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Novel ?, ?-Unsaturated Sophoridinic Derivatives: Design, Synthesis, Molecular Docking and Anti-Cancer Activities.

ABSTRACT: Using sophoridine 1 and chalcone 3 as the lead compounds, a series of novel ?, ?-unsaturated sophoridinic derivatives were designed, synthesized, and evaluated for their in vitro cytotoxicity. Structure-activity relationship (SAR) analysis indicated that introduction of ?, ?-unsaturated ketone moiety and heterocyclic group might significantly enhance anticancer activity. Among the compounds, 2f and 2m exhibited potential effects against HepG-2 and CNE-2 human cancer cell lines. Furthermore, molecular docking studies were performed to understand possible docking sites of the molecules on the target proteins and the mode of binding. This work provides a theoretical basis for structural optimizations and exploring anticancer pathways of this kind of compound.

SUBMITTER: Xu Y

PROVIDER: S-EPMC6150263 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature

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Novel α, β-Unsaturated Sophoridinic Derivatives: Design, Synthesis, Molecular Docking and Anti-Cancer Activities.

Xu Yiming Y Wu Lichuan L Dai Hang H Gao Mingyan M Ur Rashid Haroon H Wang Haodong H Xie Peng P Liu Xu X Jiang Jun J Wang Lisheng L

Molecules (Basel, Switzerland) 20171114 11

Using sophoridine 1 and chalcone 3 as the lead compounds, a series of novel α, β-unsaturated sophoridinic derivatives were designed, synthesized, and evaluated for their in vitro cytotoxicity. Structure-activity relationship (SAR) analysis indicated that introduction of α, β-unsaturated ketone moiety and heterocyclic group might significantly enhance anticancer activity. Among the compounds, 2f and 2m exhibited potential effects against HepG-2 and CNE-2 human cancer c ...[more]

PMID: 29135958

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