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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
—— (6E,6'E)-6,6'-(ethane-1,2-diylidene)bis(tetrahydro-2H-pyran-2-one) 1138337-61-7 C12H14O4
—— (6R)-4-(2-hydroxy-2R-phenylethyl)-4-iodomethyl-6-phenyl-1,3-dioxan-2-one 259682-18-3 C19H19IO4
—— 2-chloro-5-methylene-1,3-dioxolan-4-one 106915-33-7 C4H3ClO3
—— 2-Methylene-3-(2'-hydroxycycloheptyl)propanoic Acid, δ-Lactone (Cis-Isomer) 128243-16-3 C11H16O2
—— (3aR,5R,5aR,6R,8aR,8bR)-2,2,6-Trimethyl-7-oxo-octahydro-furo[2',3':3,4]benzo[1,2-d][1,3]dioxole-5-carboxylic acid methyl ester 127306-27-8 C14H20O6
—— 3-(1-ethoxyaminoethylidene)-5,6-dimethyltetrahydropyrane-2,4-dione 58433-50-4 C11H17NO4
—— (S)-7-Pentyl-oxepan-2-one 115510-49-1 C11H20O2
—— (1S,5R,8S)-8-Methoxy-6-oxa-bicyclo[3.2.1]octan-7-one 158195-45-0 C8H12O3
—— 1-chloro-3-methylene-cyclobutane-1r,2c-dicarboxylic acid-anhydride 86741-80-2 C7H5ClO3
—— cis-1.2.3.4.4a.5.6.7.8.8a-Decahydro-4-hydroxy-8-methyl-naphthoesaeure-δ-lacton-(1.5) 66278-37-3 C12H18O3
—— 59556-23-9 C12H16O2
—— 2-(trimethylsilylmethyl)-4-phenyl-γ-butyrolactone 75142-67-5 C14H20O2Si
—— (3aR,4S,5S,6R,6aR)-6-Bromo-5-hydroxy-4-methoxymethyl-hexahydro-cyclopenta[b]furan-2-one 56460-55-0 C9H13BrO4
—— (1R,2R,6S,7R)-3-Oxa-tricyclo[5.3.2.0<sup>2,6</sup>]dodec-11-en-4-one 54566-24-4 C11H14O2
—— 1203867-62-2 C12H14N4O2
—— (3R,4S)-3-Isopropenyl-4-methyl-tetrahydro-pyran-2-one 107365-08-2 C9H14O2
—— 2,3,6-tri-O-tert-butyldimethylsilyl-5-O-pivaloyl-D-galactono-1,4-lactone 659721-23-0 C29H60O7Si3
—— (R)-6-Furan-3-yl-4-hydroxy-3-methyl-tetrahydro-pyran-2-one 255870-31-6 C10H12O4
—— (3S,4S)-4-<(1R)-1-hydroxy-2-propen-1-yl>-3-trifluoroacetylamino-4-butanolide 174582-92-4 C9H10F3NO4
—— [(1R,2R,5S,8R,9S,10S)-5-ethyl-2,9-dihydroxy-5,11,11-trimethyl-15-oxo-16-oxatetracyclo[7.5.2.01,10.02,7]hexadec-6-en-8-yl] acetate 1351231-67-8 C22H32O6
—— (R)-3-Methylene-5-propyl-dihydro-furan-2-one 100907-30-0 C8H12O2
—— (1R,2S,7R,10S,E)-7-hydroxy-2-methyl-3,11-dioxabicyclo-[8.1.0]undec-8-en-4-one 1360619-06-2 C10H14O4
—— methyl (2S)-2-[(1R,2S)-2-(iodomethyl)cyclohexyl]-2-[(3S)-5-oxooxolan-3-yl]acetate 1310492-05-7 C14H21IO4
—— 5-Oxatricyclo[5.3.1.03,9]undecan-4-one 96929-67-8 C10H14O2
—— (3aR,8aS)-3-Methylene-3,3a,6,7,8,8a-hexahydro-cyclohepta[b]furan-2-one 60916-78-1 C10H12O2
—— trans-3-arachidonyl-4-hydroxymethyl-1,2,3,4-tetrahydrofuran-2-one 125757-30-4 C25H38O4
—— (E)-(1aR,5aS,10aS)-2,9-Dihydroxy-4-hydroxymethyl-8-methoxymethyl-10a-methyl-1a,3,5a,8,8a,9,10,10a-octahydro-2H-1,6-dioxa-cyclopenta[a]cyclopropa[e]cyclodecen-7-one 57498-92-7 C16H24O7
—— Syneilesinolide-A-monomethylester 62334-62-7 C11H18O5
—— furan-2,3,4-trione 3,4-dioxime 943598-35-4 C4H4N2O4
—— N-Isopropyl-picrotoxininamid-6-acetat 58281-93-9 C20H27NO7
—— (3S,4R,5S)-4-bromo-3,5-dimethyl-5-phenyldihydrofuran-2(3H)-one 950489-16-4 C12H13BrO2
—— (5E)-5-[(3R)-4,4,4-trichloro-3-triethylsilyloxybutylidene]pyran-2-one 1093435-85-8 C15H23Cl3O3Si
—— Acetic acid 1-[(4S,5R)-5-methyl-4-(4-methyl-pent-3-enyl)-2-oxo-dihydro-furan-(3Z)-ylidene]-ethyl ester 170964-90-6 C15H22O4
—— (4aS,8aR)-8a-(2-Iodo-ethyl)-octahydro-isochromen-3-one 58240-87-2 C11H17IO2
—— (+/-)-2-(4'-Chlor-2'-methyl-1'-oxobutyl)-2-ethyl-4-butanolid 127915-18-8 C11H17ClO3
—— (4S,5S)-4-ethenyl-5-hydroxyoxan-2-one 81661-47-4 C7H10O3
—— 1415213-34-1 C10H16O4
—— (3S,4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-3,4-dihydroxy-dihydro-furan-2-one 211365-03-6 C12H24O6Si
—— (1R,2R,6S,7S)-5-cyclopentyl-4-oxatricyclo[5.2.1.02,6]dec-8-en-3-one 84566-11-0 C14H18O2
—— (6S)-6-[(2R,3R)-3-[tert-butyl(dimethyl)silyl]oxypentan-2-yl]-3-methyloxane-2,4-dione 950479-04-6 C17H32O4Si
—— (1S,2R,5R)-1-Methyl-2-vinyl-6-oxa-bicyclo[3.2.1]octane-4,7-dione 73240-78-5 C10H12O3
—— S-ethyl 2-((2S,3S)-3-(tert-butyldimethylsilyloxy)-5-oxotetrahydrofuran-2-yl)ethanethioate 1268695-23-3 C14H26O4SSi
—— (2R,5S,7S,5'S)-spiro[1-oxa-8-oxo-2-phenyl-3-oxabicyclo[3.3.0]octane]-7,3'-[5'-phenyldihydrofuran-2'-one] 1340543-07-8 C21H19NO4
—— (8β,9α,14α)-11β-carboxy-11α,13α-(γ-lactone)-2-methoxy-17α-vinylgona-1,3,5(10)-triene (5,6-O-isopropylidene-α-D-glucofuranos-3-yl) ester 1107647-65-3 C31H38O10
—— 3,3-bis(3-iodopropyl)oxepan-2-one 163012-24-6 C12H20I2O2
—— 2-(2-Hydroxy-2-phenylethyl)-4-phenyl-γ-butyrolacton 30333-24-5 C18H18O3
—— exo-2-hydroxynorbornane-1-acetic acid lactone 87494-97-1 C9H12O2
—— (+/-)-(1R*,2S*,5S*,6R*,7S*)-5-(2-hydroxyprop-2-yl)-6-methyl-4-oxatricyclo<5.3.0.0<sup>2,6</sup>>decan-3-one 124867-83-0 C13H20O3
—— (+)-5-epi-garvensintriol 1231752-35-4 C13H16O5
—— 2,6-dideoxy-3-O-methyl-4-triethylsiloxy-L-arabino-hexono-1,5-lactone 1186076-52-7 C13H26O4Si