【摘要】 利用微波辐射合成含氮含硫的姜黄素类似物,比较了化合物的抗氧化能力。以苯甲醛与环戊酮或环己酮为原料,经克莱森-斯密特缩合反应,采用微波法合成中间化合物2,6-双苯亚甲基环己酮或2,5-双苯亚甲基环戊酮,中间体与尿素或硫脲经Biginelli反应合成目标化合物。利用DPPH法比较各化合物与姜黄素的抗氧化能力。合成了2个未见文献报道的新化合物(2b,2c),结构经IR、1H NMR、13C NMR和MS表征确证;增加含氮、含硫基团的衍生物,其抗氧化能力比姜黄素母核结构高。采用微波法合成含氮含硫的姜黄素类似物可显著提高产率,产率达83%,经24 h含氮、含硫化合物b的抗氧化能力与姜黄素相当,远比姜黄素母核强。更多还原

【Abstract】 Three novel curcumin analogues containing nitrogen or sulfur were synthesized under microwave irradiation and the compounds antioxidant activity were compared.The intermediate analogue 2,6-diphenyl methylene cyclohexyl ketone or 2,5-diphenyl methylene cyclopentl ketone,was synthesized by aromatic aldehyde and cyclopentanone or cyclohexanone through Claisen-Schmidt condensation reaction.Intermediates reacted with urea or thiourea by Biginelli reaction for the synthesis of target compounds under microwave irradiation.Antioxidant activity of each compound was compared with curcumin using DPPH method.The structures of all synthesized compounds were characterized by IR,1H NMR,13C NMR and MS and two of them were unreported(2b,2 c). For analogues containg nitrogen and sulfur,their antioxidant ability were higher than curcumin mother structure.Microwave synthesis of curcumin analogues containing nitrogen or sulfur could improve the yield up to 83%,after 24h the antioxidant activity of compounds b containing nitrogen or sulfur were equivalent to curcumin’s,higher than the curcumin mother structure greatly.更多还原