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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
—— Bromcamphersaeureanhydrid 112924-25-1 C10H13BrO3
—— (+/-)-trans-4-p-tolyl-6-trimethylsilyl-2-oxepanone 116428-35-4 C16H24O2Si
—— 1500059-45-9 C27H36O4Si2
—— 115410-99-6 C14H12O4
—— (3S)-(+)-A-factor 162809-52-1 C13H22O4
—— (6S)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3-methyl-6-nonyloxan-2-one 75989-79-6 C22H44O3Si
—— 2,6-dioxabicyclo[3.3.1]nonane-3,7-dione 119329-40-7 C7H8O4
—— Acetic acid (R)-1-((R)-3-hydroxy-3-methyl-5-oxo-tetrahydro-furan-2-yl)-ethyl ester 64447-77-4 C9H14O5
—— (3aS,7aS)-3-Acetyl-3a,5,5-trimethyl-2-oxo-octahydro-benzofuran-4-carbaldehyde 118798-11-1 C14H20O4
—— 5,6-Dihydro-5-(2-hydroxyethylthio)-6-methoxy-2H-pyran-3(4H)-on 127818-00-2 C8H14O4S
—— marrulactone 1175539-00-0 C18H26O4
—— (2R,5S,7R,5'S)-spiro[1-oxa-8-oxo-2-phenyl-3-oxabicyclo[3.3.0]octane]-7,3'-[5'-phenyldihydrofuran-2'-one] 1340543-06-7 C21H19NO4
—— 4-methyl-6-oxabicyclo<3.2.1>octan-7-one 76170-66-6 C8H12O2
—— (2RS,4R,6R)-4-methyl-2-<(2RS)-2-methylpentyl>-6-heptanolide 110444-34-3 C14H26O2
—— methyl (2S,3R)-2-[(1S,2R,3S,5S)-3-(methoxymethoxy)-2-methyl-5-prop-1-en-2-ylcyclopentyl]-5-oxooxolane-3-carboxylate 1132754-18-7 C17H26O6
—— (3S,5R)-3-Allyl-5-(1-methyl-cyclohexyl)-dihydro-furan-2-one 138100-20-6 C14H22O2
—— (1R,4R,6R)-(-)-1-iodomethyl-4-(1-methylethenyl)-9-oxabicyclo[4.3.0]nonan-8-one 304430-09-9 C12H17IO2
—— (1SR,6RS,7SR,8RS)-8-hydroxy-7-hydroxymethyl-2-oxabicyclo<4.3.0>nonan-3-one 114647-08-4 C9H14O4
—— (3R,4R,5R)-4,5-dihydro-4-hydroxy-3-methyl-5-pentyl-2-(3H)-furanone 852043-99-3 C10H18O3
—— (5-Isopropoxymethyl-2-oxo-tetrahydro-furan-3-yl)-acetyl chloride 910577-45-6 C10H15ClO4
—— (7a<i>R</i>)-8<i>c</i>-ethyl-3ξ,11<i>c</i>-dimethyl-2<i>t</i>-((2<i>S</i>)-4<i>c</i>-methyl-5-oxo-tetrahydro-[2<i>r</i>]furyl)-10-oxo-(7a<i>r</i>,8a<i>c</i>,11a<i>c</i>,11b<i>t</i>,11c<i>c</i>)-tetradecahydro-azepino[3,2,1-<i>hi</i>]-furo[3,2-<i>e</i>]indolinium; iodide 21504-57-4 C23H36NO4*I
—— 3,5-di-O-acetyl-2,6-dideoxy-D-ribo-hexono-1,4-lactone 109986-37-0 C10H14O6
—— 1,3,10-trimethyl-8-oxabicyclo<5.3.0>-dec-4-en-3β-ol-2,9-dione 121878-59-9 C12H16O4
—— (1S,4R,5R)-4-Iodo-7-oxo-1-vinyl-6-oxa-bicyclo[3.2.1]octane-4-carboxylic acid 58683-57-1 C10H11IO4
—— cis-5-Dichlormethyl-α,β-dihydroxy-2-oxo-1,3-dioxolan-4-propionitril 58366-91-9 C7H7Cl2NO5
—— (3R,5R)-3-Butyl-5-hexyl-3-phenylselanyl-dihydro-furan-2-one 55229-21-5 C20H30O2Se
—— (20S)-3β,20-Dihydroxy-5α-pregnan-18-saeure-20-lacton 25099-00-7 C21H32O3
—— (3S,3aR,9aS)-3-Chloro-3-methyl-octahydro-cycloocta[b]furan-2-one 65277-10-3 C11H17ClO2
—— 6,6-Dimethyl-5-methylene-2-oxa-bicyclo[2.2.2]octan-3-one 71679-24-8 C10H14O2
—— 3-Isopentyl-δ-valerolacton 32821-73-1 C10H18O2
—— (4R,5R,6R)-Dihydro-4-hydroxy-5-(1-hydroxypropyl)-5-methyl-2(3H)-furanone 122623-00-1 C8H14O4
—— (3S)-3-ethyl-3-[(E)-2-nitroethenyl]oxolan-2-one 102631-84-5 C8H11NO4
—— 2-oxa-3-oxo-6-syn-(3ξ-hydroxy-4(ξ)-phenyl-pentyl)-7-anti-hydroxy-cis-bicyclo[3,3,0]octane 54359-33-0 C18H24O4
—— Crotolarinsaeure 53937-99-8 C10H16O5
—— (1R*,2S*,3R*,4S*)-3,4-dichlorocyclobutane-1,2-dicarboxylic anhydride 7103-79-9 C6H4Cl2O3
—— 6-(γ-Butanolid-γ-yl)-2,3-(δ-pentanolid)-thiacyclohexan-1,1-dioxid 49821-72-9 C12H16O6S
—— Acetic acid (S)-2-acetoxy-1-((R)-2-methyl-5-oxo-tetrahydro-furan-2-yl)-ethyl ester 86989-38-0 C11H16O6
—— 9-Mercapto-10-methyl-oxecan-2-one 81044-91-9 C10H18O2S
—— (1S,6S,8S,21S)-2,5,7,7,22,22-hexamethyl-11,18-dioxa-3,4-diazatricyclo[19.1.1.16,8]tetracosa-2,4-diene-12,17-dione 1338461-51-0 C26H42N2O4
—— Trichloro-acetic acid (1R,5R,6R)-3-oxo-2-oxa-bicyclo[3.2.1]oct-6-yl ester 136713-38-7 C9H9Cl3O4
—— (S)-3-(2-bromophenyl)-5,5-dimethyldihydrofuran-2(3H)-one 1435448-86-4 C12H13BrO2
—— (S)-3-Chloro-3-methyl-1-oxa-spiro[3.9]tridecan-2-one 138589-70-5 C13H21ClO2
—— (7a<i>R</i>)-8<i>c</i>-ethyl-3<i>c</i>,11<i>c</i>-dimethyl-2<i>c</i>-((2<i>S</i>)-4<i>c</i>-methyl-5-oxo-tetrahydro-[2<i>r</i>]furyl)-10-oxo-(7a<i>r</i>,8a<i>c</i>,11a<i>c</i>,11b<i>t</i>,11c<i>c</i>)-tetradecahydro-azepino[3,2,1-<i>hi</i>]furo[3,2-<i>e</i>]indolium; chloride 103303-39-5 C23H36NO4*Cl
—— 6-methyl-3-ureidomethylene-2H,3H,4H,5H-pyran-2,4-dione 133074-73-4 C8H10N2O4
—— ethyl (2R,3R)-(-)-trans-5-oxo-2-(3-pyridyl)-tetrahydrofuran-3-carboxylate 1084875-06-8 C12H13NO4
—— (6S)-6-[(1R,2R)-2-(tert-butyldimethylsilyloxy)-1-methylbutyl]-4-hydroxy-3-methyltetrahydro-2H-pyran-2-one 950479-02-4 C17H34O4Si
—— (Z)-7-(methylene-d)-2-oxabicyclo[3.2.2]nonan-3-one 158199-33-8 C9H12O2
—— 2-oxo-1-oxa-spiro[4.5]decane-3-carboxylic acid 65652-04-2 C10H14O4
—— (3aS,7aR)-(-)-7a-benzyl-3a-hydroxytetrahydro-2-benzofuran-1,5(3H,4H)-dione 1236161-50-4 C15H16O4
—— (4S,6S,9S)-4,9-Dimethyl-1-oxa-spiro[5.5]undec-7-en-2-one 118682-32-9 C12H18O2