马鞭草烯酮基磺酸肟酯化合物的合成及抑菌活性

doi:10.3969/j.issn.0253-2417.2017.05.009

Abstract

Abstract: Verbenone was prepared by the selective oxidation of α-pinene at first. Then, twenty-two novel verbenone-based oxime sulfonate compounds(4a-4v)were synthesized by the oximation and O-sulfonylation reaction of the carbonyl group in verbenone. The target compounds were analyzed and characterized by FT-IR,¹H NMR,¹³C NMR, and ESI-MS. Antifungal activity test showed that, at the mass concentration of 50 mg/L, the target compounds exhibited certain inhibition activity against the eight tested fungi. Inhibition rate of verbenone-based n-butyl oxime sulfonate(4u,R=(CH₂)₃CH₃) against Rhizoctonia solani was 83.2%,inhibition rate of verbenone-based 2,4-difluorophenyl oxime sulfonate(4d,R=2,4-FPh) against Fusarium graminearum was 89.6% (better than the positive control chlorothalonil),and inhibition rate of verbenone-based p-nitrophenyl oxime sulfonate(4n,R=p-NO₂Ph)and 4u(R=(CH₂)₃CH₃) against Cercospora arachidicola was 72.5%。

Key words: α-pinene, verbenone, oxime sulfonate, synthesis, antifungal activity

CLC Number:

TQ351

ZHANG Rui, DUAN Wengui, LIN Guishan, CHEN Zhicong, HE Ran, LEI Fuhou. Synthesis and Antifungal Activity of Verbenone-based Oxime Sulfonate Compounds[J]. Chemistry and Industry of Forest Products, 2017, 37(5): 68-78.

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Synthesis and Antifungal Activity of Verbenone-based Oxime Sulfonate Compounds

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