Studies On The Synthesis, Antioxidant Activity Of Novel Curcumin Analogues And The Synthesis Of Gefitinib

Curcumin exhibits a variety of pharmacological activities including antiinflammation,antitumor, antioxoidant, anti-Alzheimer’s disease and anti-HIV. In this work, some newcurcumin analogues were designed and synthesized, based on the knowledge ofstructure-activity relationship (SAR). Their antioxoidant activities were detected with DPPHmethod.Indole has a certain physiplogical activity, which exists extensively in nature, and somehigh active anticancer natural compounds such as vincaleukoblastinum and vincristine areindole analogues. α-substituted cyclic ketone exhibits a certain antiinflammation activity.(Indol-3-yl)methylene substituted cyclohexanones compounds,, were synthesized by thecondensation of indole-3-carbaldehyde with cyclohexanone with piperidine as a catalyst inethylene glycol. And the curcumin analogues were synthesized by the condensation of(indol-3-yl)methylene substituted cyclohexanones with other aromatic aldehydes byClaisen-Schimdt reaction in saturated sodium hydroxide solution.The antioxidant abilities of curcumin analogues were detected by DPPH method. Theseproducts had shown certain antioxidant activity including C3、C4、C5、C6、C9and C10. Theproduct C4showed better antioxidant activity.Gefitinib (trade name Iressa) was invented by AstraZeneca as an epidermal growth factorreceptor, with N-(3-chloro-4-fluorophenyl)-7-methoxy-6-(4-morpholinobutyl)quinazolin-4-amine as its chemical name. The targeting agent waslaunched as an anticancer drug for the treatment of chemoresistant non-small cell lung(NSCLC) cancer patients. Based on some documents, Gefitinib was synthesized from3-hydroxy-4-methoxybenzaldehyde with an overall yield of33％via conversion of aldehydeto nitrile, condensation with N-(3-chloropropyl)morpholine, nitration, conversion of nitrile toamine, next reaction to obation substituted formamidine with DMF-DMA, finally reaction toget Gefitinib with3-chloro-4-fluoroaniline.