Synthesis and Biological Activities of Novel (Z)‐/(E)‐Anisaldehyde‐Based Oxime Ester Compounds

Abstract

In search of novel natural product-based bioactive molecules, twenty (ten pairs) novel (Z)-/(E)-anisaldehydebased oxime ester compounds were designed and synthesized by using anisaldehyde as starting material. Structural characterization of the target compounds was carried out by NMR, FT-IR, ESI-MS, and elemental analysis. Their herbicidal and antifungal activities were preliminarily tested. As a result, at 50 μg/mL, compound (E)-5b exhibited excellent to good inhibition rates of 92.3 %, 79.2 %, and 73.9 %, against Rhizoctonia solani, Fusarium oxysporum f. sp. cucumerinum, and Bipolaris maydis, respectively, better than or comparable to that of the positive control chlorothalonil. In addition, at 100 μg/mL, compounds (E)-5b, (E)-5f, (Z)-5f and (E)-5d exhibited excellent to good inhibition rates of 85.8 %, 82.9 %, 78.6 % and 64.2 %, respectively, against the rootgrowth of rape (B. campestris), much better than that of the positive control flumioxazin. The bioassay result also showed that the synthesized compounds had obvious differences in antifungal and herbicidal activities between (Z)-and (E)-isomers. Preliminary structure -activity relationship was also discussed by theoretical calculation.

Preparation and Antioxidant Activity of Acetylated Mung Bean Peel Polysaccharides

“…The water bath was set at a temperature of 37 °C and reacted for 0.5 h. Distilled water was used instead of polysaccharide solution as a blank for zero adjustment, and the absorbance was measured at a wavelength of 510 nm. Finally, the ability of Ac‐MBPP to scavenge ⋅OH radicals was determined to be enhanced or weakened by calculating the clearance rate [26] …”

“…Due to their antioxidant properties, ability to regulate gut microbiota, and contribution to disease treatment, researchers are increasingly interested in them [1–14] . Among them, plant polysaccharides have aroused great interest because they are the most abundant source of polysaccharides, with a large number of functional groups, good activity and modification characteristics, stable structure, and are not easily denatured due to changes in pH or temperature [15–26] …”

Synthesis, Antifungal Activity and 3D‐QSAR Study of Novel Anisaldehyde‐Derived Amide‐Thiourea Compounds

“…As our previously reported method, [43] agar dilution method (also known as in vitro method) was used to test the antibacterial activity of the target compound. Firstly, acetone was used to dissolve the tested compounds, and then the sorporl‐144 emulsifier with a concentration of 200 μg/mL was added to dilute the drug solution to 500 μg/mL.…”

Synthesis, Antifungal Activity, and Molecular Simulation Study of L–Carvone‐Derived 1,3,4‐Oxadiazole‐Thioether Compounds

“…Herein, in continuation of our work interest in the discovery and exploration of the molecular skeleton of natural compounds as effective bioactive moieties, [27][28][29][30][31][32] a novel series of Lcarvone-derived 1,3,4-oxadiazole-thioether compounds were synthesized, and their structures were confirmed by FT-IR, 1 H-NMR, 13 C-NMR, and HR-MS. Then, the in vitro antifungal activities of the title compounds were preliminarily tested, and two molecular simulation technologies (3D-QSAR and molecular docking) were employed for the investigation of their structure-activity relationships (SARs).…”