Preparation of Stereo‐Divergent Compounds from the Natural Product Drupacine Based on Complexity‐to‐Diversity Strategy

Author:

Li Yalin1,Cai Yuxing1,Pan Xingyu1,Dong Junyi1,Tan Yuhang1,Zeng Huiling1,Yu Zhanpeng1,Chen Chen1,Kong Lingyi1,Luo Jianguang1ORCID

Affiliation:

1. Jiangsu Key Laboratory of Bioactive Natural Product Research State Key Laboratory of Natural Medicines Department of Natural Medicinal Chemistry China Pharmaceutical University 24 Tong Jia Xiang Nanjing 210009 P. R. China

Abstract

AbstractThe Complexity‐to‐Diversity (CtD) strategy was applied to synthesize a 23‐member compound collection from the natural product drupacine, including 21 novel compounds. An unusual benzo [d] cyclopenta [b] azepin skeleton was constructed by Von Braun reaction to cleave C−N bond of drupacine. Moreover, compound 10 has potential cytotoxicity to human colon cancer cells with low toxicity to the normal human colon mucosal epithelial cell lines.

Publisher

Wiley

Subject

Molecular Biology,Molecular Medicine,General Chemistry,Biochemistry,General Medicine,Bioengineering

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