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Front Cover: Synthesis, Biological Evaluation, and Docking Study of Ring‐Opening Amide Analogs of Matrine as Antitumor Agents (4/2021)
Author(s) -
Qian Mingcheng,
Jiang Xinyu,
Zhang Mingting,
Hu Lijuan,
Liu Huimin,
Zhao Shuai,
Zhou Xiaoying,
Chen Xin
Publication year - 2021
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.202100200
Subject(s) - matrine , chemistry , front cover , docking (animal) , stereochemistry , cytotoxicity , annexin , in vitro , amide , combinatorial chemistry , biochemistry , mechanical engineering , medicine , cover (algebra) , nursing , chromatography , engineering
Front Cover . Matrine, an alkaloid extracted from the roots of Sophora flavescens , which has been widely studied as a potential anti‐cancer agent against various cancers. However, the activity of matrine is limited because of its low efficacy and short half‐life. To overcome these disadvantages, two series of matrine analogues with ring‐opening in the lactam portion of the molecule were designed and synthesized. Our in vitro cytotoxicity study showed that analogue B11 with a meta ‐bromide on the phenyl ring displayed the best antiproliferative activity. Moreover, B11 induced cell cycle arrest in G1 phase and cell apoptosis in a dose‐dependent manner in A549 cells. Molecular modeling revealed that B11 achieved a higher docking score compared to its precursor A11 and parent compound matrine, possibly because B11 formed a hydrogen bond with SER91 and a halogen bond with GLN320 on the binding site of annexin A2 as reported by Qian et al . in their full paper at 10.1002/cbdv.202000979.