Design, synthesis and antifungal activity of (E)-3-acyl-5-(methoxyimino)-1,5-dihydrobenzo[e][1,2]oxazepin-4(3H)-one analogues.

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ID: 88811
2020
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Abstract
Nitrogen- or oxygen-containing organic compounds which have significant antifungal activity, twenty one novel nitrogen or oxygen-containing (E)-3-acyl-5-(methoxyimino)-1,5-dihydrobenzo[e][1,2]oxazepin-4(3H)-one analogues were designed and synthesized, and their structures were confirmed by H NMR, C NMR and HRMS. Preliminary bioassay showed that most of them exhibited certain-to-good antifungal activity. Compounds 5k-2, 5n, 5p and 5r exhibited over 80% inhibitory rate against Sclerotinia sclerotiorum at 50 μg/mL, and 5r exhibited good antifungal activity against S. sclerotiorum with EC of 7.21 μg/mL. Compounds 5a and 5r also showed over 90% inhibition against Botrytis cinerea. In particular, 5r showed significant higher activity with the lowest EC of 7.92 μg/mL than the positive control trifloxystrobin (21.96 μg/mL) and azoxystrobin (9.43 μg/mL). Providing a practical method for the synthesis of new scaffolds 1,2-Benzoxazepinone and systematically investigate their antifungal activity.
Reference Key
yang2020designmolecular Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Yang, Dongyan;Wang, Haixia;Fan, Zhijin;Li, Zhengming;Zhou, Shuang;Hao, Zesheng;Lv, You;Kalinina, Tatiana A;Glukhareva, Tatiana V;
Journal Molecular diversity
Year 2020
DOI
10.1007/s11030-020-10035-z
URL
Keywords
synthesis Antifungal Activity heterocyclic benzoxazepinone

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