Study On Synthesis And Antifungal Activity Of Novel Thiochromanone Derivatives

Thiochromanones is a kind of heterocyclic compound containing sulfur atom, whichhave the feature of high liposolubility and low watersolubility. It is attracting our attentionbecause of its easy to change the ultrastructure of fungal cells by invading fungal cellmembrane, destroying the structure and the function of fungal cell wall, which can made thefungi die by leading endogenous substances flow out. In the modern pesticide research anddevelopment process, the study of heterocyclic compounds has been the central issue for along period. Thiochroman derivatives has been reported mostly in the field of medicineexhibit excellent antibacterial ability, but reported little research on the antibacterial activityin the field of pesticides.In this study, a new thiochromanone intermediate has been synthesized by1,3-benzodioxole as a starting material through bromide reaction, sulfide reaction, cyclizationreaction, and then25unreported novel thiochroman derivatives has been synthesized by aldolreaction. The structures of these compounds were confirmed by MS,1H-NMR, and IR.The preliminary antifungal activity test indicated that all of the synthesized25compounds showed different inhibition on seven tested plant pathogenic fungi (curvularia-lunata.boed, Fusarium oxysporum, Cytospora Mandshurica, Fusarium graminearum,Botrytis cinerea, Alternaria alternata, Fusarium solani and Fusarium oxysporum) at theconcentration of50mg/L．The Whole series of compounds showed better inhibition onFusarium oxysporum than other six tested plant pathogenic fungi. The inhibition rates ofcompound6-2~6-7,6-11,6-12,6-14and6-15against Fusarium oxysporum were up to100%,significantly higher than the inhibition rates62.5%of hymexazol, which acted as a positivecontrol.