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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
—— (3S,5R,6S)-6-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-one 83061-12-5 C27H38O4Si
—— (1R,7S)-5,8,8-Trimethyl-3-oxa-bicyclo[5.1.0]octan-4-one 135516-82-4 C10H16O2
—— 3-benzyl-3-(difluoroiodomethyl)tetrahydropyran-2-one 1232953-85-3 C13H13F2IO2
—— (+)-1-Methyl-7-oxabicyclo<4.2.1>nonane-4,8-dione 80721-94-4 C9H12O3
—— 2-hydroxymethylene-4-methylbutan-4-olide 78646-82-9 C6H8O3
—— (3'aR,4'S,6'aS)-4'-[[tert-butyl(diphenyl)silyl]oxymethyl]spiro[1,3-dithiolane-2,5'-3a,4,6,6a-tetrahydro-3H-cyclopenta[b]furan]-2'-one 84786-81-2 C26H32O3S2Si
—— 3,3-Bis(3-hydroxypropyl)oxan-2-one 74636-65-0 C11H20O4
—— (3S,4R,5R)-5-(tert-butoxycarbonylaminomethyl)-3,4-dihydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one 536744-88-4 C11H19NO6
—— (1S,5S)-2,4-dioxo-3-oxabicyclo[3.1.0]hexane-6-carbonyl chloride 22538-64-3 C6H3ClO4
—— 2,2,4,5,5-Pentamethyl-δ-valerolactone 131469-82-4 C10H18O2
—— (1R,2S,4R)-2-<(-)-camphanoyloxy>-5-chloro-7-oxabicyclo<2.2.1>hept-5-ene-2-carbonitrile 105430-45-3 C17H18ClNO5
—— 113107-80-5 C7H11O2
—— (S)-2-Methyl-butyric acid (1S,3R,4S,4aR,7S,8S,8aS)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-3,7-dimethyl-4,4a-bis-trimethylsilanyloxy-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester 85614-21-7 C36H68O7Si3
—— 4-cyclopropyl-4-methyl-1,2-dioxolane-3,5-dione 83115-67-7 C7H8O4
—— 3-Aza-2,6-dioxa-4-ethoxycarbonyl-1-phenyl-bicyclo<3,3,0>oct-3-en-7-on 77976-16-0 C14H13NO5
—— (R)-3-methyl-4-(propan-2-ylidene)oxetan-2-one 1357488-14-2 C7H10O2
—— 12-n-Hexyl-dodec-9-inolid 68373-04-6 C18H30O2
—— 4-Isopropyl-2-oxo-tetrahydro-furan-3-carboxylic acid methyl ester 116087-34-4 C9H14O4
—— (1R,5S,6R)-6-tert-Butoxy-5-methyl-4,8-dimethylene-2-oxa-bicyclo[3.2.1]octan-3-one 80502-14-3 C14H20O3
—— cis-1,8-dimethyl-9-phenyl-3,7-dioxa-8-azabicyclo<4.3.0>nonan-2-one 90545-82-7 C14H17NO3
—— 3-Butyl-5-(3-chloro-tetrahydro-furan-2-yloxymethyl)-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 57040-33-2 C16H25ClO6
—— Methyl (2R,3R,4R)-<4-methyl-5-oxo-4-(phenylthio)-2-<2-<(tert-butyldiphenylsilyl)oxy>ethyl>tetrahydrofuran-3-yl>acetate 141811-48-5 C32H38O5SSi
—— 1-Hydroxy-2-oxa-bicyclo[2.2.2]octan-3-one 55881-99-7 C7H10O3
—— 7,7-Dimethyl-9-methylene-3-oxo-4-phenylsulfanyl-2-oxa-bicyclo[3.3.1]nonane-4-carboxylic acid ethyl ester 139294-47-6 C20H24O4S
—— 3,3-Diethyl-5,6,6-trimethyl-tetrahydro-pyran-2-one 131469-84-6 C12H22O2
—— 67194-26-7 C13H14O2
—— 4-acetyl-5-dichloromethyl-dihydro-furan-2-one 59958-92-8 C7H8Cl2O3
—— (3aR,5R,6aS)-4-(2-Cyclohexylidene-1-hydroxy-ethyl)-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one 65641-57-8 C15H22O4
—— 1020850-87-6 C11H16O3
—— 3-(1-(furan-2-yl)-2-nitroethyl)furan-2,4(3H,5H)-dione 1382859-29-1 C10H9NO6
—— lactone of 1,1-dioxo-trans-2-chloro-cis-3-hydroxythiolan-4-ylacetic acid 114430-27-2 C6H7ClO4S
—— (3aS,4S,6aS)-4-Methyl-3-methylene-dihydro-furo[3,4-b]furan-2,6-dione 76508-28-6 C8H8O4
—— Spiro-<8-oxabicyclo<4.3.0>nonan-7,1'-cyclohexan>-9-on 4350-85-0 C13H20O2
—— 7-hydroxymethyl-4,8-dioxo-5-oxotetracyclo<8.2.1.0<sup>2,9</sup>.0<sup>3,7</sup>>tridec-11-ene 129991-75-9 C13H14O4
—— (1S,5R,6S)-4-Isopropylidene-5,6-dimethyl-3-oxa-bicyclo[3.1.0]hexan-2-one 63449-13-8 C10H14O2
—— (16R,17S,18R,19S,35R,36R)-17,18,35,36-Tetraphenyl-3,14,21,32-tetraoxa-tricyclo[32.2.0.0<sup>16,19</sup>]hexatriacontane-2,15,20,33-tetraone 67985-04-0 C56H68O8
—— rel-(3S,4R)-dihydro-4-hydroxy-5-(iodomethyl)-3-methyl-2(3H)-furanone 86390-88-7 C6H9IO3
—— Acetic acid (R)-2-acetoxy-1-((R)-2-methyl-5-oxo-tetrahydro-furan-2-yl)-ethyl ester 93781-26-1 C11H16O6
—— (11E,16E)-(2R,5S,7R,10S,15S)-10-Ethyl-7,11,15-trimethyl-13-methylene-2-(2,4,6-trimethyl-phenyl)-1,3,9-trioxa-spiro[4.13]octadeca-11,16-diene-6,8-dione 666715-16-8 C30H40O5
—— (4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((E)-3-phenyl-allyl)-tetrahydro-pyran-2-one 132697-51-9 C20H30O3Si
—— 3-benzoylamino-2,3,6-trideoxyhexono-L-xylo-δ-lactone 73656-94-7 C13H15NO4
—— (-)-5-methyl-5-(prop-2-ynyl)dihydrofuran-2(3H)-one 1345249-45-7 C8H10O2
—— 8-Methyl-2-oxa-spiro[4.5]deca-6,8-dien-3-one 67927-65-5 C10H12O2
—— 2-(3-Iodopropyl)caprolactone 152667-72-6 C9H15IO2
—— (3R,4R)-trans-3-propyl-4-butyloxetan-2-one 1057557-98-8 C10H18O2
—— 4-Aethylxanthogenyl-2,2,5,5-tetramethyltetrahydrofuran-3-on 55752-46-0 C11H18O3S2
—— (3S,6S)-6-Acetyl-2-oxo-octahydro-cyclohepta[b]furan-3-carboxylic acid 65460-90-4 C12H16O5
—— (3R,5S)-3,5-Dimethoxy-tetrahydro-pyran-2-one 185220-44-4 C7H12O4
—— (4S,5S,6S)-4,5-Dimethoxy-6-methyl-tetrahydro-pyran-2-one 120927-77-7 C8H14O4
—— 5-benzylmercapto-dihydro-furan-2-one 103988-29-0 C11H12O2S