Synthesis And Biological Activity Of 3-heterocyclic Substituted Anthracene Derivatives

Indole is a class of alkaloids that are commonly found in nature because of the unique chemical structure that makes indole or indole derivatives have good biological activity,such as antibacterial,antiviral,anti-inflammatory,antioxidant,anticancer and so on.1,3,4-oxadiazole or 1,3,4-thiadiazole is a key intermediate in both pesticide and pharmaceutical use.Since such derivatives have insecticidal,antibacterial,antiviral,antioxidant and a variety of biological activity and is widely used.According to the principle of active splicing,27 unreported indole derivatives were synthesized by introducing small molecular groups such as heterocyclic and amide into the indole structure.Their structures were characterized by IR,1H NMR,13 C NMR and HR-MS(ESI).The antibacterial activity of the target compound was determined by turbidity method.The results showed that the compounds showed different inhibitory effects on the plant pathogens tested.At 200 ?g/m L,the inhibitory rates of compounds I-03,I-07 and I-11 on X.oryzae were 100%.At 100 ?g/mL,the inhibitory effect of the control drug Bismerthiazol on X.oryzae was weaker than that of compounds I-04 and I-11,and the inhibitory rates of compounds I-04 and I-11 were more than 90%.At the tested concentrations,compounds II-04,II-07,II-10 were significantly higher than the control drug Bismerthiazol.At 200 ?g/mL,the inhibition rate of compounds II-04,II-07 and II-10 were higher than 80.00% for X.citri.At the concentration of 200 ?g/mL,the inhibitory rates of compounds I-03,I-10,II-07,II-08,II-09,II-11 and II-12 on R.solanacearum were 99.62%,90.00%,93.72%,99.72%,91.64%,90.38% and 97.01%,respectively,which was higher than the control drug Thiobacillus Copper(75.15%),when the concentration was 100 ?g/m L,the inhibitory rates of compounds I-10,II-07,II-08 and II-12 were above 70%.The anti-plant virus(tobacco mosaic virus TMV)activity of the synthesized bis-thioether compounds was tested by half-leaf spotting method.The results showed that: when the concentration was 500 ?g/mL,the compounds tested had a certain inhibitory activity against TMV.The therapeutic activities of compounds I-03,I-07 and I-09 against TMV were more than 50%,and the therapeutic activities of compounds I-03 and I-07 were 56.28% and 55.71%,respectively,which were superior to the control drugs Ningnemycin(53.24%).The protective activities of compounds I-03 and I-07 were 68.90% and 69.18%,which were close to the control drug Ningnanmycin(71.68%).