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Scientific Reports

Scientific Reports

IF: 3.8
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Design, synthesis and biological activities of echinopsine derivatives containing acylhydrazone moiety

Published:21 February 2022 DOI: 10.1038/s41598-022-06775-7 PMID: 35190609
Peipei Cui, Mingjiang Cai, Yanan Meng, Yan Yang, Hongjian Song, Yuxiu Liu, Qingmin Wang

Abstract

Based on the broad-spectrum biological activities of echinopsine and acylhydrazones, a series of echinopsine derivatives containing acylhydrazone moieties have been designed, synthesized and their biological activities were evaluated for the first time. The bioassay results indicated that most of the compounds showed moderate to good antiviral activities against tobacco mosaic virus (TMV), among which echinopsine (I) (inactivation activity, 49.5?±?4.4%; curative activity, 46.1?±?1.5%; protection activity, 42.6?±?2.3%) and its derivatives 1 (inactivation activity, 44.9?±?4.6%; curative activity, 39.8?±?2.6%; protection activity, 47.3?±?4.3%), 3 (inactivation activity, 47.9?±?0.9%; curative activity, 43.7?±?3.1%; protection activity, 44.6?±?3.3%), 7 (inactivation activity, 46.2?±?1.6%; curative activity, 45.0?±?3.7%; protection activity, 41.7?±?0.9%) showed higher anti-TMV activity in vivo at 500?mg/L than commercial ribavirin (inactivation activity, 38.9?±?1.4%; curative activity, 39.2?±?1.8%; protection activity, 36.4?±?3.4%). Some compounds exhibited insecticidal activities against Plutella xylostella, Mythimna separate and Spodoptera frugiperda. Especially, compounds 7 and 27 displayed excellent insecticidal activities against Plutella xylostell (mortality 67?±?6% and 53?±?6%) even at 0.1?mg/L. Additionally, most echinopsine derivatives exhibited high fungicidal activities against Physalospora piricola and Sclerotinia sclerotiorum.

Substances (4)

Materials
Procduct Name CAS Molecular Formula Supplier Price
Ribavirin 36791-04-5 C8H12N4O5 743 suppliers $5.00-$1600.00
Ribavirin 36791-04-5 C8H12N4O5 743 suppliers $5.00-$1600.00
Ribavirin 36791-04-5 C8H12N4O5 743 suppliers $5.00-$1600.00
Ribavirin 36791-04-5 C8H12N4O5 743 suppliers $5.00-$1600.00

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