有机锡9-芴酮-4-甲酸酯的合成、结构及抗癌活性

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(C₆H₅)₃Sn(C₁₄H₇O₃)] (1)、三环己基锡 9-芴酮-4-甲酸酯(C₆H₁₁)₃Sn(C₁₄H₇O₃)] (2)和三(2-甲基-2-苯基丙基)锡 9-芴酮-4-甲酸酯(C₆H₅C(CH₃)₂CH₂)₃Sn(C₁₄H₇O₃)] (3)。通过元素分析、红外光谱、核磁共振谱(¹H、¹³C和 ¹¹⁹Sn)、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。

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

Three organotin 9 fluorenone 4 carboxylate compounds, triphenyltin 9-fluorenone-4-carboxylate(C₆H₅)₃Sn(C₁₄H₇O₃)] (1), tricyclohexyltin 9-fluorenone-4-carboxylate(C₆H₁₁)₃Sn(C₁₄H₇O₃)] (2), and tri(2-methyl-2phenylpropyl) tin 9-fluorenone-4-carboxylate(C₆H₅C(CH₃)₂CH₂)₃Sn(C₁₄H₇O₃)] (3), were synthesized by the solvothermal method using methanol as a solvent. The compounds were characterized by elemental analysis, IR spectroscopy, NMR (¹H, ¹³C, and ¹¹⁹Sn), 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 cancer cell line (A549), human lung adenocarcinoma cell line (H1975) and breast cancer cell line (MCF7).