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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-hydroxy-13,14,15,16-tetranor-labd-9(11)-ene-12,19-dioic acid-19-lactone-12-methyl ester 107524-28-7 C17H24O4
—— 7-Hydroxy-6-(4-benzyl-6-cyan-3-hydroxy-1-hexenyl)-2-oxabicyclo<3.3.0>octan-3-on 81266-80-0 C21H25NO4
—— 3-ethyl-4-(3-ethyl-3<i>H</i>-imidazol-4-ylmethyl)-dihydro-furan-2-one 74226-84-9 C12H18N2O2
—— (4R,6S)-4-hydroxy-6-(phenylselanylmethyl)oxan-2-one 121772-41-6 C12H14O3Se
—— 6-(Acetoxymethyl)-9-nonanolide 92643-63-5 C12H20O4
—— (4S,6S)-4-methyl-6-((4R,6E,8S,10E,12S,14E,16S)-4,8,12,16-tetrakis((triethylsilyl)oxy)nonadeca-6,10,14,18-tetraen-1-yl)tetrahydro-2H-pyran-2-one 1458062-38-8 C49H96O6Si4
—— 6(R)-[2-[8(S)-(2,2-dimethylbutyryloxy)-2(S)-methyl-6(S)-hydroxymethyl-1,2,3,4,4a(S),5,6,7,8,8a(S)-decahydronaphthyl-1(S)]ethyl]-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one 114801-40-0 C25H42O6
—— 3-((tetrahydrofuran-2-yl)methyl)dihydrofuran-2(3H)-one 40541-43-3 C9H14O3
—— (S)-3-Ethyl-3-((E)-2-nitro-but-1-enyl)-tetrahydro-pyran-2-one 102631-81-2 C11H17NO4
—— (1S,2S,5R)-2-<N-methyl(methoxycarbonyl)amino>-7-oxo-6-oxabicyclo<3.2.1>oct-3-ene 124375-96-8 C10H13NO4
—— (R)-5-((R)-1-Triisopropylsilanyloxy-tridecyl)-dihydro-furan-2-one 907998-50-9 C26H52O3Si
—— (+/-)-(3α,5β,8R<sup>*</sup>)-3,8-bis(2-methyl-2-propyl)-2,7-dioxaspiro<4.4>nonane-1,6-dione 94800-14-3 C15H24O4
—— (5RS,10RS)-10-hydroxy-9,9-bis-hydroxymethyl-2,7-dioxa-spiro[4.5]decan-3-one 92016-47-2 C10H16O6
—— 195214-84-7 C19H26CuN4O5*H2O
—— 7-phenylselanyl-hexahydro-benzofuran-2-one 63048-54-4 C14H16O2Se
—— 110519-51-2 C12H14O5
—— trans-4-(5-([tert-butyl(dimethylsilyl)]oxy)-butyl)-3-hexyl-oxetan-2-one 143677-72-9 C19H38O3Si
—— 7-t-butyl-dimethylsililoxy-6-[(1E)-3-t-butyldimethylsililoxy-1-octenyl]-2-oxabicyclo[3.3.0]octan-2-one 61628-05-5 C27H52O4Si2
—— (4R,5R)-4-allyl-5-[(S)-2-methylbut-3-ynyl]-3-methylene-dihydrofuran-2-one 868547-96-0 C13H16O2
—— 7,8-Dimethyl-10-methylene-2-oxa-spiro[4.5]dec-7-en-1-one 131061-80-8 C12H16O2
—— (5RS,1'RS)-5-methyl-5-(1'-hydroxypropyl)-1,3-dioxolan-4-one 92817-18-0 C7H12O4
—— (3a<i>S</i>)-3<i>t</i>-isopropyl-1-propionyl-(3a<i>r</i>,7a<i>c</i>)-hexahydro-pyrano[3,4-<i>b</i>]pyrrole-5,7-dione 109162-36-9 C13H19NO4
—— <i>O</i><sup>3</sup>,<i>O</i><sup>5</sup>-dimethyl-D-glucaric acid-1=>4-lactone 117898-97-2 C8H12O7
—— (4R-benzyl-5-oxotetrahydrofuran-2(R,S)-ylmethyl)phenethylcarbamic acid tert-butyl ester 366797-78-6 C25H31NO4
—— 4-hydroxy-5-hydroxymethyl-3-methylenetetrahydropyran-2-one 859427-83-1 C7H10O4
—— 77912-62-0 C17H24O6
—— (3RS,1'SR)-3-(4',4'-dimethyl-3'-oxo-1'-phenylpentyl)-2-tetrahydropyranone 123101-26-8 C18H24O3
—— (3RS,1'RS)-3-(4',4'-dimethyl-3'-oxo-1'-phenylpentyl)-2-tetrahydropyranone 123101-25-7 C18H24O3
—— (1S,5R,6S)-6-Isobutyl-3-oxa-bicyclo[3.1.0]hexan-2-one 141041-91-0 C9H14O2
—— ethyl (E)-5-methyl-6-oxotetrahydropyran-2-ylideneacetate 85271-83-6 C10H14O4
—— methyl (2R,3S,4R)-4-(methoxycarbonylamino)-2-methyl-6-oxooxane-3-carboxylate 111197-19-4 C10H15NO6
—— 5-methoxy-3-propionyl-dihydrofuran-2-one 193277-73-5 C8H12O4
—— (R)-3-[3-(tert-Butyl-dimethyl-silanyl)-1-ethoxy-prop-2-ynyloxy]-4,4-dimethyl-dihydro-furan-2-one 688743-85-3 C17H30O4Si
—— (4R,5S)-2-oxo-5-propyltetrahydropyran-4-carboxylic acid ethyl ester 1214273-86-5 C11H18O4
—— 3,6-Dioxo-4-oxa-tricyclo[6.3.1.0<sup>1,5</sup>]dodecane-2-carboxylic acid 81408-27-7 C12H14O5
—— (3aS,3bS,6R,6aS,7aR)-3a-(tert-Butyl-diphenyl-silanyloxymethyl)-6-tetradecyl-hexahydro-cyclopenta[1,2-c;3,4-c']difuran-1,4-dione 168008-06-8 C40H58O5Si
—— (3aR,5R,6aR)-5-Isopropyl-3-methylene-tetrahydro-furo[3,2-b]furan-2-one 139926-69-5 C10H14O3
—— (3S,4R)-3,4-Dimethyl-3-phenyl-oxetan-2-one 74687-04-0 C11H12O2
—— (4aS,5R,7aR)-3,3,7a-trimethyl-5-prop-1-en-2-yl-4a,5,6,7-tetrahydro-4H-cyclopenta[b]pyran-2-one 1334809-48-1 C14H22O2
—— (4S,7R)-4-(1-hydroxy-1-methylethyl)-7-methyloxepan-2-one 1408324-05-9 C10H18O3
—— (4S,5S)-4-ethyl-5-((S)-1-hydroxypropyl)dihydrofuran-2(3H)-one 460076-95-3 C9H16O3
—— ethyl 5-iodo-2-(iodomethyl)-9-oxooxonane-5-carboxylate 1003006-44-7 C12H18I2O4
—— (4R,6R)-6-Methyl-4-phenyl-tetrahydro-pyran-2-one 736966-24-8 C12H14O2
—— (4R,5R,6R)-6-heptyltetrahydro-5-methyl-4,5-bis[(triethylsilyl)oxy]-2H-pyran-2-one 1000873-32-4 C25H52O4Si2
—— 2-Isobutyl-propiolacton-(1,3) 102539-69-5 C7H12O2
—— 3-Aethoxy-(3arH,5acH,9acH,9bcH)-dodecahydro-naphtho<1,2-c>furan-1-on 92372-26-4 C14H22O3
—— 2β,4aα-Dihydroxy-10β-methoxycarbonyl-1β,7-dimethyl-8-oxo-(4b-D)-7α-gibban-1α-carbonsaeure-(1->4a)-lacton 103227-04-9 C20H26O6
—— 6-Methyl-5-phenyl-3.4.5.6-tetrahydro-α-pyron 92722-84-4 C12H14O2
—— (3aS,9R,9aR)-9-((S)-Dimethylamino-phenyl-methyl)-octahydro-cycloocta[b]furan-2-one 113247-49-7 C19H27NO2
—— (3aS,6aS)-(-)-hexahydro-3-methylene-cyclopenta<b>furan-2-one 166584-24-3 C8H10O2