2015 |
Delgado, R A; Galdámez, A; Villena, J; Reveco, P G; Thomet, F A 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 Artículo de revista Journal of Organometallic Chemistry, 782 , pp. 131-137, 2015, ISSN: 0022-328x. Resumen | Enlaces | BibTeX | Etiquetas: bond cancer, complexes, cytotoxicity, diastereomers, drugs, isomerization, natural ovarian oxaliplatin, products, single-crystal, tumor-models @article{RN259, 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}, author = { R.A. Delgado and A. Gald\'{a}mez and J. Villena and P.G. Reveco and F.A. Thomet}, url = {/brokenurl#<Go to ISI>://WOS:000351637900020}, doi = {10.1016/j.jorganchem.2014.09.005}, issn = {0022-328x}, year = {2015}, date = {2015-01-01}, journal = {Journal of Organometallic Chemistry}, volume = {782}, pages = {131-137}, publisher = {2014 Elsevier B.V.}, 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).}, keywords = {bond cancer, complexes, cytotoxicity, diastereomers, drugs, isomerization, natural ovarian oxaliplatin, products, single-crystal, tumor-models}, pubstate = {published}, tppubtype = {article} } 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). |
2014 |
Sotomayor-Zarate, R; Jara, P; Araos, P; Vinet, R; Quiroz, G; Renard, G M; Espinosa, P; Hurtado-Guzman, C; Moya, P R; Iturriaga-Vasquez, P; Gysling, K; Reyes-Parada, M Improving Amphetamine Therapeutic Selectivity: N,N-Dimethyl-Mta Has Dopaminergic Effects and Does Not Produce Aortic Contraction Artículo de revista Basic & Clinical Pharmacology & Toxicology, 114 (5), pp. 395-399, 2014, ISSN: 1742-7835. Resumen | Enlaces | BibTeX | Etiquetas: derivatives, dexamphetamine, dextroamphetamine, drugs, inhibitory lateral noradrenaline, oxidase properties, rat, release septum, transporters @article{RN197, title = {Improving Amphetamine Therapeutic Selectivity: N,N-Dimethyl-Mta Has Dopaminergic Effects and Does Not Produce Aortic Contraction}, author = { R. Sotomayor-Zarate and P. Jara and P. Araos and R. Vinet and G. Quiroz and G.M. Renard and P. Espinosa and C. Hurtado-Guzman and P.R. Moya and P. Iturriaga-Vasquez and K. Gysling and M. Reyes-Parada}, url = {/brokenurl#<Go to ISI>://WOS:000333969800004}, doi = {10.1111/bcpt.12168}, issn = {1742-7835}, year = {2014}, date = {2014-01-01}, journal = {Basic & Clinical Pharmacology & Toxicology}, volume = {114}, number = {5}, pages = {395-399}, abstract = {Amphetamine derivatives have therapeutic potential in diseases such as attention deficit hyperactivity disorder, narcolepsy and obesity. However, their prolonged use has been associated with cardiovascular toxicity and addiction. In recent years, we have studied the pharmacological effects of amphetamine derivatives such as methylthioamphetamine (MTA) and N,N-dimethyl-thioamphetamine, with the aim of improving their therapeutic selectivity. In this work, we show that similarly to MTA, N,N-dimethyl-thioamphetamine has effects on the dopamine system, producing a significant increase in extracellular levels of dopamine (as measured by in vivo brain microdialysis) and locomotor activity, which is a behavioural measure of dopaminergic activation. However, unlike MTA, N,N-dimethyl- thioamphetamine does not produce aortic contraction in vitro. Our results show that N,N-dimethyl-thioamphetamine is a drug that retains the dopaminergic effects of amphetamine derivatives but exhibits a lower potential for producing cardiovascular side effects.}, keywords = {derivatives, dexamphetamine, dextroamphetamine, drugs, inhibitory lateral noradrenaline, oxidase properties, rat, release septum, transporters}, pubstate = {published}, tppubtype = {article} } Amphetamine derivatives have therapeutic potential in diseases such as attention deficit hyperactivity disorder, narcolepsy and obesity. However, their prolonged use has been associated with cardiovascular toxicity and addiction. In recent years, we have studied the pharmacological effects of amphetamine derivatives such as methylthioamphetamine (MTA) and N,N-dimethyl-thioamphetamine, with the aim of improving their therapeutic selectivity. In this work, we show that similarly to MTA, N,N-dimethyl-thioamphetamine has effects on the dopamine system, producing a significant increase in extracellular levels of dopamine (as measured by in vivo brain microdialysis) and locomotor activity, which is a behavioural measure of dopaminergic activation. However, unlike MTA, N,N-dimethyl- thioamphetamine does not produce aortic contraction in vitro. Our results show that N,N-dimethyl-thioamphetamine is a drug that retains the dopaminergic effects of amphetamine derivatives but exhibits a lower potential for producing cardiovascular side effects. |
2013 |
Pessoa-Mahana, H; González-Lira, C; Fierro, A; Zapata-Torres, G; Pessoa-Mahana, C D; Ortiz-Severin, J; Iturriaga-Vasquez, P; Reyes-Parada, M; Silva-Matus, P; Saitz-Barria, C; Araya-Maturana, R Synthesis, Docking and Pharmacological Evaluation of Novel Homo- and Hetero-Bis 3-Piperazinylpropylindole Derivatives at Sert and 5-Ht1a Receptor Artículo de revista Bioorganic & Medicinal Chemistry, 21 (24), pp. 7604-7611, 2013, ISSN: 0968-0896. Resumen | Enlaces | BibTeX | Etiquetas: analogs antagonists, antidepressant automated bacterial bivalent derivatives, docking, drugs, homolog, ligands, neurotransmitter piperazinylpropylindole receptor, reuptake, serotonin transporter, transporters @article{RN131, title = {Synthesis, Docking and Pharmacological Evaluation of Novel Homo- and Hetero-Bis 3-Piperazinylpropylindole Derivatives at Sert and 5-Ht1a Receptor}, author = { H. Pessoa-Mahana and C. Gonz\'{a}lez-Lira and A. Fierro and G. Zapata-Torres and C.D. Pessoa-Mahana and J. Ortiz-Severin and P. Iturriaga-Vasquez and M. Reyes-Parada and P. Silva-Matus and C. Saitz-Barria and R. Araya-Maturana}, url = {/brokenurl#<Go to ISI>://WOS:000327766200007}, doi = {10.1016/j.bmc.2013.10.036}, issn = {0968-0896}, year = {2013}, date = {2013-01-01}, journal = {Bioorganic & Medicinal Chemistry}, volume = {21}, number = {24}, pages = {7604-7611}, publisher = {2013 Elsevier Ltd.}, abstract = {A series of 3-(3-(4-(3-(1H-indol-3-yl)propyl)piperazin-1-yl)propyl)-1H-indole derivatives (3a-d and 5a-f) as homo-and hetero-bis-ligands, were synthesized and evaluated for in vitro affinity at the serotonin transporter (SERT) and the 5-HT1A receptor. Compounds 5b and 5f showed nanomolar affinities for both targets. The experimental data were rationalized according to results obtained from docking experiments. These findings are in agreement with our proposal that bis-indole derivatives can bind both targets, and might serve as leads in the quest of ligands endowed with a dual mechanism of action.}, keywords = {analogs antagonists, antidepressant automated bacterial bivalent derivatives, docking, drugs, homolog, ligands, neurotransmitter piperazinylpropylindole receptor, reuptake, serotonin transporter, transporters}, pubstate = {published}, tppubtype = {article} } A series of 3-(3-(4-(3-(1H-indol-3-yl)propyl)piperazin-1-yl)propyl)-1H-indole derivatives (3a-d and 5a-f) as homo-and hetero-bis-ligands, were synthesized and evaluated for in vitro affinity at the serotonin transporter (SERT) and the 5-HT1A receptor. Compounds 5b and 5f showed nanomolar affinities for both targets. The experimental data were rationalized according to results obtained from docking experiments. These findings are in agreement with our proposal that bis-indole derivatives can bind both targets, and might serve as leads in the quest of ligands endowed with a dual mechanism of action. |
Munoz, O; Maya, J D; Ferreira, J; Christen, P; Martin, San J; Lopez-Munoz, R; Morello, A; Kemmerling, U Medicinal Plants of Chile: Evaluation of Their Anti-Trypanosoma Cruzi Activity Artículo de revista Zeitschrift Fur Naturforschung Section C-a Journal of Biosciences, 68 (5-6), pp. 198-202, 2013, ISSN: 0939-5075. Resumen | Enlaces | BibTeX | Etiquetas: anti-trypanosoma antifeedant, chagas-disease, cruzi, drimenol, drugs, growth isodrimenin, toxicity @article{RN122, title = {Medicinal Plants of Chile: Evaluation of Their Anti-Trypanosoma Cruzi Activity}, author = { O. Munoz and J.D. Maya and J. Ferreira and P. Christen and J. San Martin and R. Lopez-Munoz and A. Morello and U. Kemmerling}, url = {/brokenurl#<Go to ISI>://WOS:000323864600005}, issn = {0939-5075}, year = {2013}, date = {2013-01-01}, journal = {Zeitschrift Fur Naturforschung Section C-a Journal of Biosciences}, volume = {68}, number = {5-6}, pages = {198-202}, abstract = {The extracts of several plants of Central Chile exhibited anti-Trypanosoma cruzi trypomastigotes activity. Most active extracts were those obtained from Podanthus ovatifolius, Berberis microphylla, Kageneckia oblonga, and Drimys winteri. The active extract of Drimys winteri (IC50 51.2 mu g/mL) was purified and three drimane sesquiterpenes were obtained: polygodial, drimenol, and isodrimenin. Isodrimenin and drimenol were found to be active against the trypomastigote form of T cruzi with IC50 values of 27.9 and 25.1 mu M, respectively.}, keywords = {anti-trypanosoma antifeedant, chagas-disease, cruzi, drimenol, drugs, growth isodrimenin, toxicity}, pubstate = {published}, tppubtype = {article} } The extracts of several plants of Central Chile exhibited anti-Trypanosoma cruzi trypomastigotes activity. Most active extracts were those obtained from Podanthus ovatifolius, Berberis microphylla, Kageneckia oblonga, and Drimys winteri. The active extract of Drimys winteri (IC50 51.2 mu g/mL) was purified and three drimane sesquiterpenes were obtained: polygodial, drimenol, and isodrimenin. Isodrimenin and drimenol were found to be active against the trypomastigote form of T cruzi with IC50 values of 27.9 and 25.1 mu M, respectively. |
2015 |
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 Artículo de revista Journal of Organometallic Chemistry, 782 , pp. 131-137, 2015, ISSN: 0022-328x. |
2014 |
Improving Amphetamine Therapeutic Selectivity: N,N-Dimethyl-Mta Has Dopaminergic Effects and Does Not Produce Aortic Contraction Artículo de revista Basic & Clinical Pharmacology & Toxicology, 114 (5), pp. 395-399, 2014, ISSN: 1742-7835. |
2013 |
Synthesis, Docking and Pharmacological Evaluation of Novel Homo- and Hetero-Bis 3-Piperazinylpropylindole Derivatives at Sert and 5-Ht1a Receptor Artículo de revista Bioorganic & Medicinal Chemistry, 21 (24), pp. 7604-7611, 2013, ISSN: 0968-0896. |
Medicinal Plants of Chile: Evaluation of Their Anti-Trypanosoma Cruzi Activity Artículo de revista Zeitschrift Fur Naturforschung Section C-a Journal of Biosciences, 68 (5-6), pp. 198-202, 2013, ISSN: 0939-5075. |