The Synthesis And Biological Activity Of Bisindolylalkanes, β-aminoketones And Thioethers

Three novel type compounds were designed and synthesized in this paper: disindolecompounds, β-aminoketones compounds and thioether compounds. The structures ofsynthesized compounds were characterized by IR, HR MS,1H NMR, and13C NMR.Biological activities of the target compounds were tested.In an effort to develop potent anticancer agents, a novel series of bisindolylalkanesanalogues such as3,3’-(thiochroman-4,4-diyl)bis(1H-indole) are synthesized. Anti-proliferat-ive activities for all of these compounds are investigated by the method of MTT assay on7human cancer lines. Most of them showed antitumor activities in vitro, the half maximalinhibitory concentration (IC50) value is7.798μg/mL of Ⅰ5a against MCF7. Compound5ashowed comparable topoisomerase II inhibitory activity to etoposide (VP-16) at100μMconcentration. The rest of the compounds also showed varying degree topoisomerase IIinhibitory activity.In this paper we have designed a simple, efficient, fast methodology for the one-potsynthesis of β-aminoketone derivatives such as N-[(4-oxo-thiochroman-3-yl)-phenyl-methyl]-acetamide by coupling three components, via benzaldehyde, thiochromanone and acetonitrilein the presence of acetic anhydride and catalyzed by silica sulfuric acid at80℃. The in vitroantifungal activity test results of the target compounds showed that the compounds hadvarying degree antibacterial effects on M. gypseum.The thioether compound was synthesized by one-pot reaction from thiophenol, aromaticaldehyde and5,5-dimethyl-1,3-cyclohexanedione catalyzed by DBSA. It was determined theoptimum condition, such as the amount of catalyst, temperature and molar ratio of reactionreagents. The preliminary bioassay showed that some compounds had moderate antifungalactivity against C. neoformans, C. albicas, T. rubrum and A. funigatus.