Design, Synthesis, Antiviral Activity, and SARs of 14-Aminophenanthroindolizidines

ArticleinJournal of Agricultural and Food Chemistry 60(23) · June 2012with7 Reads
Impact Factor: 2.91 · DOI: 10.1021/jf3013376 · Source: PubMed

    Abstract

    Based on our previous structure-activity relationship and antiviral mechanism studies, a series of 14-aminophenanthroindolizidines (1a-i, 2, and 3) were designed, targeting tobacco mosaic virus (TMV) RNA, and synthesized and systematically evaluated for their antiviral activity against TMV. The bioassay results showed that most of these compounds exhibited good to excellent in vivo anti-TMV activity, of which compounds 1d and 1h displayed significantly higher activity than commercial ningnanmycin, and thus emerged as potential inhibitors of plant virus. The introduction of amino groups at the 14-position of phenanthroindolizidines, which is proposed to interact with arginine residues around the TMV RNA, increased anti-TMV activity.