Two hitherto unknown organometallic compounds with antitumor activity, [Ru(η⁶-2-(1-propenyl)anisole)(en)(Cl)]PF₆ (3) and [Ru(η⁶-2-(1-propenyl)anisole)(en)(l)]PF₆ (4), where en is ethylenediamine, were synthesized and completely characterized using standard techniques (¹H and ¹³C NMR, high-resolution MS and elemental analysis). The lipophilicity and hydrolysis rate kinetics were assessed and compared to the previously reported [Ru(η⁶-4-(1-propenyl)anisole)(en)(halogen)]PF₆ derivatives (4-(1-propenyl)anisole or anethole), where the halogen is Cl (1) or I (2). Based on the obtained rate constants, the coordination of (1-propenyl)anisole to the Ru(en) moiety yielded organometallic compounds that are as active as compounds that bind p-cymene as the arene ligand. Consistent with previously reported kinetic data, our density functional theory-based computational study revealed that an associative interchange mechanism predominates in the hydrolysis of this type of compound, and only small variations (∼1 kcal mol⁻¹) were observed between the stabilities of the transition states corresponding to different derivatives. In vitro analyses of the anti-proliferative activity revealed that compounds 1 to 3 generally exhibit better cytotoxicity and selectivity (tumor versus non tumor cells) toward the gastric tumor cell lines AGS and SNU-1, compared to the parent [Ru(η⁶-p-cymene)(en)X]PF₆ (X: Cl and I) systems. Compound 3 showed similar cytotoxicity to compound 1 toward the AGS cell line, indicating that the change in the substitution pattern of the coordinated arene from 4-(1-propenyl)anisole to 2-(1-propenyl)anisole did not prominently affect the biological behavior. Compound 2 remained the most promising candidate to treat gastric cancer.

两个具有抗肿瘤活性迄今未知的有机金属化合物，[茹（η ⁶ -2-（1-丙烯基）苯甲醚）（烯）（CL）] PF ₆（3）和的[Ru（η ⁶ -2-（1-丙烯基）使用标准技术（¹ H和¹³ C NMR，高分辨率MS和元素分析）合成并完全表征了苯甲醚）（en）（1）] PF ₆（4），其中en为乙二胺。的亲脂性和水解速率的动力学进行了评估，并与以前报道的[Ru（η ⁶ -4-（1-丙烯基）苯甲醚）（烯）（卤素）] PF ₆衍生物（4-（1-丙烯基）茴香醚或茴香脑），其中卤素为Cl（1）或I（2）。基于所获得的速率常数，（1-丙烯基）茴香醚与Ru（en）部分的配位产生有机金属化合物，该有机金属化合物的活性与结合对-异丙基的化合物一样为芳烃配体。与之前报道的动力学数据一致，我们的基于密度泛函理论的计算研究表明，这种类型的化合物的水解主要由缔合的交换机制引起，并且在稳定性之间仅观察到很小的变化（〜1 kcal mol ^-1）。对应于不同导数的过渡态。体外的抗增殖活性的分析表明，化合物1至3通常表现出对胃肿瘤细胞系AGS和SNU-1，相对于亲本的[Ru（η更好的细胞毒性和选择性（肿瘤对非肿瘤细胞）⁶ - p - cymene）（en）X] PF ₆（X：Cl and I）系统。化合物3对AGS细胞系显示出与化合物1相似的细胞毒性，表明配位芳烃从4-（1-丙烯基）苯甲醚到2-（1-丙烯基）苯甲醚的取代方式变化对生物学无明显影响。行为。化合物2仍然是治疗胃癌的最有希望的候选者。