内型异莰烷基甲醛缩氨基硫脲类化合物的合成及抑菌活性

doi:10.3969/j.issn.0253-2417.2024.01.014

Abstract

Abstract:

5 endo-isocamphanyl-formaldehyole thiosemicarbazide compounds(3a-3e) were synthesized by condensation reactions of camphene derivatives endo-isocamphanyl-formaldehyole with thiosemicarbazide derivatives. Their structures were characterized by IR, MS, ¹H NMR and ¹³C NMR. The mycelial growth rate method was used to study the inhibition effects of the related compounds on the growth of 8 plant pathogenic fungi including Rhizoctonia solani. The results showed that, among 5 compounds, the inhibition rate of endo-isocamphanyl-formaldehyole thiosemicarbazide(3a) was the highest against 8 plant pathogenic fungi. At the mass concentration of 50 mg/L, the inhibition rates of 3a against Colletotrichum gloeosporioides and Colletotrichum acutatum were 91.9% and 97.2%, respectively. The inhibition rates of 3a against Colletotrichum fructicola and Coriolus versicolor were both 100%. The inhibition rates of 3a against Rhizoctonia solani, Sphaeropsis sapinea and Fusariumoxyporum f. sp. niveum were 80.7%, 79.8% and 79.5%, respectively, which were better than that of the positive control sample of Chlorothalonil.

Key words: endo-isocamphanyl-formaldehyole, thiosemicarbazide, condensation reaction, structural analysis, antifungal activity

CLC Number:

TQ35
O621.3

Qingying DING, Jiayu CHANG, Zhuanquan XIAO, Jia HU, Zongde WANG, Shangxing CHEN. Synthesis and Antifungal Activity of Endo-isocamphanyl-formaldehyole Thiosemicarbazides[J]. Chemistry and Industry of Forest Products, 2024, 44(1): 105-110.

Figures/Tables 2

Fig.1

Table 1

References 15

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化合物 compound	质量浓度/(mg·L^-1) mass concentration	抑制率inhibition rate/%
化合物 compound	质量浓度/(mg·L^-1) mass concentration	A	B	C	D	E	F	G	H
	12.5	68.7	40.8	33.6	50.8	26.5	50.0	42.7	39.2
	25	79.0	62.2	64.8	79.6	42.6	92.0	57.8	88.1
3a	50	80.7	79.8	79.5	91.9	72.2	100	97.2	100
	100	81.5	82.5	86.3	97.0	75.9	100	100	100
	200	83.5	84.5	87.0	100	76.5	100	100	100
	12.5	44.4	6.7	22.7	8.3	4.0	0	9.6	0
	25	53.9	15.7	32.1	14.0	12.2	7.5	16.1	0
3b	50	64.4	32.0	62.1	33.9	31.5	29.9	31.7	3.4
	100	71.2	47.3	74.6	47.4	53.4	46.4	46.3	21.6
	200	75.9	58.7	77.1	56.2	67.7	55.1	59.8	23.4
	12.5	34.8	14.4	0	8.1	0	2.4	4.8	0
	25	35.3	22.2	0	11.5	0	10.2	6.2	0
3c	50	41.6	26.0	3.4	16.4	0.3	14.3	9.0	0
	100	48.6	29.9	4.7	22.8	3.7	16.8	9.0	2.1
	200	53.4	27.8	6.2	27.2	4.5	22.3	15.8	3.4
	12.5	40.4	34.5	11.9	14.2	0	5.6	12.1	0
	25	52.6	35.5	9.9	15.7	4.8	9.0	14.7	0
3d	50	63.4	50.3	21.9	26.0	13.2	19.5	25.2	1.8
	100	75.7	67.0	38.1	31.9	23.8	27.0	23.8	5.5
	200	96.2	75.9	52.6	45.2	46.8	53.2	48.1	21.0
	12.5	44.8	25.8	12.5	10.2	17.7	17.4	10.2	5.9
	25	54.5	27.3	12.4	16.7	23.7	27.5	14.6	5.4
3e	50	61.8	31.1	15.3	32.8	29.8	35.0	19.2	5.1
	100	65.7	40.2	21.2	33.4	39.0	44.0	29.1	7.1
	200	78.2	46.2	31.2	41.8	46.7	49.6	34.6	6.9
百菌清	50	76.5	60.2	38.2	56.2	86.5	48.6	50.1	44.9
chlorothalonil	200	91.4	78.2	45.1	59.8	99.4	52.7	71.4	56.9

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Synthesis and Antifungal Activity of Endo-isocamphanyl-formaldehyole Thiosemicarbazides

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