title: Design, synthesis and biological evaluation of gentiopicroside derivatives as potential antiviral inhibitors.
abstract: Based on classical drug design theory, a novel series of gentiopicroside derivatives was designed and synthesized. All synthesized compounds were then biologically evaluated for their inhibition of influenza virus and anti-HCV activity in vitro. Some of the gentiopicroside derivatives, such as 11a, 13d and 16 showed interesting anti-influenza virus activity with IC50at 39.5 μM, 45.2 μM and 44.0 μM, respectively. However, no significant anti-HCV activity was found for all of gentiopicroside derivatives. The preliminary results indicate that modification of the sugar moiety on gentiopicroside was helpful for enhancing the anti-influenza activities. Our works demonstrate the importance of secoiridoid natural products as new leads in the development of potential antiviral inhibitors.
authors.affiliation: Key Laboratory of Resource Biology and Biotechnology in Western China (Northwest University), Ministry of Education, Biomedicine Key Laboratory of Shaanxi Province, Northwest University, Xi'an 710069, China; Sorbonne Universités, UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire, CNRS UMR 8232, 4 place Jussieu, 75005 Paris, France.
authors.forename: Shaoping
authors.initials: S
authors.lastname: Wu
authors.affiliation: Key Laboratory of Resource Biology and Biotechnology in Western China (Northwest University), Ministry of Education, Biomedicine Key Laboratory of Shaanxi Province, Northwest University, Xi'an 710069, China.
authors.forename: Lili
authors.initials: L
authors.lastname: Yang
authors.affiliation: Key Laboratory of Resource Biology and Biotechnology in Western China (Northwest University), Ministry of Education, Biomedicine Key Laboratory of Shaanxi Province, Northwest University, Xi'an 710069, China.
authors.forename: Wenji
authors.initials: W
authors.lastname: Sun
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.
authors.forename: Longlong
authors.initials: L
authors.lastname: Si
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.
authors.forename: Sulong
authors.initials: S
authors.lastname: Xiao
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.
authors.forename: Qi
authors.initials: Q
authors.lastname: Wang
authors.affiliation: Sorbonne Universités, UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire, CNRS UMR 8232, 4 place Jussieu, 75005 Paris, France.
authors.forename: Luc
authors.initials: L
authors.lastname: Dechoux
authors.affiliation: Sorbonne Universités, UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire, CNRS UMR 8232, 4 place Jussieu, 75005 Paris, France.
authors.forename: Serge
authors.initials: S
authors.lastname: Thorimbert
authors.affiliation: Sorbonne Universités, UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire, CNRS UMR 8232, 4 place Jussieu, 75005 Paris, France.
authors.forename: Matthieu
authors.initials: M
authors.lastname: Sollogoub
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.
authors.forename: Demin
authors.initials: D
authors.lastname: Zhou
authors.affiliation: Key Laboratory of Resource Biology and Biotechnology in Western China (Northwest University), Ministry of Education, Biomedicine Key Laboratory of Shaanxi Province, Northwest University, Xi'an 710069, China; Sorbonne Universités, UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire, CNRS UMR 8232, 4 place Jussieu, 75005 Paris, France; Institute for Interdisciplinary Research, Jianghan University, Wuhan Economic and Technological Development Zone, Wuhan 430056, China. Electronic address: yongmin.zhang@upmc.fr.
authors.forename: Yongmin
authors.initials: Y
authors.lastname: Zhang
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002460:Cell Line; D015195:Drug Design; D006801:Humans; D007251:Influenza, Human / Q000188:drug therapy* / Q000821:virology; D057888:Iridoid Glucosides / Q000737:chemistry / Q000494:pharmacology*; D009975:Orthomyxoviridae / Q000187:drug effects; D013329:Structure-Activity Relationship
chemical_list: D000998:Antiviral Agents; D057888:Iridoid Glucosides; C012997:gentiopicroside
keywords: Anti-influenza virus; Antiviral agents; Gentiopicroside derivatives; Natural product; Secoiridoid