The Synthesis And Properties Of Ferrocenyl-benzoyl-thiadiazole Derivatives

Ferrocene and its derivatives are easy to be derived, highly stable and reversible redox properties, which can be applied to specific electrode materials, fluorescent probes, and biological macromolecules recognition. As an important component of the heterocyclic compounds. 1, 3, 4-thiadiazole are widely used in the synthesis of pharmaceuticals, pesticides and functional materials. We synthesized 14 new ferrocene benzoyl thiadiazole compounds with ferrocene benzoic acid and thiadiazole deravatives as raw material, explored their electrochemical properties and biological activities.1. Fourteen new ferrocenyl-benzoyl-thiadiazole compounds were obtained through4-ferrocenylbenzoic acid or 3-ferrocenylbenzoic acid reacting with 2-amino-5-aryl-1,3, 4-thiadiazole containing seven different substituents via the acyl chloride method.The structural integrity of the newly synthesized compounds was established via a variety of analysis methods. Fourtunately, single crystal structure of five kinds of target compounds were gained.2. Electrochemical properties of tested compounds FcL1~FcL14 found that it is a single electron reversible redox reaction controlled by the diffusion in the electrode surface. Simultaneously, the electrode reaction kinetics parameters were calculated through CA and CV. In addition, the results of exploring the common electro chemical response behavior of ten kinds of metal cation showed that the Zn2+, Pb2+identification is better.3. The antibacterial activities of target compounds on Fusarium graminearum,Curvularia lunata and Alternaria tenuis were tested by the method of growth ratio in vitro. The results demonstrated that they all have different degrees of antimicrobial resistance and high selectivity to different strains. The inhibition of Fusarium graminearum was the best. Among them, the EC50 of para substitution of-H,-Cl and the meta substitution of-Br was lower. That is to say, the antibacterial activity was better for them.4. In order to find out novel potent antitumor agents, these target compounds Fc L1~Fc L14 were evaluated for their cytotoxicity in vitro against human cancer BGC-823, SGC-7901, EC-9706, Eca-109, Ece and jurkat by CCK-8 assay in five different concentration gradient. The test results indicated that the compounds have a certain degree of inhibition for Eca-109 and Ece, and the anticancer activity of meta-series are slightly better than the para-series compounds.