title: Synthesis and biological evaluation of novel C6-amino substituted 4-azasteroidal purine nucleoside analogues.
abstract: Novel C6-amino substituted purine nucleoside analogues (2-12) bearing a modified pyranose-like D ring of the 4-azasteroid moiety were efficiently synthesized through nucleophilic substitution at C6 position of the steroidal nucleoside precursors (1a, b) with versatile amines. All the synthesized new compounds were evaluated for their anticancer activity in vitro against Hela, PC-3 and MCF-7 cell lines. Among them, compounds 4b, 7b and 9b exhibited significant cytotoxicity with the IC50 values of 2.99 μM (PC-3), 2.84 μM, (PC-3) and 2.69 μM (Hela), respectively.
authors.affiliation: College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, China; School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, China; New Drug Research & Development Center, Zhengzhou University, Zhengzhou 450001, China.
authors.forename: Li-Hua
authors.initials: LH
authors.lastname: Huang
authors.affiliation: School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, China; New Drug Research & Development Center, Zhengzhou University, Zhengzhou 450001, China.
authors.forename: Hong-De
authors.initials: HD
authors.lastname: Xu
authors.affiliation: College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, China.
authors.forename: Zhen-Yu
authors.initials: ZY
authors.lastname: Yao
authors.affiliation: School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, China; New Drug Research & Development Center, Zhengzhou University, Zhengzhou 450001, China.
authors.forename: Yan-Guang
authors.initials: YG
authors.lastname: Wang
authors.affiliation: School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, China; New Drug Research & Development Center, Zhengzhou University, Zhengzhou 450001, China. Electronic address: liuhm@zzu.edu.cn.
authors.forename: Hong-Min
authors.initials: HM
authors.lastname: Liu
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001378:Azasteroids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D006367:HeLa Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D061986:MCF-7 Cells; D015394:Molecular Structure; D011684:Purine Nucleosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D001378:Azasteroids; D011684:Purine Nucleosides
keywords: 4-Azasteroid; Amines; Anticancer activity; Nucleoside analogues; Purine