Synthesis, Characterization, and Biological Evaluations of 1,3,5-Triazine Derivatives of Metformin Cyclization with Berberine and Magnolol in the Presence of Sodium Methylate
Han Cao,
Shili Liao,
Wenjing Zhong,
Xuerong Xiao,
Jiancheng Zhu,
Weimin Li,
Xia Wu,
Yifan Feng
Affiliations
Han Cao
Central Laboratory of Guangdong, Pharmaceutical University, Guangzhou 510000, China
Shili Liao
Central Laboratory of Guangdong, Pharmaceutical University, Guangzhou 510000, China
Wenjing Zhong
Central Laboratory of Guangdong, Pharmaceutical University, Guangzhou 510000, China
Xuerong Xiao
Central Laboratory of Guangdong, Pharmaceutical University, Guangzhou 510000, China
Jiancheng Zhu
Central Laboratory of Guangdong, Pharmaceutical University, Guangzhou 510000, China
Weimin Li
College of Chinese Materia Medica, Guangzhou University of Chinese Medicine, Guangzhou 510000, China
Xia Wu
Central Laboratory of Guangdong, Pharmaceutical University, Guangzhou 510000, China
Yifan Feng
Central Laboratory of Guangdong, Pharmaceutical University, Guangzhou 510000, China
The novel target products were synthesized in the formation of a triazine ring from berberine, magnolol, and metformin catalyzed by sodium methylate. The structures of products 1–3 were firstly confirmed by extensive spectroscopic analyses and single-crystal X-ray diffraction. The crystal structures of the target product 2 and the intermediate product 7b were reported for the first time. All target products were evaluated for their anti-inflammatory and antidiabetic activities against INS-1 and RAW264.1 cells in vitro and all products showed excellent anti-inflammatory effects and anti-insulin resistance effects. Our studies indicated that new compounds 1–3 were found to be active against inflammation and insulin resistance.
