应用化学2025，Vol.42Issue(5)：693-700,中插3-中插20,26.DOI:10.19894/j.issn.1000-0518.240365
二苯酮缩氨基硫脲类衍生物的制备及其抗肿瘤活性
Synthesis and Antitumor Activity of Benzophenone Thiosemicarbazone Derivatives
摘要
Abstract
In order to discover novel and highly active anti-tumor drug candidates,six benzophenone thiosemicarbazone compounds were designed and synthesized by introducing halogens to replace 3-hydroxyl and 3´-bromine in the 4,4´-position with 3-hydroxyl,3´-bromobenzophenone thiosemicarbazone(KGP94)as the lead,and the antitumor activities of these compounds were studied.The structures of the target compounds were characterized by infrared spectroscopy,nuclear magnetic resonance and mass spectrometry,and the structure of the target compound Ⅲe was further confirmed by crystal test.Human breast cancer cells(MCF-7 and MDA-MB-231),Prostate cancer cells(DU145)and human malignant melanoma cells(SK-mel-2)were selected as test cells,and the antitumor activity of the compounds in vitro was evaluated by Cell Counting Kit-8(CCK-8).The results indicated that compounds containing chlorine and bromine substituents exhibited significant anti-tumor activity.Notably,4,4´-dichlorobenzophenone thiosemicarbazone(Ⅲe)demonstrated superior anti-proliferative effects against MCF-7,MDA-MB-231,and SK-mel-2 cells with IC50 values of 12.05,11.14,and 13.11 μmol/L,respectively.Its activity was better than that of both positive control doxorubicin(DOX)and KGP94.The results of molecular docking show that compound Ⅲe can bind topoisomerase Ⅱ well,which provides clues for the research of antitumor drugs.关键词
二苯甲酮/缩氨基硫脲/卤素/抗肿瘤活性Key words
Benzophenone/Thiosemicarbazone/Halogen/Antitumor activity分类
化学引用本文复制引用
刘绮菲,李玉希,莫嘉欣,喻璐,杨诗倚,宋江莉..二苯酮缩氨基硫脲类衍生物的制备及其抗肿瘤活性[J].应用化学,2025,42(5):693-700,中插3-中插20,26.基金项目
国家自然科学基金(No.21502085)和广东省公益性科研与能力建设专项资金(No.2015A020211038)资助 Supported by the National Natural Science Foundation of China(No.21502085)and the Special Funds for Public Welfare Research and Capacity Building of Guangdong Province(No.2015A020211038) （No.21502085）
