Repairing Host Damage Caused by Tobacco Mosaic Virus Stress: Design, Synthesis, and Mechanism Study of Novel Oxadiazole and Arylhydrazone Derivatives

• Published in: Journal of agricultural and food chemistry Vol. 72; no. 20; pp. 11351 - 11359
• Main Authors: Wen, Fanglin, Liu, Zixia, Zheng, Ya, Song, Dandan, Chen, Kuai, Wu, Zhibing
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 22.05.2024; Amer Chemical Soc
• Subjects: Agricultural and Environmental Chemistry; Agriculture; Agriculture, Multidisciplinary; Chemistry; Chemistry, Applied; Food Science & Technology; Life Sciences & Biomedicine; Physical Sciences; Science & Technology; arylhydrazone derivatives; photosynthetic pathway; host damage repair; antioxidant effect; TMV stress; arylhydrazonederivatives; GROWTH; LEAVES; CHLOROPLASTS; INFECTION; PROTEINS; photosyntheticpathway; PHOTOSYNTHESIS
• ISSN: 0021-8561; 1520-5118
• DOI: 10.1021/acs.jafc.3c09463

Tobacco mosaic virus (TMV), as one of the most traditional and extensive biological stresses, poses a serious threat to plant growth and development. In this work, a series of 1-phenyl/tertbutyl-5-amino-4-pyrazole oxadiazole and arylhydrazone derivatives was synthesized. Bioassay evaluation demonstrated that the title compounds (P 1 –P 18 ) without a “thioether bond” lost their anti-TMV activity, while some of the ring-opening arylhydrazone compounds exhibited superior in vivo activity against TMV in tobacco. The EC50 value of title compound T 8 for curative activity was 139 μg/mL, similar to that of ningnanmycin (NNM) (EC50 = 152 μg/mL). Safety analysis revealed that compound T 8 had no adverse effects on plant growth or seed germination at a concentration of 250 μg/mL. Morphological observation revealed that compound T 8 could restore the leaf tissue of a TMV-stressed host and the leaf stomatal aperture to normal. A mechanism study further revealed that compound T 8 not only restored the photosynthetic and growth ability of the damaged host to normal levels but also enhanced catalase (CAT) activity and reduced the content of malondialdehyde (MDA) and hydrogen peroxide (H2O2) in the damaged host, thereby reducing the oxidation damage to the host. TMV–green fluorescent protein (GFP) experiments further demonstrated that compound T 8 not only slowed the transmission speed of TMV in the host but also inhibited its reproduction. All of the experimental results demonstrated that compound T 8 could reduce the oxidative damage caused by TMV stress and regulate the photosynthetic ability of the host, achieving the ability to repair damage, to make the plant grow normally.