%0 Journal Article %1 RN259 %A Delgado, R.A. %A Galdamez, A. %A Villena, J. %A Reveco, P.G. %A Thomet, F.A. %D 2015 %I 2014 Elsevier B.V. %J Journal of Organometallic Chemistry %K 2 allyl bioorganometallic, bond cancer, complexes, cytotoxicity, diastereomers, dqcauchile drugs, isomerization, natural ovarian oxaliplatin, products, ru(ii) ruthenium, single-crystal, tumor-models, %P 131-137 %R 10.1016/j.jorganchem.2014.09.005 %T Synthesis, Characterization and in Vitro Biological Evaluation of Ru(Eta(6)-Arene)(N,N)Cl Pf6 Compounds Using the Natural Products Arenes Methylisoeugenol and Anethole %U /brokenurl#<Go to ISI>://WOS:000351637900020 %V 782 %X Five new organometallic Ru(II) compounds (VI-X) with the general formula Ru(eta(6)-arene)(N,N)CIPF6, where arene-N,N correspond to methylisoeugenol-bipyridine (VI); anethole-bipyridine (VII); methylisoeugenol-ethylenediamine (VIII); anethole-ethylenediamine (IX) and methylisoeugenol-1,2-diaminobenzene (X), have been synthesized, fully characterized and biologically evaluated in vitro. The reaction conditions based on the reduction of Ru(1,5-COD)Cl-2(n) in situ with methyleugenol and estragole, which are natural ligands, induced an alkene isomerization on the allylic substituent of coordinated arenes. The Ru(II)-arene bond formation and isomerization of the C=C bond on the allyl substituent was confirmed using 1H NMR spectroscopy; this result was validated for compound VIII by X-ray diffraction. An XRD analysis revealed the presence of both enantiomers of the complex in the single-crystal. Compounds IX and X exhibited a better cytotoxic activity in vitro than carboplatin, which is a commercial drug, against three human tumor cell lines (MCF-7, PC-3 and HT-29).

@article{RN259, abstract = {Five new organometallic Ru(II) compounds (VI-X) with the general formula [Ru(eta(6)-arene)(N,N)CI]PF6, where arene-N,N correspond to methylisoeugenol-bipyridine (VI); anethole-bipyridine (VII); methylisoeugenol-ethylenediamine (VIII); anethole-ethylenediamine (IX) and methylisoeugenol-1,2-diaminobenzene (X), have been synthesized, fully characterized and biologically evaluated in vitro. The reaction conditions based on the reduction of [Ru(1,5-COD)Cl-2](n) in situ with methyleugenol and estragole, which are natural ligands, induced an alkene isomerization on the allylic substituent of coordinated arenes. The Ru(II)-arene bond formation and isomerization of the C=C bond on the allyl substituent was confirmed using 1H NMR spectroscopy; this result was validated for compound VIII by X-ray diffraction. An XRD analysis revealed the presence of both enantiomers of the complex in the single-crystal. Compounds IX and X exhibited a better cytotoxic activity in vitro than carboplatin, which is a commercial drug, against three human tumor cell lines (MCF-7, PC-3 and HT-29). }, added-at = {2019-12-04T03:57:35.000+0100}, author = {Delgado, R.A. and Galdamez, A. and Villena, J. and Reveco, P.G. and Thomet, F.A.}, biburl = {https://www.bibsonomy.org/bibtex/2a0512784dbc99c6b11903c1b9e43ae27/dqcauchile}, doi = {10.1016/j.jorganchem.2014.09.005}, interhash = {6e4083f47653b17b912e525681fc3ee8}, intrahash = {a0512784dbc99c6b11903c1b9e43ae27}, issn = {0022-328x}, journal = {Journal of Organometallic Chemistry}, keywords = {2 allyl bioorganometallic, bond cancer, complexes, cytotoxicity, diastereomers, dqcauchile drugs, isomerization, natural ovarian oxaliplatin, products, ru(ii) ruthenium, single-crystal, tumor-models,}, pages = {131-137}, publisher = {2014 Elsevier B.V.}, timestamp = {2019-12-04T03:58:17.000+0100}, title = {Synthesis, Characterization and in Vitro Biological Evaluation of [Ru(Eta(6)-Arene)(N,N)Cl] Pf6 Compounds Using the Natural Products Arenes Methylisoeugenol and Anethole}, type = {Journal Article}, url = {/brokenurl#<Go to ISI>://WOS:000351637900020}, volume = 782, year = 2015 }