To investigate pyridine's influence on azole fungicides, 24 novel pyridine-containing 1-azolyl-1,1-diarylmethanes derivatives were synthesized using bifonazole as the lead compound and pyridinyl diaryl ketone molecules plug-in as the raw materials. Their antifungal activities against 10 plant pathogenic fungi were evaluated in vitro. Several compounds exhibited promising inhibitory effects, particularly I-12, I-21 and I-23, which showed significant efficacy against Sclerotinia sclerotiorum, Fusarium graminearum, Botrytis cinerea and Pythium aphanidermatum. Notably, compound I-23 showed equivalent efficacy (EC50=14.03 mg/L) to bifonazole (14.87 mg/L) against P. aphanidermatum. Structure-activity relationship analysis revealed that imidazole-substituted derivatives generally exhibited higher activity, while bulky substituents on phenyl rings and increased hydrophobicity positively influenced the fungicidal effects. Molecular docking studies further elucidated the possible binding mechanisms between these compounds and target proteins.
Hong Sai
,
Yin Fahong
,
Chen Minghui
,
Fu Bin
,
Xiao Yumei
,
Qin Zhaohai
. Study on the Synthesis and Fungicidal Activity of 1-Azolyl-1,1-diarylmethanes Containing Pyridine Ring[J]. Chinese Journal of Organic Chemistry, 0
: 3
.
DOI: 10.6023/cjoc202506035
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