有机锡9-芴酮-4-甲酸酯的合成、结构及抗癌活性  

Synthesis,structure,and anticancer activity of organotin 9‑fluorenone‑4‑carboxylates

作　　者：张复兴 邓欣 杨哲豪 张鑫 符康霞 盛良兵 朱小明 蒋伍玖 庾江喜 ZHANG Fu-Xing;DENG Xin;YANG Zhe-Hao;ZHANG Xin;FU Kang-Xia;SHENG Liang-Bing;ZHU Xiao-Ming;JIANG Wu-Jiu;YU Jiang-Xi(Key Laboratory of Functional Metal-Organic Compounds of Hunan Province,Key Laboratory of Organometallic New Materials,University of Hunan Province,Hunan Engineering Research Center for Monitoring and Treatment of Heavy Metals Pollution in the Upper Reaches of Xiangjiang River,Department of Chemistry and Material Science,Hengyang Normal University,Hengyang,Hunan 421008,China)

机构地区：[1]衡阳师范学院化学与材料科学学院,功能金属有机化合物湖南省重点实验室,金属有机新材料湖南省普通高等学校重点实验室,湘江上游重金属污染监测与治理湖南省工程研究中心,衡阳421008

出　　处：《无机化学学报》2023年第7期1287-1294,共8页Chinese Journal of Inorganic Chemistry

基　　金：湖南省教育厅重点项目(No.19A070);湖南省自然科学青年基金项目(No.2021JJ40010);湖南省功能金属有机化合物重点实验室开放基金(No.2021HSKFJJ002);湖南省应用特色学科基金;湖南省高校科技创新团队支持计划;国家级和湖南省大学生创新创业训练计划项目资助。

摘　　要：合成了3个有机锡9-芴酮-4-甲酸酯:三苯基锡9-芴酮-4-甲酸酯[(C_(6)H_(5))_(3)Sn(C_(14)H_(7)O_(3))](1)、三环己基锡9-芴酮-4-甲酸酯[(C_(6)H_(11))_(3)Sn(C_(14)H_(7)O_(3))](2)和三(2-甲基-2-苯基丙基)锡9-芴酮-4-甲酸酯[(C_(6)H_(5)C(CH_(3))_(2)CH_(2))_(3)Sn(C_(14)H_(7)O_(3))](3)。通过元素分析、红外光谱、核磁共振谱(^(1)H、^(13)C和^(119)Sn)、热重分析进行了表征;用单晶X射线衍射方法测定了化合物的晶体结构,并对其进行了量子化学计算和体外抗癌活性研究。结果显示:化合物1为一维链状结构,中心锡原子为五配位的畸变三角双锥构型;化合物2和3均为单核分子,锡原子均为四配位的畸变四面体构型。化合物对人宫颈癌细(HeLa)、人肝癌细胞(HUH-7)、人非小细胞肺癌细胞(A549)、人肺腺癌细胞(H1975)和人乳腺癌细胞(MCF-7)都有较好的抑制活性。Three organotin 9-fluorenone-4-carboxylate compounds,triphenyltin 9-fluorenone-4-carboxylate[(C_(6)H_(5))_(3)Sn(C_(14)H_(7)O_(3))](1),tricyclohexyltin 9-fluorenone-4-carboxylate[(C_(6)H_(11))_(3)Sn(C_(14)H_(7)O_(3))](2),and tri(2-methyl-2-phenylpropyl)tin 9-fluorenone-4-carboxylate[(C_(6)H_(5)C(CH_(3))_(2)CH_(2))_(3)Sn(C_(14)H_(7)O_(3))](3),were synthesized by the solvothermal method using methanol as a solvent.The compounds were characterized by elemental analysis,IR spectroscopy,NMR(^(1)H,^(13)C,and ^(119)Sn),and thermogravimetric analysis.The crystal structures of the compounds were determined by single-crystal X-ray diffraction.The compounds were studied by quantum chemical calculation and in vitro anticancer activity.The results show that compound 1 has a 1D chain structure and the central tin atom is a five-coordinated distorted trigonal bipyramid configuration;compounds 2 and 3 are single tin nuclear molecules and the tin atoms are four-coordinated distorted tetrahedron configurations.The compounds have good inhibitory activity on the human cervical carcinoma cell line(HeLa),human liver cancer cell line(HUH-7),human non-small cell lung can cer cell line(A549),human lung adenocarcinoma cell line(H1975)and breast cancer cell line(MCF-7).

关 键 词：三苯基锡9-芴酮-4-甲酸酯 三环己基锡9-芴酮-4-甲酸酯 三(2-甲基-2-苯基丙基)锡9-芴酮-4-甲酸酯 晶体结构 体外抗肿瘤活性 

分 类 号：O614.432[理学—无机化学]