molecules Article Design, Synthesis, Biological Evaluation and Silico Prediction of Novel Sinomenine Derivatives Shoujie Li 1, Mingjie Gao 2, Xin Nian 3, Liyu Zhang 4, Jinjie Li 5 , Dongmei Cui 3,*, Chen Zhang 4,* and Changqi Zhao 1,* 1 Gene Engineering and Biotechnology Beijing Key Laboratory, College of Life Science, Beijing Normal University, 19 XinjiekouWai Avenue, Beijing 100875, China;
[email protected] 2 Research Group Pharmaceutical Bioinformatics, Institute of Pharmaceutical Sciences, Albert-Ludwigs-Universität Freiburg, 79106 Freiburg im Breisgau, Germany;
[email protected] 3 College of Pharmaceutical Science, Zhejiang University of Technology, 18 Chaowang Road, Hangzhou 310014, China;
[email protected] 4 College of Pharmaceutical Sciences, Zhejiang University, 866 Yuhangtang Road, Hangzhou 310058, China;
[email protected] 5 Beijing Key Laboratory of Bioactive Substances and Functional Foods, Beijing Union University, 197 Beitucheng West Road, Beijing 100191, China;
[email protected] * Correspondence:
[email protected] (D.C.);
[email protected] (C.Z.);
[email protected] (C.Z.); Tel.: +86-010-58805046 (Changqi Zhao) Abstract: Sinomenine is a morphinan alkaloid with a variety of biological activities. Its derivatives have shown significant cytotoxic activity against different cancer cell lines in many studies. In this study, two series of sinomenine derivatives were designed and synthesized by modifying the active Citation: Li, S.; Gao, M.; Nian, X.; positions C1 and C4 on the A ring of sinomenine. Twenty-three compounds were synthesized and Zhang, L.; Li, J.; Cui, D.; Zhang, C.; characterized by spectroscopy (IR, 1H-NMR, 13C-NMR, and HRMS). They were further evaluated Zhao, C.