-9 C18H24O3
—— 5-Oxo-4'-methoxycarbonyl-4',8'a,2'-trimethyl-decahydro-spiro<furan-2(3H),-1'(2H)-naphthalin> 1037-84-9 C18H28O4
—— γ-Fluor-δ-caprolacton 2021-75-2 C6H9FO2
—— 4-Hydroxy-3,5-dimethyl-6-(1-methyl-2-oxo-propyl)-tetrahydro-pyran-2-one 93306-19-5 C11H18O4
—— (-)-(2S,3R,4R,5S,6R)-3,5,7-trihydroxy-2,4,6-trimethyl-1-pentanoic acid lactone, 3-methyl ether 102745-55-1 C11H20O4
—— 1227308-35-1 C25H46O3Si
—— (3aR,7aR)-1,1-Dimethyl-3-oxo-hexahydro-isobenzofuran-3a-carboxylic acid methyl ester 101046-11-1 C12H18O4
—— (3aR,4R,5R,6aS)-4-[(E)-(R)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-triethylsilanyloxy-hexahydro-cyclopenta[b]furan-2-one 851542-04-6 C27H52O4Si2
—— 10α-Hydroxy-1α-hydroxymethyl-1β,4aα-dimethyl-8-methylen-gibban-1aα-carbonsaeure-10a,1α-lacton 1161-98-4 C20H28O3
—— (4S)-5-[(E)-pent-1-enyl]-4-propan-2-yloxolan-2-one 848401-35-4 C12H20O2
—— α-Hydroxyimino-γ-octyl-butyrolacton 3783-03-7 C12H21NO3
—— 1-acetyl-4,4,5-trimethyl-6-chloromethyl-3-oxabicyclo<3.2.0>heptan-2-one 123518-08-1 C12H17ClO3
—— (4aR,8aR)-(-)-3,4,7,8-tetrahydro-4a-methyl-2H,5H-thiopyrano<4,3-b>pyran-2-one 139027-58-0 C9H14O2S
—— 3,3,4-trimethyl-5-oxo-tetrahydro-furan-2-carboxylic acid 871885-34-6 C8H12O4
—— (-)-(3R,4S,5R)-4-(1-tert-butyldimethylsiloxy)isopropyl-3-acetoxy-butyrolactone 884870-80-8 C16H30O5Si
—— (+/-)-(3α,5α,8S<sup>*</sup>)-3,8-dimethyl-3,8-diphenyl-2,7-dioxaspiro<4.4>nonane-1,6-dione 94842-32-7 C21H20O4
—— 184292-18-0 C65H119N3O12Si3
—— 3-Oxabicyclo[3.2.0]heptan-2-one, 7,7-dimethyl- 105598-60-5 C8H12O2
—— (+)-(R)-4-(2-cyclohexylethyl)tetrahydro-2H-pyran-2-one 1612796-96-9 C13H22O2
—— [(4S,6R)-4,6-dimethyl-7-oxooxepan-2-yl] acetate 259539-26-9 C10H16O4
—— 5-Hydroxy-3,3-dimethyl-tetronsaeure 89692-06-8 C6H8O4
—— (2'R,3R,4'S,4a'R,5S,5'R,8a'S)-5-(furan-3-yl)-4'-hydroxy-4a'-(hydroxymethyl)-2'-methyldecahydro-2H-dispiro[furan-3,1'-naphthalene-5',2''-oxiran]-2-one 133646-99-8 C20H26O6
—— 1-<γ,γ-Dimethyl-γ-butyrolacton-β-yl>-butadien 90925-76-1 C10H14O2
—— (4R,6R,1'R)- and (4R,6S,1'R)-6-(1'-Iodopentyl)-4-(triisopropylsiloxy)-3,4,5,6-tetrahydro-2H-pyran-2-one 135677-44-0 C19H37IO3Si
—— (4S,5S)-4-Ethyl-3-methylene-5-pentyl-dihydro-furan-2-one 106118-63-2 C12H20O2
—— 2,2-bis(trifluoromethyl)-4-methyl-4-butanolide 134251-70-0 C7H6F6O2
—— 6,6-dimethyl-[1,4]dioxepane-2,3-dione 92350-48-6 C7H10O4
—— 6-methyl-4-phenethyl-tetrahydro-pyran-2-one 106596-63-8 C14H18O2
—— 7-Acetoxy-3-aethoxy-3a,4,5,6,7,7a-hexahydro-phthalid 2960-62-5 C12H18O5