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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
—— (3aS,4R,5aS,9aR,9bS)-8-Hydroxy-4-methoxymethoxy-5a-vinyl-decahydro-furo[2,3-f]isochromen-2-one 66556-55-6 C15H22O6
—— 4(R)-methyl-3(S)-(1(R)-methyl-2-hydroxyethyl)-5(S)-(1(R)-iodopentyl)dihydro-2(3H)-furanone 97249-05-3 C13H23IO3
—— (1'S,5R)-5-<1'-<1'-(tert-butyldimethylsiloxy)-2',2',2'-trifluoroethyl>>dihydro-2(3H)-furanone 149902-82-9 C12H21F3O3Si
—— 3-methyl-3-(3-oxo-pentyl)-furan-2,4-dione 1236161-66-2 C10H14O4
—— (1R,3S,4S,7S,8R,10R)-3-Iodo-6-oxo-5,9-dioxa-tricyclo[5.2.1.0<sup>4,8</sup>]decane-10-carboxylic acid 96913-82-5 C9H9IO5
—— 6(R)-[2-[8(S)-(α,α-dimethyl-4'-hydroxyphenylacetyloxy)-2(S),6(R)-dimethyl-1,2,6,7,8,8a(R)-hexahydronaphthyl-1(S)]ethyl]-4(R)-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-one 114774-18-4 C29H38O6
—— 4(R)-methyl-3(S)-(1(S)-methyl-2(E)-heptenyl)dihydro-2(3H)-furanone 97277-07-1 C13H22O2
—— (5R,6S)-5-bromo-6-(thiophen-2-yl)tetrahydro-2H-pyran-2-one 1300698-96-7 C9H9BrO2S
—— 8-chloro-5-(2-methylprop-1-enyl)-3-oxatricyclo[4.4.0.01,5]deca-7,9-dien-4-one 184651-30-7 C13H13ClO2
—— (6R,1'S)-6-[(1'-t-butoxycarbonylamino)ethyl]-2,4-dioxotetrahydropyran 4-oxime 119963-05-2 C12H20N2O5
—— (1R,5S) 6,6-dimethyl-4(R)-[3',3'-dimethylbutyrolactone-2'(S)-oxy]-3-oxabicyclo-(3,1,0)-hexan-2-one 76692-23-4 C13H18O5
—— Formic acid (1R,2R,6R,7R)-5-oxo-4-oxa-tricyclo[5.2.1.0<sup>2,6</sup>]dec-1-ylmethyl ester 156880-45-4 C11H14O4
—— (3E)-3-(3-phenylpropylidene)oxolan-2-one 1402611-60-2 C13H14O2
—— α-Acetyl-δ-isobutyloxy-γ-valerolacton 81840-72-4 C11H18O4
—— (3aR,4R,6aR)-3-methyl-4-octyl-3-phenylselanyl-4,6a-dihydro-3aH-furo[3,4-b]furan-2,6-dione 124929-02-8 C21H28O4Se
—— (3S,5S,7R,9R)-3,5,7,9-tetramethylnonanolide 130858-79-6 C13H24O2
—— (3R,4R)-3,4-Diallyl-dihydro-furan-2-one 81525-21-5 C10H14O2
—— 3-(2-cyclohexen-1-yl)-3-methyl-3H,5H-furan-2,4-dione 121740-83-8 C11H14O3
—— 6-methyl-7a-phenyl-3,3a,7,7a-tetrahydro-3,6-methanobenzofuran-2(6H)-one 1627214-50-9 C16H16O2
—— 7-ethyl-8-oxabicyclo[4.3.0]-2,9-dioxononane 1333332-20-9 C10H14O3
—— 3'a,7'a-trans-3'a,4',5',6',7',7'a-Hexahydrospiro<cyclohexane-1,1'(3'H)-isobenzofuran>-3'-one 73090-10-5 C13H20O2
—— (3aR,4S,5R,6aS)-4-((3S,4R)-3-tert-Butoxy-4-fluoro-oct-1-ynyl)-5-hydroxy-hexahydro-cyclopenta[b]furan-2-one 87333-10-6 C19H29FO4
—— β-metyhylene-α,α-trimethylene-γ-butyrolactone 95864-59-8 C8H10O2
—— (3S,4R,5R)-6-tert-butyldiphenylsiloxy-3,5-bis(methoxymethoxy)hexan-4-olide 155343-74-1 C26H36O7Si
—— (Z,3R,4S,9S,10R)-3,4,7,8,9,10-hexahydro-4,9-bis(methoxymethoxy)-3-methyl-10-pentyloxecin-2-one 1585969-08-9 C19H34O6
—— 6-isohexyl-6-methyl-tetrahydro-pyran-2-one 100250-24-6 C12H22O2
—— 3-<Bis(methoxycarbonyl)methyl>-5-pentanolide 135253-17-7 C10H14O6
—— (R)-Dihydro-4,4-dimethyl-5-(1-methylethyl)-2,3-furandione 124508-43-6 C9H14O3
—— (1S,6S)-1-Methyl-2-oxa-bicyclo[4.2.0]octan-3-one 72331-80-7 C8H12O2
—— 3-[2-((1R,2R)-2-Hydroxy-2,6,6-trimethyl-cyclohexyl)-eth-(E)-ylidene]-dihydro-furan-2-one 74542-27-1 C15H24O3
—— (3R,5R)-3-Allyl-5-((S)-1-iodo-ethyl)-dihydro-furan-2-one 131175-68-3 C9H13IO2
—— (3S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((2E,4E)-hexa-2,4-dienyl)-dihydro-furan-2-one 102341-77-5 C17H30O3Si
—— 3-deoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-arabino-1,4-lactone 105676-46-8 C22H28O4Si
—— (4aR,8aR)-4a,7-Dimethyl-3-phenylselanyl-3,4,4a,5,6,8a-hexahydro-chromen-2-one 128980-26-7 C17H20O2Se
—— (3R,5S)-3-Allyl-5-triisopropylsilanyloxymethyl-dihydro-furan-2-one 216863-45-5 C17H32O3Si
—— 2,3-O-Benzylidene-5-deoxy-D-ribonic Acid γ-Lactone 90108-52-4 C12H12O4
—— 3(S)-(1(R),4-dimethyl-2(E)-pentenyl)-4(S)-methyl-5(R)-(1(S)-methylbutyl)dihydro-2(3H)-furanone 104784-15-8 C17H30O2
—— Laevulinsaeure-thioanhydrid 20597-57-3 C10H14O4S
—— rac-(3aR,5aR,8aR,8bR)-5a,7,7,8a-tetramethyl-1-methylene-4-(pentan-3-yl)-2,3,5a,7,8,8a-hexahydro-1H,6H-3a,8b-methano-as-indacene 123675-74-1 C17H24O4
—— α-Thioacetyl-γ-valerolacton 26792-29-0 C7H10O2S
—— 3,3a,4,6a-tetrahydro-5-methyl-2H-cyclopenta<b>furan-2-one 100948-64-9 C8H10O2
—— (1α,2α,4α,6α)-3,8-dioxatricyclo<4.2.1.0<sup>2,4</sup>>nonan-7-one 93000-77-2 C7H8O3
—— 2-amino-D-<i>xylo</i>-2,3-dideoxy-hexonic acid-4-lactone 806643-39-0 C6H11NO4
—— 15,16-epoxy-12R-hydroxy-ent-halima-5(10),13(16),14-trien-18,2β-olide 1114282-64-2 C20H26O4
—— 1582740-79-1 C15H25BrO3Si
—— 5-(1-Chloro-2-methyl-propenyl)-3-ethyl-3-methyl-dihydro-furan-2-one 100066-98-6 C11H17ClO2
—— (+)-(2E,3R,4S)-2-(dodec-11-enylidene)-3-hydroxy-4-methylbutanolide 1196997-36-0 C17H28O3
—— 4-Cyan-5,5,5-trifluormethyl-4-hydroxypentansaeurelacton 770-58-1 C6H4F3NO2
—— (1R,2R,3R,6R,7S,9S)-2-Iodo-5-oxo-4,8-dioxa-tricyclo[4.2.1.0<sup>3,7</sup>]nonane-9-carbonyl chloride 70400-53-2 C8H6ClIO4
—— 3,3,6,10-tetramethyl-hexahydro-6,9-methano-pyrano[3,4-d]oxepin-1,8-dione 110031-03-3 C14H20O4