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Novel Steroidal[17,16-d]pyrimidines Derived from Epiandrosterone and Androsterone: Synthesis, Characterization and Configuration-Activity Relationships

文献类型： 外文期刊

作者： Yang, Fei 1 ; Liu, Fang 2 ; Min, Yong 2 ; Shi, Liqiao 2 ; Liu, Manli 2 ; Wang, Kaimei 2 ; Ke, Shaoyong 2 ; Gong, Yan 2 ; Yang, Ziwen 1 ;

作者机构： 1.Wuhan Univ, Coll Life Sci, Wuhan 430072, Peoples R China

2.Hubei Acad Agr Sci, Natl Biopesticide Engn Res Ctr, Hubei Biopesticide Engn Res Ctr, Key Lab Microbial Pesticides,Minist Agr & Rural Af, Wuhan 430064, Peoples R China

关键词： epiandrosterone; androsterone; steroidal[17; 16-d]pyrimidines; synthesis; bioactivity; molecular docking; SARs

期刊名称：MOLECULES （ 影响因子：4.6； 五年影响因子：4.9 ）

ISSN：

年卷期： 2023 年 28 卷 6 期

页码：

收录情况： SCI

摘要： Two series of novel steroidal[17,16-d]pyrimidines derived from natural epiandrosterone and androsterone were designed and synthesized, and these compounds were screened for their potential anticancer activities. The preliminary bioassay indicated that some of these prepared compounds exhibited significantly good cytotoxic activities against human gastric cancer (SGC-7901), lung cancer (A549), and hepatocellular liver carcinoma (HepG2) cell lines compared with 5-fluorouracil (5-FU), epiandrosterone, and androsterone. Especially the respective pairs from epiandrosterone and androsterone showed significantly different inhibitory activities, and the possible configuration-activity relationships have also been summarized and discussed based on kinase assay and molecular docking, which indicated that the inhibition activities of these steroidal[17,16-d]pyrimidines might obviously be affected by the configuration of the hydroxyl group in the part of the steroidal scaffold.

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