Metal Complexes Derived of Diosmin with Biological Activities in vitro

Maéli M. F. Civa, Dirceu Aparecido Gonçalves de Souza, Renata Silva, D. D. S. A. Maciel, R. L. Tranquilin, S. Diniz, Cristina E. Okuyama, M. L. Santos, R. M. Pereira
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Abstract

The coordination of metal ions with flavonoids is applied to improve its pharmacological properties. To evaluate the role of ions on diosmin new complexes with Fe(II), Cu(II) and Co(II) ions were synthetized and characterized by UV, FT-IR and XRD techniques and surface morphology by SEM. The biological activity of coordination complexes in vitro, the antioxidant (ABTS), antibacterial (disc diffusion and MIC) and antitumoral activities (MTT) were analyzed. Diosmin when reacting with Fe(II) at 50oC loses the sugar molecule becoming diosmetin (D) coordinated at 1D:1Fe ratio. In presence of Cu(II) and Co(II) at the same conditions besides losing the sugar, diosmin loses the methyl group at C4’ and H at C3’, producing a new ligand and complexes at 1D:2Cu or Co ratio, to produce DCu and DCo, respectively. The coordination of Cu and Fe improve the antioxidant activity of diosmin. DCo was the only presented antibacterial activity. Additionally, a specific antitumor effect of diosmin and metal complexes upon human leukemia cells was demonstrated, suggesting an immune regulatory action. The anti-melanoma activity of DCo is 10 times better than diosmin. Metal coordination could be used to improve drug activity and to give direction to a new possibility of clinical use for diosmin.
薯蓣皂苷金属配合物的体外生物活性研究
利用金属离子与黄酮类化合物的配位来改善其药理性能。为了评价离子对二恶精的作用,合成了新的Fe(II)、Cu(II)和Co(II)离子配合物,并采用UV、FT-IR、XRD技术和SEM对其表面形貌进行了表征。分析了配合物的体外生物活性、抗氧化活性(ABTS)、抑菌活性(disc diffusion, MIC)和抗肿瘤活性(MTT)。薯蓣皂苷在50℃与Fe(II)反应时失去糖分子,形成1D:1Fe配位的薯蓣皂苷(D)。在相同条件下,Cu(II)和Co(II)存在时,二甲二胺除失去糖外,还失去C4 '处的甲基和C3 '处的H,生成新的配体和1D:2Cu或Co比的配合物,分别生成DCu和DCo。铜和铁的配位提高了薯蓣皂苷的抗氧化活性。DCo是唯一具有抗菌活性的菌株。此外,地奥司明和金属配合物对人白血病细胞具有特异性的抗肿瘤作用,提示其具有免疫调节作用。DCo的抗黑色素瘤活性是地奥明的10倍。金属配位可以提高药物活性,并为地奥明的临床应用提供了新的可能性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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