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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
—— 4β,7-dichloro-10β-methoxycarbonyl-1β,8α-dimethylgibbane-1α,4aα-carbolactone 77732-52-6 C20H26Cl2O4
—— 1192815-65-8 C14H28O3Si
—— cis-5-allyl-4,5-dihydro-3-methyl-2(3H)-furanone 121756-27-2 C8H12O2
—— (1R,4R)-4-ethyl-2-oxabicyclo<3,2,1>octan-3,5-dione 98442-36-5 C9H12O3
—— 6,6-Dimethyl-8-methylene-5,6,7,8,9,9a-hexahydro-2-oxa-cyclopenta[f]azulene-1,3-dione 197586-19-9 C15H16O3
—— (3aS,5aR,8S,9R,9aS,9bS)-8-[2-(tert-butyldiphenylsilanyloxy)ethyl]-9-triethylsilanyloxy-3a,5a,8,9,9a,9b-hexahydro-3H-naphtho[1,2-c]furan-1-one 1403352-56-6 C36H50O4Si2
—— 4-(3-acetoxy-acetonyl)-3-isopropyl-dihydro-furan-2-one 855911-97-6 C12H18O5
—— 2-(((2R,4S)-4-((tert-butyldimethylsilyl)oxy)-6-oxotetrahydro-2H-pyran-2-yl)methylene)hydrazine-1-carboxamide 118149-41-0 C13H25N3O4Si
—— (3S,4R,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-3-methyl-oxepan-2-one 765300-81-0 C33H52O4Si2
—— 4-Hydroxy-3-isobutyl-5-methyl-dihydro-furan-2-one 862015-56-3 C9H16O3
—— (+/-)-7<i>t</i>-acetoxy-6<i>c</i>-methoxy-3-methyl-(4a<i>r</i>,8a<i>c</i>)-4a,5,6,7,8,8a-hexahydro-1<i>H</i>-1<i>t</i>,5<i>t</i>-oxaethano-naphthalene-4,9-dione 101103-58-6 C15H18O6
—— (3R,5R)-3-methyl-5-vinyldihydrofuran-2-one 504412-43-5 C7H10O2
—— (5S,6R)-6-[(S)-2-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-propyl]-5-methyl-tetrahydro-pyran-2-one 870075-15-3 C15H30O4Si
—— 4-amyloxymethyl-2-(2-methyl-2,3-dihydroxy)propylbutanolide 108332-96-3 C14H26O5
—— 7-Methyl-8-vinyl-oxocane-2,4-dione 129199-66-2 C10H14O3
—— (1S,2R,3S,6S,8R,11R)-4,10-dioxatetracyclo[6.4.0.02,6.03,11]dodecane-5,9-dione 109573-29-7 C10H10O4
—— 3,3-Dimethyl-1-oxa-spiro[4.7]dodecan-2-one 135605-13-9 C13H22O2
—— 7-oxa-1-azaspiro[4.4]non-1-en-6-one 1-oxide 675105-46-1 C7H9NO3
—— 9-Hydroxymethyl-3-((2-oxo-[5H]-4-furyl))methyl-spiro[5.5]undecane 154464-75-2 C17H26O3
—— (4S,5S,6R)-6-((2S,3S,4R)-3-hydroxy-4-methylheptan-2-yl)-4-methoxy-5-methyltetrahydro-2H-pyran-2-one 1289377-57-6 C15H28O4
—— (1S,2R,4aR,5R,8aR)-2′,5′,8′a-trimethyl-5′-methoxycarbonyl-spiro-[furan-2(5H),1′(2′H)-decahydro naphthalen]-5-one 1519040-68-6 C18H28O4
—— (3aR,6aS,9aR,9bR)-9b-Methoxymethyl-7-methyl-3,3a,6,6a,9a,9b-hexahydro-benzo[de]chromene-2,9-dione 104199-04-4 C15H18O4
—— (2R,6R)-2-(3-(tert-butyldiphenylsilyloxy)propyl)-6-((S)-2-methyl-5-oxotetrahydrofuran-2-yl)dihydro-2H-pyran-3(4H)-one 1312080-53-7 C29H38O5Si
—— (3aS,4S,6aR)-4-hydroxyhexahydro-1H-cyclopenta[c]furan-1-one 160023-09-6 C7H10O3
—— α-Phenyl-γ-<6-amino-4-hydroxy-(1,3,5)triazinyl-(2)>-γ-butyrolacton 93087-02-6 C13H12N4O3
—— Acetic acid (1R,4R,6R)-6-acetoxy-3-oxo-2-oxa-bicyclo[2.2.1]hept-7-yl ester 73886-17-6 C10H12O6
—— 8-hydroxy-5-methyl-2-oxabicyclo[3.3.1]nonan-3-one 615280-54-1 C9H14O3
—— (1R,9S)-4-Methyl-5,7,10-trioxa-tricyclo[7.2.1.0<sup>1,6</sup>]dodec-3-en-11-one 80348-99-8 C10H12O4
—— 4-Benzyl-3-eth-(E)-ylidene-dihydro-furan-2-one 139669-66-2 C13H14O2
—— (Z)-ethyl 3-chloro-2-((4-oxooxetan-2-yl)methyl)but-2-enoate 1638667-74-9 C10H13ClO4
—— 6-(Iodomethyl)-4-oxahexanolide 121138-09-8 C6H9IO3
—— (3aα,4β,5β,6aα)-(+/-)-Hexahydro-5-methoxy-1-oxo-1H-cyclopenta<c>furan-4-carbonsaeure-methylester 101375-88-6 C10H14O5
—— (R)-5-benzyl-5-(iodomethyl)dihydrofuran-2(3H)-one 1637370-47-8 C12H13IO2
—— (4S,5S)-5-azidomethyl-4-methyl-4,5-dihydro-2(3H)-furanone 179685-91-7 C6H9N3O2
—— 1-Allyl-9-iodo-5-methyl-2-oxabicyclo<4.3.0>nonan-3-one 95578-24-8 C12H17IO2
—— (2R,8R)-2,8-dimethyl-2,3,7,8-tetradeoxy-L-glycero-L-manno-nonaric acid di-γ-lactone 128685-04-1 C11H16O5
—— (4R,5R)-5-Ethyl-4-hydroxy-5-hydroxymethyl-dihydro-furan-2-one 869210-33-3 C7H12O4
—— (R)-1-Trifluoromethyl-cyclohex-3-enecarboxylic acid (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester 131758-89-9 C14H17F3O4
—— 2-(2-Oxopropyliden)-δ-valerolacton 53143-41-2 C8H10O3
—— 2-methyl-trans-3-methylcyclohex-4-ene-cis-1,2-dicarboxylic anhydride 82112-10-5 C10H12O3
—— 1α(S),10α(R)-bis(trimethylsilyloxy)-3α(R)-(tert-butyldimethylsilyloxy)-11β(R)-phenylseleno-4-guaien-6α(S),12-olide 1202792-05-9 C33H56O5SeSi3
—— 2,2-Dimethyl-butyric acid (1S,3R,6S,7S,7aR)-3a-formyl-7-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-3,6-dimethyl-octahydro-inden-1-yl ester 134004-68-5 C25H40O6
—— 6-allyl-3-methyl-tetrahydro-cyclopenta[<i>c</i>]furan-1,5-dione 58648-42-3 C11H14O3
—— ((4aR,5S)-1-Oxo-1,3,4,4a,5,7a-hexahydro-cyclopenta[c]pyran-5-yl)-acetaldehyde 54867-33-3 C10H12O3
—— 1,4,5-Tris-O-methyl-chinasaeure-lacton 14833-62-6 C10H16O5
—— α-Isopropyl-γ-carboxy-butyrolacton 98558-81-7 C8H12O4
—— cis-3-acetoxymethyl-2-(2-propenyl)-4-butanolide 75584-35-9 C10H14O4
—— 2,8-dioxaspiro[4.5]decan-1-one 1690338-28-3 C8H12O3
—— 3-deoxy-D-gluco-heptono-lactone 73163-22-1 C7H12O6
—— (-)-(6S)-Tetrahydro-6-(pent-2-ynyl)-2H-pyran-2-one 136173-90-5 C10H14O2