Naamines and Naamidines as Novel Agents against a Plant Virus and Phytopathogenic Fungi

• Published in: Marine drugs Vol. 16; no. 9; p. 311
• Main Authors: Guo, Pengbin, Li, Gang, Liu, Yuxiu, Lu, Aidang, Wang, Ziwen, Wang, Qingmin
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI 03.09.2018; MDPI AG
• Subjects: Alkaloids - chemical synthesis; Alkaloids - pharmacology; anti-tobacco mosaic virus (TMV) activity; Aquatic Organisms - chemistry; Drug Design; Fungi - drug effects; Fungi - pathogenicity; fungicidal activity; Fungicides, Industrial - chemical synthesis; Fungicides, Industrial - pharmacology; Imidazoles - chemical synthesis; Imidazoles - pharmacology; marine natural products; Molecular Structure; naamidines; naamines; Plant Diseases - microbiology; Plant Diseases - prevention & control; Structure-Activity Relationship; Tobacco Mosaic Virus - drug effects; Tobacco Mosaic Virus - pathogenicity; naamidines; anti-tobacco mosaic virus (TMV) activity; marine natural products; fungicidal activity; naamines
• ISSN: 1660-3397; 1660-3397
• DOI: 10.3390/md16090311

Naamines, naamidines and various derivatives of these marine natural products were synthesized and characterized by means of nuclear magnetic resonance (NMR) spectroscopy and mass spectrometry. The activities of these alkaloids against a plant virus and phytopathogenic fungi were evaluated for the first time. A benzyloxy naamine derivative displayed excellent in vivo activity against tobacco mosaic virus at 500 μg/mL (inactivation activity, 46%; curative activity, 49%; and protective activity, 41%); its activities were higher than the corresponding activities of the commercial plant virucide ribavirin (32%, 35%, and 34%, respectively), making it a promising new lead compound for antiviral research. In vitro assays revealed that the test compounds exhibited very good antifungal activity against 14 kinds of phytopathogenic fungi. Again, the benzyloxy naamine derivative exhibited broad-spectrum fungicidal activity, emerging as a new lead compound for fungicidal research. Additional in vivo assays indicated that many of the compounds displayed inhibitory effects >30%.