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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
—— (5R,6R,11R,12R)-11,12-Diphenyl-2,8-dioxa-dispiro[4.0.4.2]dodecane-1,7-dione 82044-34-6 C22H20O4
—— 4-propoxymethyl-2-formylmethylbutanolide 945738-35-2 C10H16O4
—— 2,7-dibromo-2,7-dideoxy-D-glycero-D-galacto-heptono-1,4-lactone 171073-58-8 C7H10Br2O5
—— 4-Difluoromethyl-5-(3-methyl-but-2-enyl)-dihydro-furan-2-one 111191-80-1 C10H14F2O2
—— 2,4-dimethyl-3-(methoxycarbonyl)-γ-butyrolactone 35493-67-5 C8H12O4
—— (4S,5S)-5-[(S)-1-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-(tert-butyl-diphenyl-silanyloxy)-dihydro-furan-2-one 204328-25-6 C28H41BrO4Si2
—— 6-benzyl-3,3-dimethyl-5-oxononanolide 77014-35-8 C18H24O3
—— 4-Isopropylidene-6,6-dimethyl-3-oxa-bicyclo[3.1.0]hexan-2-one 29787-21-1 C10H14O2
—— 3-ethyl-3-phenyloxan-2-one 68319-11-9 C13H16O2
—— 3-epi-iso-seco-tanapartholide 134037-55-1 C15H18O5
—— 3-Benzenesulfinyl-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-dihydro-furan-2-one 155531-93-4 C29H34O4SSi
—— (Z)-5-benzylidene-4,4-dimethyl-3-(3-phenylpropionyl)-dihydrofuran-2(3H)-one 1402591-86-9 C22H22O3
—— (2R)-(3S)-(4S)-2-C-methyl-5-deoxyarabinono-1,4-lactone 116491-02-2 C6H10O4
—— dimethyl 10-oxo-11-oxatricyclo[7.2.1.01,4]dodecane-2,9-dicarboxylate 109950-40-5 C15H20O6
—— tert-butyl (4R,5S)-5-[(1S)-1-[(1R,2E,4E,6R,7R,10E,12Z,14E,16R,17R,19S,21S,22R)-21-hydroxy-19-methoxy-3,6,13,16-tetramethyl-9-oxo-8-oxatricyclo[14.8.0.017,22]tetracosa-2,4,10,12,14,23-hexaen-7-yl]ethyl]-2,2,4-trimethyl-1,3-oxazolidine-3-carboxylate 1012307-68-4 C41H61NO7
—— (4S,5S)-4-hydroxy-5-[(Z)-5-phenylpent-2-enyl]oxolan-2-one 1443619-76-8 C15H18O3
—— rel-(3aR,4R,7aS)-6-formyl-4-hydroxy-3a,4,7,7a-tetrahydrobenzo<b>furan-2(3H)-one 100362-22-9 C9H10O4
—— (S)-6-((S)-1-Hydroxy-ethyl)-tetrahydro-pyran-2-one 145020-88-8 C7H12O3
—— N-(4,4-dimethyl-2-oxooxolan-3-yl)prop-2-enamide 2408959-90-8 C9H13NO3
—— (1R,4R,5S)-4-methyl-5-amino-2-oxabicyclo<3,2,1>octan-3-one 98442-32-1 C8H13NO2
—— 3,3A,5a,6,8a,8b-hexahydro-benzo[1,2-c;3,4-c']difuran-1,8-dione 854909-66-3 C10H10O4
—— 1599434-87-3 C14H22NO5
—— 6-(1-Iodopentadeca-3,6,9,12-tetraen-1-YL)oxan-2-one 86552-31-0 C20H29IO2
—— cis,trans-4-Phenyl-3-carbethoxy-tetrahydrofuran-2-on 34971-27-2 C13H14O4
—— (+)-(5R,1'R)-3-Methyl-5-(2',2'-dimethylspiro<2.4>hepta-4',6'-dien-1'-yl)-6-oxa-2-cyclohexenone 126899-50-1 C15H18O2
—— (S)-6-(1S,2S)-2-((hydroxymethyl)cyclopropyl)tetrahydropyran-2-one 1035931-09-9 C9H14O3
—— (-)-6β-hydroxytriacetoxy tricalysiolide B 1421480-08-1 C26H34O9
—— (3S,6S)-3-[(S)-5-(tert-butyldimethylsilanyloxy)-4-methylpentyl]-3-methyl-6-[(E)-1-methyl-2-(2-methylthiazol-4-yl)vinyl]dihydropyran-2,4-dione 1184762-41-1 C25H41NO4SSi
—— (1S,5R,8R)-8-Phenyl-6-oxa-bicyclo[3.2.1]octan-7-one 125159-59-3 C13H14O2
—— Phenylurethan des 1-Methyl-cyclohexan-trans-diol-(2.3)-carbonsaeure-lactons 100956-52-3 C15H17NO4
—— <i>rac</i>-3,3-ethanediyldioxy-16ξ-ethoxy-11β,14-dihydroxy-16,17-seco-14β-pregna-5,15-dien-18-oic acid-11-lactone 124291-20-9 C25H36O6
—— 6,9,9-Trimethyl-2-oxa-bicyclo[3.3.1]non-6-en-3-one 79693-64-4 C11H16O2
—— Isodyssinsaeure-lacton 502-13-6 C12H10O2
—— 2-bis(trifluoromethyl)methylene-4,4-bis(trifluoromethyl)-1,3-oxathiolan-5-one 89563-06-4 C8F12O2S
—— (R)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-12-hydroxy-dodecyl]-dihydro-furan-2-one 851040-39-6 C22H44O4Si
—— 5,8,8-Trimethyl-6-oxa-bicyclo[3.2.1]octan-7-one 71679-20-4 C10H16O2
—— (1R,3aR,6aS)-6-Isopropylidene-3-oxo-1-(3-triisopropylsilanyl-prop-2-ynyl)-tetrahydro-cyclopenta[c]furan-3a-carboxylic acid ethyl ester 900803-35-2 C25H40O4Si
—— (2R)-2-[(1R,4R,5R,6S)-10-oxo-11-oxatricyclo[4.3.2.01,5]undec-8-en-4-yl]propanoic acid 99474-52-9 C13H16O4
—— 1,6,6-trimethyl-2-oxabicyclo<2.2.2>octan-3-one 101544-82-5 C10H16O2
—— 2,2,6-Trimethylspiro[3-oxabicyclo[4.2.0]octane-8,2'-oxirane]-4-one 97335-76-7 C11H16O3
—— isopropylidene-4 methyl-6a (2H) hexahydro-3,3aα,4,5,6,6aα cyclopenta<b>furannone-2 79693-65-5 C11H16O2
—— 2,3-dimethyl-5-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 861071-05-8 C9H14O4
—— 1,4,5,6,7,7-Hexachloro-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (3aR,4R,6aR)-2,2-dimethyl-6-oxo-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester 84772-79-2 C16H14Cl6O6
—— (4S,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-(hydroxymethyl)oxolan-2-one 189160-26-7 C12H24O4Si
—— 6-ethyl galactarate-1,4-lactone 80714-43-8 C8H12O7
—— (3S,4R,6R,9S,10R)-4-((tert-butyldimethylsilyl)oxy)-9-(methoxymethoxy)-3-methyl-2-oxo-10-pentyloxecan-6-yl acetate 1609652-11-0 C25H48O7Si
—— 4-isohexyl-4-methyl-tetrahydro-pyran-2-one 412343-55-6 C12H22O2
—— 3-methyl-3-octyl-glutaric acid-anhydride 855751-04-1 C14H24O3
—— 5-Methyl-2-oxo-5-phenylselanyl-tetrahydro-furan-3-carbonitrile 115476-80-7 C12H11NO2Se
—— 8-Methyl-oxocane-2,4-dione 129199-61-7 C8H12O3