Synthesis and anticancer activities of thiosemicarbazones derivatives of thiochromanones and related scaffolds

被引：17
作者：
Song, Jiangli [1 ,2 ]
Pan, Rongkai [1 ,2 ]
Li, Guobi [1 ,2 ]
Su, Wenyi [1 ]
Song, Xiumei [3 ]
Li, Jincheng [1 ]
Liu, Shenggui [1 ,2 ]
机构：
[1] Lingnan Normal Univ, Sch Chem & Chem Engn, Cunjin Rd 29, Zhanjiang 524048, Guangdong, Peoples R China
[2] Guangdong Higher Educ Inst, Key Lab Clean Energy Mat Chem, Cunjin Rd 29, Zhanjiang 524048, Guangdong, Peoples R China
[3] Lingnan Normal Univ, Ind Technol Res Inst, Cunjin Rd 29, Zhanjiang 524048, Guangdong, Peoples R China
来源：
MEDICINAL CHEMISTRY RESEARCH | 2020年 / 29卷 / 04期
基金：
中国国家自然科学基金;
关键词：
Thiosemicarbazone; Thiochromanone; Benzothiazepine; Cytotoxic activity; Apoptosis; 3-AMINOPYRIDINE-2-CARBOXALDEHYDE THIOSEMICARBAZONE; ANTITUMOR-ACTIVITY; IN-VITRO; BIOCHEMICAL EVALUATION; IRON CHELATORS; BREAST-CANCER; LUNG-CANCER; PHASE-II; INHIBITORS; CISPLATIN;
D O I：
10.1007/s00044-020-02503-w
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of novel thiosemicarbazone analogs (4a-t, 6a-j) were synthesized and evaluated for their cytotoxic activities. The obtained results showed that thiochromanone-based thiosemicarbazones substituted primarily at the C-8 position exhibited higher cytotoxicity than the corresponding 1,1-dioxo-thiochromanone-, benzothiazepine-, and 1,1-dioxo-benzothiazepine-based analogs. Significantly, compound 4c (8-fluoro thiochromanone thiosemicarbazone) was found to be the most active and exhibited potent cytotoxicity against the MCF-7, SK-mel-2, and DU145 cancer cell lines, with IC50 values of 0.42, 0.58, and 0.43 mu M, respectively. In addition, the mechanism of compound 4c induced MCF-7 cell apoptosis was preliminarily investigated through cell cycle, Annexin V-FITC/PI staining, and ROS assays, indicating that compound 4c may exert its anticancer property through ROS-mediated apoptosis.
引用
收藏
页码：630 / 642
页数：13
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