Design, synthesis, and biological evaluation of phenyloxadiazole derivatives as potential antifungal agents against phytopathogenic fungi
作者： Yitao Li , Wenqiang Yao , Jian Lin , Guoliang Gao , Chang Huang
DOI: 10.1007/S00706-020-02717-Z
关键词: Downy mildew 、 Ether 、 Oxadiazole 、 Lead compound 、 Biological activity 、 Antifungal 、 Design synthesis 、 Combinatorial chemistry 、 Chemistry 、 Bioassay 、 General chemistry
摘要: A novel series of picarbutrazox-inspired oxadiazole hybrids was synthesized and the derivatives’ biological activity against phytopathogenic fungi investigated. The molecules were designed by retaining active fragment tetrazolyl phenyloxime ether lead compound picarbutrazox, while introducing potentially oxadiazole-derived fragment. Bioassay results revealed that some title compounds showed potent in vivo antifungal activities to control cucumber downy mildew. Therefore, this phenyloxadiazole derivative can be used as a potential agent mildew other for crop protection.
springer.com
scilit.net参考文章(51)
Luis A. Tortajada-Genaro, Sara Santiago-Felipe, Sergi Morais, José Antonio Gabaldón, Rosa Puchades, Ángel Maquieira, Multiplex DNA detection of food allergens on a digital versatile disk. Journal of Agricultural and Food Chemistry. ,vol. 60, pp. 36- 43 ,(2012) , 10.1021/JF2037032
Pankaj Dawar, M. Bagavan Raju, Ramesha Andagar Ramakrishna, One-Pot Esterification and Amide Formation via Acid-Catalyzed Dehydration and Ritter Reactions Synthetic Communications. ,vol. 44, pp. 836- 846 ,(2014) , 10.1080/00397911.2013.837485
Fauzia Mir, Syed Shafi, MS Zaman, Nitin Pal Kalia, Vikrant S Rajput, Chaitanya Mulakayala, Naveen Mulakayala, Inshad A Khan, MS Alam, None, Sulfur rich 2-mercaptobenzothiazole and 1,2,3-triazole conjugates as novel antitubercular agents European Journal of Medicinal Chemistry. ,vol. 76, pp. 274- 283 ,(2014) , 10.1016/J.EJMECH.2014.02.017
N. Moorthy Mallipudi, Steven J. Stout, An Horng Lee, Edward J. Orloski, Photolysis of AMDRO fire ant insecticide active ingredient hydramethylnon (AC 217,300) in distilled water Journal of Agricultural and Food Chemistry. ,vol. 34, pp. 1050- 1057 ,(1986) , 10.1021/JF00072A030
Wei Shi, Xuhong Qian, Rong Zhang, Gonghua Song, Synthesis and Quantitative Structure−Activity Relationships of New 2,5-Disubstituted-1,3,4-oxadiazoles Journal of Agricultural and Food Chemistry. ,vol. 49, pp. 124- 130 ,(2001) , 10.1021/JF0007941
Stanislaw F. Wnuk, Saiful M. Chowdhury, Pedro I. Garcia,, Morris J. Robins, Stereodefined synthesis of O3′-labeled uracil nucleosides. 3′-[17O]-2′-azido-2′-deoxyuridine 5′-diphosphate as a probe for the mechanism of inactivation of ribonucleotide reductases Journal of Organic Chemistry. ,vol. 67, pp. 1816- 1819 ,(2002) , 10.1021/JO010899I
Diane H. Boschelli, David T. Connor, Dirk A. Bornemeier, Richard D. Dyer, John A. Kennedy, Paul J. Kuipers, Godwin C. Okonkwo, Denis J. Schrier, Clifford D. Wright, 1,3,4-Oxadiazole, 1,3,4-thiadiazole, and 1,2,4-triazole analogs of the fenamates: in vitro inhibition of cyclooxygenase and 5-lipoxygenase activities Journal of Medicinal Chemistry. ,vol. 36, pp. 1802- 1810 ,(1993) , 10.1021/JM00065A002
N. N. Bhuvan Kumar, Dmitry M. Kuznetsov, Andrei G. Kutateladze, Intramolecular Cycloadditions of Photogenerated Azaxylylenes with Oxadiazoles Provide Direct Access to Versatile Polyheterocyclic Ketopiperazines Containing a Spiro-oxirane Moiety Organic Letters. ,vol. 17, pp. 438- 441 ,(2015) , 10.1021/OL5033909
Christopher Fotsch, Jennifer D. Sonnenberg, Ning Chen, Clarence Hale, William Karbon, Mark H. Norman, Synthesis and structure-activity relationships of trisubstituted phenyl urea derivatives as neuropeptide Y5 receptor antagonists. Journal of Medicinal Chemistry. ,vol. 44, pp. 2344- 2356 ,(2001) , 10.1021/JM0004547
Babasaheb P. Bandgar, Sampada V. Bettigeri, Efficient and Selective Halogenation of Allylic and Benzylic Alcohols under Mild Conditions Monatshefte Fur Chemie. ,vol. 135, pp. 1251- 1255 ,(2004) , 10.1007/S00706-004-0212-8