Design, Synthesis, Biological Activity Evaluation and Action Mechanism of Myricetin Derivatives Containing Thiazolebisamide

Abstract

The plant diseases caused by a variety of pathogens such as viruses, bacteria and fungi pose a great threat to global food production and food safety. Therefore, the search for green, efficient and pollution-free pesticides has become an important task. In this article, 23 myricetin derivatives containing thiazolebisamides active groups have been designed and synthesized. Their activities were evaluated by performing in vitro antibacterial and in vivo antiviral assays, microscale thermophoresis (MST) and molecular docking assays. The results of in vivo antiviral assays showed that compounds A4 and A23 exhibited good antiviral activity with EC 50 values of 79.0 and 54.1 μg/mL for therapeutic activity and 103.3 and 91.2 μg/mL for protective activity, respectively. The dissociation constants (Kd) values of compounds A4 and A23 against TMV-CP were 0.021 and 0.018 μM, respectively, determined by microscale thermophoresis (MST), which were much smaller than those of the commercial drug ningnanmycin (NNM), which were 2.84 μM. The interaction of compounds A4, A23 with TMV-CP was further verified at the molecular level. In addition, in vitro antifungal assays of this series of compounds showed that they exhibited some inhibitory activity against a variety of fungi, especially against the phytophthora capsici. Among them, A13 and A20 showed similar inhibitory activity to the control drug azoxystrobin at 100 μg/ mL against the phytophthora capsici.

Antifungal Activity of Novel Indole Derivatives Containing 1,3,4-Thiadiazole

“…In this study, indole and thiosemicarbazide were used as substrates, and intermediates 1 – 3 and target compounds Z1-Z24 were synthesized by previously reported methods. − Supporting Information contained detailed steps for the preparation of intermediates 1 – 3 and target compounds Z1-Z24 .…”

“…The effect of the most active Z2 on B.c . was observed on an optical microscope, following the methodology published previously . Experimental results were included in the Supporting Information.…”

“…The current investigation examined the impact of Z2 according to the degree of damage to the B.c . mycelium following its activity, which resulted in a leakage of cytoplasmic contents with two distinct methods of inquiry. ,,, Detailed information about MDA testing and experimental results can be found in the Supporting Information.…”

“…The earlier method was used to determine Z2 inhibitory impact on SDH in an in vitro environment. 10,31 2.7. Molecular Docking of Z2 to SDH.…”

Design, synthesis, and antiviral activities of myricetin derivatives containing pyridazinone

“…It possesses a variety of biological activities such as antimicrobial, antioxidant, antimutagenic, anticarcinogenic, anti-inflammatory, antiallergic, analgesic activities and so on, 18,19 and thus has attracted a great deal of attention from researchers. In the previous studies of our group, the derivatives of myricetin were found to possess a variety of biological activities such as anticancer, 20 antiviral, [21][22][23] antibacterial, [24][25][26] and antifungal activities, 27,28 which provides a new idea for the discovery of new green pesticides.…”