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合成吡唑衍生物作为某些植物病原真菌的生长抑制剂。

Synthetic pyrazole derivatives as growth inhibitors of some phytopathogenic fungi.

作者信息

Vicentini Chiara B, Romagnoli Carlo, Andreotti Elisa, Mares Donatella

机构信息

Dipartimento di Scienze Farmaceutiche, Università di Ferrara, via Fossato di Mortara 17, Ferrara, Italy.

出版信息

J Agric Food Chem. 2007 Dec 12;55(25):10331-8. doi: 10.1021/jf072077d. Epub 2007 Nov 15.

Abstract

The present study was carried out to investigate the antifungal activity of pyrazole/isoxazole-3-carboxamido-4-carboxylic acids, 4-oxo-5-substituted pyrazolo[3,4-d]pyrimidine-6-thiones, and N-alkyl/aryl-N'-(4-carbethoxy-3-pyrazolyl)thioureas against Pythium ultimum, Botrytis cinerea, and Magnaporthe grisea. The results on growth inhibition showed differences in the sensitivity of the three fungi to the tested substances, and in general P. ultimum was shown to be the most sensitive. On all phytopathogens the best results within the pyrazole/isoxazolecarboxamide series are given by the compounds with the carboxamide and carboxylic groups in positions 3 and 4; the presence of these groups seems to be critical for biological activity in this series of compounds. Among the pyrazolopyrimidines the derivative supplied with the benzylic group was the most active on the three fungi and in particular against P. ultimum. Several compounds belonging to the thiourea series are able to inhibit selectively M. grisea at 50 and 10 microg mL(-1), doses at which the reference commercial compound tricyclazole had low or no effect.

摘要

本研究旨在考察吡唑/异恶唑-3-甲酰胺基-4-羧酸、4-氧代-5-取代吡唑并[3,4-d]嘧啶-6-硫酮以及N-烷基/芳基-N'-(4-乙氧羰基-3-吡唑基)硫脲对终极腐霉、灰葡萄孢和稻瘟病菌的抗真菌活性。生长抑制结果表明这三种真菌对受试物质的敏感性存在差异,总体而言终极腐霉最为敏感。在所有植物病原体上,吡唑/异恶唑甲酰胺系列中,3位和4位带有甲酰胺基和羧基的化合物效果最佳;这些基团的存在似乎对该系列化合物的生物活性至关重要。在吡唑并嘧啶中,带有苄基的衍生物对这三种真菌活性最高,尤其对终极腐霉。硫脲系列中的几种化合物能够在50和10微克/毫升的剂量下选择性抑制稻瘟病菌,而在这些剂量下,参比商用化合物三环唑效果不佳或无效果。

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