Synthesis and spectral characterization of platinum(II) complexes containing eugenol,a natural allylphenol |
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Authors: | Nguyen Thi Thanh Chi Tran Thi Da Nguyen Van Ha |
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Affiliation: | Department of Chemistry, Hanoi National University of Education, Hanoi, Vietnam |
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Abstract: | For the first time, eugenol, a natural bioactive allylphenol, was introduced into coordination with platinum(II) by replacement of ethylene from Zeise’s salt with eugenol (Eug). The obtained complex, K[PtCl3(Eug)] (1), was used as the key compound for preparation of the series of trans-[PtCl2(Eug)(Amine)] (2–11), [PtCl(Eug)(8-O-quinoline)] (12) and [PtCl(Eug)(2-O2C-quinoline)] (13). The synthesized complexes were characterized by elemental analyses, IR, 1H NMR, 13C NMR, HSQS, HMBC, NOESY, and MS spectra. In 1–13 eugenol coordinates with Pt(II) at ethylenic double bond of the allyl group, the donor N of the amines is in trans-position in comparison with the double bond. A display of the trans-effect on the chemical shift of 1H and 13C was remarked. Seven complexes were tested for cell in vitro cytotoxicity on human cancer cells. Complexes 3 and 12 exhibit high activities on Hep-G2 with IC50 = 3.12 and 5.29 μM; 12 gives high activity against KB, Lu and MCF-7 with IC50 = 0.43, 2.95 and 1.84 μM, respectively. Most of these IC50 are lower than those of cisplatin. |
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Keywords: | Platinum complex eugenol 8-hydroxyquinoline trans-effect anticancer complex |
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