Design, Synthesis, and Biological Activity of Novel Fungicides Containing a 1,2,3,4-Tetrahydroquinoline Scaffold and Acting as Laccase Inhibitors was written by Zhang, Xiaoming;Xu, Huan;Su, Huifei;Yang, Xinling;Sun, Tengda;Lu, Xingxing;Shi, Fasheng;Duan, Hongxia;Liu, Xili;Ling, Yun. And the article was included in Journal of Agricultural and Food Chemistry in 2022.Formula: C7H4ClF3O2S This article mentions the following:
In this work, PMDD-5Y was selected as a lead compound, designed and used to synthesize a series of novel sulfonyl hydrazide derivatives containing the natural product scaffold 1,2,3,4-tetrahydroquinoline I (R1 = H, 6-Me, 2-Me; R2 = 2-chlorophenyl, 4-nitrophenyl, Bu, etc.; X = O, S) . The new compounds I had antifungal activities against several fungi, especially Valsa mali and Sclerotinia sclerotiorum. One compound I (R1 = H, R1 = 4-chlorophenyl, X = S) displayed very good in vitro activity against S. sclerotiorum and V. mali, with EC50 values of 3.32 and 2.78渭g/mL, resp. The results of an enzyme activity assay showed that compound I (R1 = H, R1 = 4-tert-butylphenyl, X = S) had the best inhibitory activity against laccase, with an EC50 value of 14.85渭g/mL. This was more active than the lead compound PMDD-5Y and the pos. control cysteine. Using a mol. docking method, the binding mode of the title compounds I with laccase was studied . The structural features of these new laccase inhibitors as fungicides will advance research and impact the field of discovering more potent fungicides to control diseases in agriculture. In the experiment, the researchers used many compounds, for example, 3-(Trifluoromethyl)benzene-1-sulfonyl chloride (cas: 777-44-6Formula: C7H4ClF3O2S).
3-(Trifluoromethyl)benzene-1-sulfonyl chloride (cas: 777-44-6) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Formula: C7H4ClF3O2S
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics