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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
—— (S)-2-((2R,3S,4R,5S)-4-Methoxy-3,5-dimethyl-6-oxo-tetrahydro-pyran-2-yl)-propionic acid 73907-83-2 C11H18O5
—— 905452-81-5 C8H10O4
—— (3α,3aα,8aα)-octahydro-3-chloro-2H-cyclohepta(b)-furan-2-one 97191-02-1 C9H13ClO2
—— aldehydo-D-glucurono-6,3-lactone diethyl dithioacetal 4258-11-1 C10H18O5S2
—— methyl 5-methylene-2-oxo-3-(p-tolyl)tetrahydro-2H-pyran-3-carboxylate 1148149-25-0 C15H16O4
—— (4-Methyl-2,6-dioxo-tetrahydro-pyran-4-yl)-acetyl chloride 883866-55-5 C8H9ClO4
—— (2aS,5R,5aR,6S,8aR,8bR)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-6-hydroxy-2a-methyl-2a,3,4,5,5a,6,8a,8b-octahydro-naphtho[1,8-bc]furan-2-one 143495-18-5 C19H32O4Si
—— 4-(1-trans-propenyl)-3,7-dioxabicyclo<3.3.0>octane-2,8-dione 79011-85-1 C9H10O4
—— (R)-4-Methoxy-5,5-dimethyl-dihydro-furan-2-one 137008-56-1 C7H12O3
—— (3aS,3bR,5S,7aR,7bR,8S,11bS)-7a,8-Dihydroxy-7-methoxy-3b,5,7b,11,11-pentamethyl-5-vinyl-3a,5,7a,7b,8,9,10,11,11a,11b-decahydro-3bH-1,3,4-trioxa-cyclopenta[l]phenanthren-2-one 111724-01-7 C22H32O7
—— 4,4-Dimethyl-3-(3-methylbut-1-enyl)butanolide 27373-86-0 C11H18O2
—— (3aR,5R,8S,8aS)-5,8-Dimethyl-3,3a,4,5,8,8a-hexahydro-cyclohepta[b]furan-2-one 107344-12-7 C11H16O2
—— 1,8-dioxacyclohexadeca-11,13-diyne-2,7-dione 1393363-14-8 C14H16O4
—— (3aS,5aR,10aR,10bR)-1,2,3,3a,5a,6,7,8,10a,10b-Decahydro-9-oxa-cyclohepta[e]inden-10-one 123807-90-9 C13H18O2
—— 11,13-methylenumbellifolide 135431-98-0 C16H22O4
—— 3-(6-hydroxy-2,6-dimethyl-heptyl)-dihydro-furan-2(3H)-one 1082301-52-7 C13H24O3
—— 1-Dehydroxy-1,2-didehydro-hexahydro-protogentiogenin 91950-37-7 C10H14O3
—— (tetrahydropyrannyl)-5 pentanolide-4 93676-75-6 C10H16O3
—— 6-desoxymyrocin C 143495-35-6 C20H24O4
—— ent-10β-hydroxy-3α-methoxymethoxy-17-oxo-20-nor-12α,17-methanogibberellane-7,19-dioic acid 7-methyl ester 19,10-lactone 1309586-92-2 C23H30O7
—— dichloro-6,7 heptanolide-4 98325-73-6 C7H10Cl2O2
—— N(3)-benzyloxymethyl-3',5'-O-di(triethylsilyl)-5,6-dihydrothymidine 1334176-53-2 C30H52N2O6Si2
—— (3aS,4R,5S,6aS)-ethyl-6a-hydroxy-1,1-dimethyl-3-oxo-4-phenylhexahydro-1H-cyclopenta[c]furan-5-carboxylate 1111644-49-5 C18H22O5
—— 3-phenyl-3-(propa-1,2-dienyl)furan-2(3H)-one 1427729-77-8 C13H10O2
—— cis-4,5-dihydro-4-isopropyl-5-methyl-2(3H)-furanone 112423-40-2 C8H14O2
—— 2,3,3aβ,4,6,7,8,8a,9,9aβ-decahydro-8aβ-methyl-2-oxonaphtho<2,3-b>furan-3-carboxylic acid methyl ester 73483-62-2 C15H20O4
—— 2-(3-chlorocarbonyl-butyl)-3-methyl-succinic acid-anhydride 856062-42-5 C10H13ClO4
—— (1S,4S,5S,6S)-6-hydroxy-5-methyl-4-pivaloyloxymethyl-3-oxabicyclo[3.2.0]heptan-2-one 1431160-92-7 C13H20O5
—— 1,9-Bis-(5-oxo-tetrahydrofuran-3-yl)-3,7-dithia-nonane 412934-58-8 C15H24O4S2
—— 5-deoxy-2,3-bis-O-methoxymethyl-D-arabinono-1,4-lactone 137271-96-6 C9H16O6
—— 3β-chloro-4α-hydroxy-5,7α,6β(H)-guaia-1(10),11(13)-dien-12,6-olide 1228392-78-6 C15H19ClO3
—— 2-methyl-<i>D</i>-5-deoxy-ribonic acid 4-lactone 117776-52-0 C6H10O4
—— 626201-41-0 C12H20O5S
—— (E)-2-butylidene-δ-valerolactone 61203-12-1 C9H14O2
—— 5S-(1S-hydroxypent-4-ynyl)dihydrofuran-2-one 861807-70-7 C9H12O3
—— 5-oxo-3,3,6-trimethylnonanolide 77014-37-0 C12H20O3
—— 1,6β,11α-Trihydroxy-11β-methyl-4-oxo-10αH-ambrosa-2-ene-12-oic acid-γ-lactone 139122-98-8 C15H20O5
—— (S)-N-benzyl-5-oxotetrahydrofuran-2-carboxamide 625437-73-2 C12H13NO3
—— (4R,5R,6S)-6-hexyl-4-methyl-5-[(4S)-4-propan-2-yl-2-sulfanylidene-1,3-thiazolidine-3-carbonyl]oxan-2-one 140134-17-4 C19H31NO3S2
—— 2-fluoro-2-trifluoromethyl-4-trifluoroacetoxymethyl-4-butanolide 134251-79-9 C8H5F7O4
—— 4-ethyl-3-(hydroxy(phenyl)methyl)tetrahydropyran-2-one 1448719-29-6 C14H18O3
—— 2,3-dinor-6,15-dioxo-19,19,20,20-d4-PGF<sub>1</sub>α 6,9-hemiacetal 1,6-lactone 82290-54-8 C18H26O5
—— (S)-5-Methyl-5-((R)-4-methyl-cyclohex-3-enyl)-dihydro-furan-2-one 63323-23-9 C12H18O2
—— 1,11-Bis-(2-oxo-tetrahydropyran-3-yl)-4,8-dithia-undecane 412934-75-9 C19H32O4S2
—— 4-(1-bromo-1-methylethyl)tetrahydrofuran-2-one 1421638-85-8 C7H11BrO2
—— (R)-3-trifluoromethyl-γ-butyrolactone 109719-07-5 C5H5F3O2
—— (3S,4S)-4,5-dihydroxy-3-isopropenylpentanoic acid γ-lactone 108427-00-5 C8H12O3
—— 7-Methyl-1-propan-2-yl-4,9-dioxatetracyclo[5.3.2.02,6.08,10]dodecan-3-one 854762-29-1 C14H20O3
—— (1S,2R,4S,4'R)-4'-(1-(tert-butyldimethylsilyloxy)but-3-enyl)-4',5'-dihydro-2'H-spiro[bicyclo[2.2.2]oct[5]ene-2,3'-furan]-2'-one 1384477-67-1 C21H34O3Si
—— α,α-Dichlor-β-tribrommethyl-β-propiolacton 6900-32-9 C4HBr3Cl2O2