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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
—— 1384477-55-7 C12H16O4
—— (3E)-3-[(6E)-6-(2-oxooxolan-3-ylidene)hexylidene]oxolan-2-one 53185-71-0 C14H18O4
—— (1R,4R,5S,6R)-6-Iodo-4-vinyl-3-oxa-bicyclo[3.1.0]hexan-2-one 249503-49-9 C7H7IO2
—— 2,7,7-trimethyl-2,3-dihydro-7<i>H</i>-furo[3,4-<i>b</i>]pyran-4,5-dione 57257-49-5 C10H12O4
—— 5-methyl-[1,5]oxazecan-10-one 71533-41-0 C9H17NO2
—— 2β-bromo-3α-hydroxybicyclo<3.3.0>octane-4α,6α-carbolactone 127268-76-2 C9H11BrO3
—— (1R,3R,6S,9R)-4-Hydroxymethyl-3,6-dimethyl-10,12-dioxa-tricyclo[7.2.1.0<sup>1,6</sup>]dodec-4-en-11-one 200572-01-6 C13H18O4
—— 6-amino-1,6-dideoxy-D-arabino-hexono-1,4-lactone hydrochloride 114949-91-6 C6H11NO4*ClH
—— 3,3-dimethyl-2,2-bis(methyl-d3)-1,5-dioxaspiro[3.4]octan-6-one 82102-54-3 C10H16O3
—— 6'-hydroxy-3'-methyl-4',5',6',7',8a',9',12',12a'-octahydro-1'H,3'H-spiro[[1,3]dioxolane-2,8'-[9,12]methanobenzo[c]oxecin]-1'-one 97424-45-8 C17H24O5
—— (3R,3aR,6aR)-3-Methyl-6a-(3-oxo-butyl)-tetrahydro-cyclopenta[c]furan-1,6-dione 98006-02-1 C12H16O4
—— 3-Furancarboxylic acid, tetrahydro-4-methylene-5-oxo-2-(1-propenyl)-,ethyl ester, cis- 106118-70-1 C11H14O4
—— (3S,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-3-phenylselanyl-dihydro-furan-2-one 193814-41-4 C28H32O3SeSi
—— 7-Isohexyl-1-oxaspiro<4.5>decan-2-one 135974-88-8 C15H26O2
—— 3-methylene-4-((trimethylsilyl)methyl)dihydrofuran-2(3H)-one 1607455-25-3 C9H16O2Si
—— (-)-endo-(1R,6R,9S)-9-acetoxy-7-oxabicyclo<4.3.0>non-4-en-8-one 202530-23-2 C10H12O4
—— (4R,5S,6S)-4-Hydroxy-5-iodo-4-methyl-6-propyl-tetrahydro-pyran-2-one 104426-35-9 C9H15IO3
—— 7ξ,9-dihydroxy-6-oxo-14,15,16-trinor-8β<i>H</i>-labdane-13,19-dioic acid-13=>9-lactone 107519-26-6 C17H24O6
—— paralemnolide A 1421231-09-5 C15H22O5
—— 7-methylene-5-oxadispiro<2.0.4.4>dodecan-6-one 80541-38-4 C12H16O2
—— 5-(tert-Butyl-dimethyl-silanyloxy)-4-(2-hydroxy-ethyl)-3-((E)-pent-1-enyl)-5H-furan-2-one 433304-21-3 C17H30O4Si
—— (3R,4R,5R)-3-Allyl-4-hydroxy-5-trimethylsilanyl-dihydro-furan-2-one 156757-26-5 C10H18O3Si
—— 2-Deoxy-2-fluoro-L-threono-1,4-lactone 153220-77-0 C4H5FO3
—— (4R,6R)-cis-4-(triisopropylsilyloxy)-6-iodomethyltetrahydropyran-2-one 121772-50-7 C15H29IO3Si
—— (4R,6S)-6-Pentyl-4-triisopropylsilanyloxy-tetrahydro-pyran-2-one 125011-09-8 C19H38O3Si
—— 90839-51-3 C6H10O3
—— (3S,4S)-mevalonic-4-d acid lactone 100759-05-5 C6H10O3
—— 2-oxa-6-syn-methoxymethyl-7-anti-acetoxy-cis-bicyclo[3,3,0]octan-3-one 26054-64-8 C11H16O5
—— (3R,4R)-trans-3-methyl-4-cyclohexyloxetan-2-one 1246737-02-9 C10H16O2
—— 5-(3-Chloro-tetrahydro-furan-2-yloxymethyl)-2-oxo-3-pentyl-tetrahydro-furan-3-carboxylic acid ethyl ester 57040-34-3 C17H27ClO6
—— (1R,2S,4S,5S)-2-<(methoxycarbonyl)amino>-4-iodo-7-oxo-6-oxabicyclo<3.2.1>octane 124287-85-0 C9H12INO4
—— 1-(3-Acetyl-5-hydroxymethyl-2-oxo-tetrahydro-furan-3-ylmethyl)-pyrrolidin-2-one 57753-90-9 C12H17NO5
—— 3-[1,2-Dimethyl-prop-(E)-ylidene]-1-oxa-spiro[4.6]undecane-2,4-dione 359845-34-4 C15H22O3
—— 3-Methyl-but-2-enoic acid (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-(tert-butyl-dimethyl-silanyloxy)-6-oxo-tetrahydro-pyran-2-yl]-ethyl}-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester 79902-48-0 C30H48O5Si
—— (3aS,6S,8aR)-6-Methyl-3,3a,4,5,6,8a-hexahydro-cyclohepta[b]furan-2-one 99404-89-4 C10H14O2
—— 1-(3,5-Diacetyl-2-oxo-tetrahydro-furan-3-ylmethyl)-azepan-2-one 57753-93-2 C15H21NO5
—— (5R,6S)-5-Dimethylamino-6-methyl-tetrahydro-pyran-2-one 361521-09-7 C8H15NO2
—— (3R,4R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-[(2S,3R,5R)-3-(2-hydroxy-ethyl)-5-methyl-6-oxo-tetrahydro-pyran-2-yl]-pentanethioic acid S-tert-butyl ester 83005-71-4 C23H44O5SSi
—— (8S,16S)-8,16-Dimethyl-1,9-dioxa-cyclohexadecane-2,10-dione 121053-55-2 C16H28O4
—— 5-(prop-2-yn-1-yloxy)oxepan-2-one 1467100-91-9 C9H12O3
—— Pulegonmalonsaeure-ketodilacton 93568-22-0 C13H18O4
—— 2-Oxo-1-oxa-spiro[4.7]dodecane-4-carboxylic acid ethyl ester 61858-04-6 C14H22O4
—— 3,5-Dimethyl-5-<1-methyl-allenyl>-3H-dihydro-furan-2-on 3986-34-3 C10H14O2
—— 9-hydroxy-14,15,16-trinor-8ξ<i>H</i>,9ξ<i>H</i>-labdane-13,18-dioic acid-13-lactone 107621-16-9 C17H26O4
—— (2<i>R</i>,6'a<i>R</i>)-10'ξ-hydroxy-3',6'a,8'<i>t</i>-trimethyl-(6'a<i>r</i>)-octahydro-spiro[furan-2,7'-(3<i>t</i>,9a<i>t</i>-methano-cyclopent[<i>b</i>]oxocin)]-5,2'-dione 107519-16-4 C17H24O5
—— 6,6-Bis(trifluoromethyl)-3-oxabicyclo<3.1.0>hexan-2-one 135524-52-6 C7H4F6O2
—— 8-(3-hydroxymethyl-4-oxo-2-oxetanyl)-4-methyl-2-octanone 112924-48-8 C13H22O4
—— (1R,6S,8R)-8-Chloro-8-methyl-2-oxa-bicyclo[4.2.0]octan-7-one 32348-06-4 C8H11ClO2
—— Isobutyric acid (3aR,4R,6R,9bS)-6,9-dimethyl-3-methylene-6-methylsulfanylmethoxy-2,8-dioxo-2,3,3a,4,5,6,6a,7,8,9b-decahydro-azuleno[4,5-b]furan-4-yl ester 89044-16-6 C21H28O6S
—— methyl (2SR,10RS)-2-chloro-4-oxa-5-oxotricyclo<4.3.1.0<sup>3,7</sup>>decane-10-carboxylate 72443-89-1 C11H13ClO4