Citation: Lin Guishan, Zhang Rui, Duan Wengui, He Yun, Cen Bo, Lu Shunzhong. Syntheses and Antifungal Activities of Verbenone-Based Thiazole-hydrazone Compounds[J]. Chemistry, ;2020, 83(2): 132-138. shu

Syntheses and Antifungal Activities of Verbenone-Based Thiazole-hydrazone Compounds

Lin Guishan ¹ ,
Zhang Rui ¹ ,
Duan Wengui ^1,, ,
He Yun ¹ ,
Cen Bo ¹ ,
Lu Shunzhong ²

1.
School of Chemistry and Chemical Engineering, Guangxi University, Nanning, 530004
2.
Guangxi Academy of Forestry, Nanning, 530002

Corresponding author: Duan Wengui, wgduan@gxu.edu.cn
Received Date: 4 September 2019
Accepted Date: 25 September 2019

Figures(3)

In this paper, nine verbenone-based thiazole-hydrazone compounds 4a~4i, including three pairs of E-Z isomers and three E-products were synthesized. All the target compounds were characterized by FTIR, ¹H NMR, ¹³C NMR, ESI-MS, and NOESY, and their antifungal activities were evaluated as well. The results showed that, at 50mg/L, compounds 4a~4i showed certain antifungal activities against Physalospora piricola, Gibberella zeae, Fusarium oxysporum f. cucumerinum, Cercospora arachidicola, Alternaria solani, Rhizoctonia solani, Helminthosporium maydis, and Colleetotrichum lagenarium. It was found that the E-Z isomers exhibited obvious difference in antifungal activity against some pathogens. For example, the inhibition rate of (Z)-verbenone-based p-cyanophenyl thiazole-hydrazone (4f) against Gibberella zeae was 6 times that of (E)-verbenone-based p-cyanophenyl thiazole-hydrazone (4e). The frontier molecular orbitals of compounds 4e and 4f were calculated by Gaussian 09 software.
- Verbenone,
- Thiazole-hydrazone,
- Antifungal activity
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