posted on 2023-01-04, 18:40authored byNan Sun, Chenyu Gong, Yuanxiang Zhou, Yuanquan Zhang, Nian Zhang, Li Xing, Wei Xue
A series of chalcone derivatives containing
indanone were designed and synthesized by aldehyde-ketone condensation
and etherification. The activity test demonstrated that the majority
of the compounds had good therapeutic and protective activities against
tobacco mosaic virus (TMV) at a concentration of 500 μg/mL when
being tested. Among them, the target compounds N2 and N7 showed good therapeutic activities against TMV with EC50 values of 70.7 and 89.9 μg/mL, respectively, which
were better than that of ningnanmycin (158.3 μg/mL). N2 and N10 showed better protective activities against
TMV with EC50 values of 60.8 and 120.3 μg/mL, which
were superior to that of ningnanmycin (175.6 μg/mL). A hydrogen
bond interaction was observed between N2 and ARG-341
with a bond length of 3.08 Å and a hydrogen bond was observed
between ningnanmycin and ASP-66 with a bond length of 3.72 Å.
In contrast, the hydrogen bond length of compound N2 was
shorter and its binding was closer. Meanwhile, when the heartleaf
tobacco was being treated with N2, its increasing rate
of malondialdehyde slowed and its content of defense enzymes significantly
increased, again reflecting the good activity of N2 against
TMV.