Design, synthesis, antiviral activity, and SARs of 14-aminophenanthroindolizidines.
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.
State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.
Ziwen
Z
Wang
Lei
L
Wang
Shuang
S
Ma
Yuxiu
Y
Liu
Lizhong
L
Wang
Qingmin
Q
Wang
D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D054836:Indolizidines / Q000138:chemical synthesis* / Q000494:pharmacology*; D010616:Phenanthrenes / Q000138:chemical synthesis* / Q000494:pharmacology*; D012367:RNA, Viral / Q000737:chemistry; D013329:Structure-Activity Relationship; D014027:Tobacco Mosaic Virus / Q000187:drug effects*
D000998:Antiviral Agents; D054836:Indolizidines; D010616:Phenanthrenes; D012367:RNA, Viral