title: Synthesis, characterization and antitumor activities of some steroidal derivatives with side chain of 17-hydrazone aromatic heterocycle.
abstract: Here a series of dehydroepiandrosterone-17-hydrazone and estrone-17-hydrazone derivatives possessing various aromatic heterocycle structures in 17-side chain of their steroidal nucleus were synthesized and their structures were evaluated. The antiproliferative activity of synthesized compounds against some cancer cells was investigated. The results have demonstrated that some dehydroepiandrosterone-17-hydrazone derivatives show distinct antiproliferative activity against some cancer cells through inducing cancer cell apoptosis, and compound 8 with a quinoline structure in 17-side chain displays excellent antiproliferative activity in vitro against SGC 7901 cancer cell (human gastric carcinoma) with an IC50 value of 1 μM. In addition, estrone-17-hydrazone derivatives having a key feature of indole group in the structure showed a special obvious cytotoxicity against HeLa cells, but almost inactive against other cells. The information obtained from the studies is valuable for the design of novel steroidal chemotherapeutic drugs.
authors.affiliation: College of Chemistry and Material Science, Guangxi Teachers Education University, Nanning 530001, China.
authors.forename: Jianguo
authors.initials: J
authors.lastname: Cui
authors.affiliation: Sichuan Welltzpharm Inc. Chengdu, 610041, China.
authors.forename: Liang
authors.initials: L
authors.lastname: Liu
authors.affiliation: College of Chemistry and Material Science, Guangxi Teachers Education University, Nanning 530001, China.
authors.forename: Dandan
authors.initials: D
authors.lastname: Zhao
authors.affiliation: College of Chemistry and Material Science, Guangxi Teachers Education University, Nanning 530001, China.
authors.forename: Chunfang
authors.initials: C
authors.lastname: Gan
authors.affiliation: College of Chemistry and Material Science, Guangxi Teachers Education University, Nanning 530001, China.
authors.forename: Xin
authors.initials: X
authors.lastname: Huang
authors.affiliation: College of Chemistry and Material Science, Guangxi Teachers Education University, Nanning 530001, China.
authors.forename: Qi
authors.initials: Q
authors.lastname: Xiao
authors.affiliation: College of Chemistry and Material Science, Guangxi Teachers Education University, Nanning 530001, China.
authors.forename: Binbin
authors.initials: B
authors.lastname: Qi
authors.affiliation: College of Chemistry and Material Science, Guangxi Teachers Education University, Nanning 530001, China.
authors.forename: Lei
authors.initials: L
authors.lastname: Yang
authors.affiliation: College of Chemistry and Material Science, Guangxi Teachers Education University, Nanning 530001, China. Electronic address: huangyanmin828@163.com.
authors.forename: Yanmin
authors.initials: Y
authors.lastname: Huang
mesh_terms: D000738:Androsterone / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D004970:Estrone / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006801:Humans; D006835:Hydrazones / Q000737:chemistry*; D013256:Steroids / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000970:Antineoplastic Agents; D006571:Heterocyclic Compounds; D006835:Hydrazones; D013256:Steroids; D004970:Estrone; D000738:Androsterone
keywords: Antiproliferative activity; Dehydroepiandrosterone; Estrone; Heterosteroids; Hydrazone