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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
—— methyl 2-(2-oxooxan-3-yl)acetate 73746-83-5 C8H12O4
—— (3R,5R)-5-((5S,6R)-6-(methoxymethoxy)-10,10-dimethyl-9,9-diphenyl-2,4,8-trioxa-9-silaundecan-5-yl)-3-methyldihydrofuran-2(3H)-one 1426145-91-6 C28H40O7Si
—— 2-((3R,3aS,5aR,6S)-3-Ethyl-2-oxo-5-phenyl-hexahydro-cyclopenta[c]furo[3,2-b]furan-6-yl)-malonic acid monomethyl ester 100457-69-0 C21H24O7
—— 1,11-Bis-(5-oxo-tetrahydrofuran-2-yl)-4,8-dithia-undecane 412934-68-0 C17H28O4S2
—— lactucin-8-O-acetate 83117-61-7 C17H18O6
—— 2,5-dideoxy-D-threo-pentono-γ-lactone methoxymethyl ether 108671-99-4 C7H12O4
—— (3S,5R)-3-Methyl-5-[(R)-2-((1R,3aR,7aR)-7a-methyl-4-oxo-octahydro-inden-1-yl)-propyl]-3-trimethylsilanyloxy-dihydro-furan-2-one 87680-16-8 C21H36O4Si
—— 3-[(E)-1-hydroxybut-2-enylidene]-3,4,5,6-tetrahydropyran-2(2H)-one 1346518-45-3 C9H12O3
—— Dihydro-erlilesin A 113393-98-9 C17H22O5
—— 4-(2-(triethylsilylperoxy)propan-2-yl)tetrahydro-2H-pyran-2-one 1422656-06-1 C14H28O4Si
—— (-)-(3R,4R,5S)-3-butyl-5-dimethylphenylsilylmethyl-4-hydroxy-2-furanone 333724-43-9 C17H26O3Si
—— methyl 8-exo-8-iodo-3-oxo-2-oxabicyclo<3.3.1>nonane-5-carboxylate 114584-51-9 C10H13IO4
—— 3-Ethyl-3-hydroxy-4-methyl-tetrahydro-pyran-2-one 114199-61-0 C8H14O3
—— (+/-)-3-bromo-5-hydroxy-4-oxo-bicyclo[3.2.2]nona-2,8-diene-6<i>exo</i>,7<i>exo</i>-dicarboxylic acid-anhydride 20379-78-6 C11H7BrO5
—— 3-acetyl-11β-N,N-dimethylacetaminohexahydrosantonin 74493-44-0 C19H31NO4
—— 6-allyl-3,3-dimethyltetrahydro-2H-pyran-2-one 1267665-11-1 C10H16O2
—— trans-5-Isopropyl-cis-cyclohexandicarbonsaeure-1,3-anhydrid 91352-17-9 C11H16O3
—— 6-tert-butyl-1-deuterio-5-methyl-3-oxabicyclo[3.2.0]hept-6-ene-2,4-dione 78920-86-2 C11H14O3
—— [(S)-1-((2S,4S)-4-Benzyl-5-oxo-tetrahydro-furan-2-yl)-pentyl]-carbamic acid tert-butyl ester 129785-63-3 C21H31NO4
—— 3-(3-(adamantan-2-yl)-2-methyl-2-(triethylsilylperoxy)propyl)-3-methyldihydrofuran-2(3H)-one 1321200-04-7 C25H44O4Si
—— 1-(trimethylsilyl)-5-oxaspiro[2.4]hept-1-en-4-one 1106930-25-9 C9H14O2Si
—— 4(R)-methyl-3(S)-(1(S),4-dimethyl-2(E)-pentenyl)dihydro-2(3H)-furanone 110455-55-5 C12H20O2
—— (2aS,2a1S,5aS,5bS,7aR)-4,4,5a-trimethyloctahydrocyclobuta[1,4]cyclobuta[1,2,3-cd]benzofuran-1(2aH)-one 62054-04-0 C14H20O2
—— dichloro-6,6 hexene-5 olide-4 98325-69-0 C6H6Cl2O2
—— methyl 1,3,3a,4,5,6,7,7a-octahydro-4-hydroxy-1,1-dimethyl-4-phenylisobenzofuran-7-carboxylate 151091-56-4 C18H20O6
—— 2-Hydroperoxy-2,3-dimethyl-1,6-dioxa-4-aza-spiro[4.5]dec-3-en-7-one 343949-50-8 C9H13NO5
—— (4R,6R)-6-[(1R,2E,4E,6R,8E)-9-bromo-6-methoxy-3-methyl-1-tri(propan-2-yl)silyloxynona-2,4,8-trienyl]-4-methoxyoxan-2-one 1010440-93-3 C26H45BrO5Si
—— (1S,6S)-6-Isopropyl-3-oxa-bicyclo[4.1.0]heptane-2,4-dione 80114-55-2 C9H12O3
—— 4-oxa-9-methyl-5-(N-ethylcarbamoyloxy)-tricyclo[5,2,1,02,6 ]dec-8-en-3-one 56232-40-7 C13H17NO4
—— tert-butyl (1SR,2SR,9RS)-2-cyano-11,11-dimethyl-4-oxo-5-oxatricyclo<7.3.0.0<sup>3,7</sup>>dodec-3-ene-2-carboxylate 79898-58-1 C19H25NO4
—— 8,16,24-Trimethyl-1,9,17-trioxa-cyclotetracosane-2,10,18-trione 120982-18-5 C24H42O6
—— 1360818-23-0 C27H52O6Si2
—— 2-butyl-4-ethyl-4-butanolide 54491-11-1 C10H18O2
—— (S)-5-Oxo-tetrahydro-furan-2-carboxylic acid (6-hydroxy-hexyl)-amide 192050-83-2 C11H19NO4
—— (3aS,4S,6aR)-4-[(E)-3-oxooct-1-enyl]-3a,4,6,6a-tetrahydro-3H-thieno[3,4-b]furan-2-one 127309-17-5 C14H20O3S
—— (R,Z)-3-(2-hydroxyethylidene)-5-(2-methylprop-1-en-1-yl)dihydrofuran-2(3H)-one 1158094-17-7 C10H14O3
—— (3aS,4S,6aR)-2-oxo-3a,4,6,6a-tetrahydro-3H-thieno[3,4-b]furan-4-carbaldehyde 127269-07-2 C7H8O3S
—— 3,3-Dimethyl-2,4-dioxa-dispiro<5.0.6.1>tetradecandion-(1,5) 727-04-8 C14H20O4
—— (2R,4R,5S)-2-(2-propyl)-4-hydroxy-5-<(tert-butyloxycarbonyl)amino>-7-methyloctanoic acid δ-lactone 115860-03-2 C17H31NO4
—— (3aR,7S,8aS)-tert-butyl 7-methyl-2-oxo-3,3a,4,7,8,8a-hexahydro-2H-cyclohepta[b]furan-6-carboxylate 1622093-86-0 C15H22O4
—— (3R,3aR,4S,6aR)-4-hydroxy-3-(tert-butyldimethylsilanyloxymethyl)hexahydro-1H-cyclopenta[c]furan-1-one 909911-45-1 C14H26O4Si
—— (-)-8-Hydroxy-3-methyl-6-trimethylsilyl-3,4,4a,5,6,7-hexahydroisocoumarin 126680-93-1 C13H22O3Si
—— 1226979-54-9 C15H18O2
—— 3α,20(R)-dihydroxy-5β-pregnan-18-oic acid γ-lactone 93781-07-8 C21H32O3
—— 2,5-dideoxy-5-iodo-3-O-(tert-butyldimethylsilyl)-D-ribonic acid-γ-lactone 159685-39-9 C11H21IO3Si
—— 1228283-47-3 C15H30O3Si
—— (-)-(S)-N-[3-(2-trimethylsilyl-1,3-dithian-2-yl)propyl]-tetrahydro-5-oxo-2-furancarboxamide 1273550-91-6 C15H27NO3S2Si
—— (1'R*,2'R*,4'aR*,8'aR*)-2',3',4',4'a,6',7',8',8'a-Octahydro-2'-methyl-6'-(butylthiomethylene)spiro<furan-3(2H),1'(5'H)-naphthalene>-5(4H),5'-dione 69748-81-8 C19H28O3S
—— (2S,4S,5R)-6-cyclohexyl-5-iodo-2-(1-methylethyl)-4-hexanolide 118832-51-2 C15H25IO2
—— 5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-4(R)-ethyl-3(R)-methyldihydro-2(3H)-furanone 137870-89-4 C24H32O3Si