2015 |
Martinez-Cifuentes, M; Weiss-Lopez, B; Santos, L S; Araya-Maturana, R Heterocyclic Curcumin Derivatives of Pharmacological Interest: Recent Progress Artículo de revista Current Topics in Medicinal Chemistry, 15 (17), pp. 1663-1672, 2015, ISSN: 1568-0266. Resumen | Enlaces | BibTeX | Etiquetas: alzheimer, analogs, antibacterial, antiinflammatory antioxidant, antioxidants, apoptosis, bioavailability, cancer, curcumin, cytotoxicity, heterocycles, in-vitro, inhibitors molecular properties, targets @article{RN266, title = {Heterocyclic Curcumin Derivatives of Pharmacological Interest: Recent Progress}, author = { M. Martinez-Cifuentes and B. Weiss-Lopez and L.S. Santos and R. Araya-Maturana}, url = {/brokenurl#<Go to ISI>://WOS:000355570800003}, doi = {10.2174/1568026615666150427111837}, issn = {1568-0266}, year = {2015}, date = {2015-01-01}, journal = {Current Topics in Medicinal Chemistry}, volume = {15}, number = {17}, pages = {1663-1672}, abstract = {Curcumin, a natural yellow polyphenol, is isolated from the herb Curcuma longa L. (turmeric), a member of the ginger family. It has been extensively studied due to their multiple pharmacological properties. Nevertheless, curcumin has disadvantages such as poor water solubility, poor bioavailability and rapid metabolism, which has prompted the search for analogues that overcome these shortcomings while maintaining or improving their good pharmacological properties. Among the main curcumin analogues that have been developed, the heterocyclic curcuminoids show a high interest. In this review, we describe recent progress in the synthesis and pharmacological properties of new heterocyclic curcumin derivatives. The most recent developments in anti-cancer, anti-Alzheimer, anti-bacterial and anti-oxidants heterocyclic curcumin derivatives are covered.}, keywords = {alzheimer, analogs, antibacterial, antiinflammatory antioxidant, antioxidants, apoptosis, bioavailability, cancer, curcumin, cytotoxicity, heterocycles, in-vitro, inhibitors molecular properties, targets}, pubstate = {published}, tppubtype = {article} } Curcumin, a natural yellow polyphenol, is isolated from the herb Curcuma longa L. (turmeric), a member of the ginger family. It has been extensively studied due to their multiple pharmacological properties. Nevertheless, curcumin has disadvantages such as poor water solubility, poor bioavailability and rapid metabolism, which has prompted the search for analogues that overcome these shortcomings while maintaining or improving their good pharmacological properties. Among the main curcumin analogues that have been developed, the heterocyclic curcuminoids show a high interest. In this review, we describe recent progress in the synthesis and pharmacological properties of new heterocyclic curcumin derivatives. The most recent developments in anti-cancer, anti-Alzheimer, anti-bacterial and anti-oxidants heterocyclic curcumin derivatives are covered. |
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 |
Labbe, C; Faini, F; Calderon, D; Molina, J; Arredondo, S Variations of Carnosic Acid and Carnosol Concentrations in Ethanol Extracts of Wild Lepechinia Salviae in Spring (2008-2011) Artículo de revista Natural Product Communications, 9 (10), pp. 1413-1416, 2014, ISSN: 1934-578x. Resumen | Enlaces | BibTeX | Etiquetas: antioxidant antioxidant, camosic camosol, cytotoxicity, dpph, lamiaceae, lepechinia rosemary, rosmarinus-officinalis, salvia @article{RN189, title = {Variations of Carnosic Acid and Carnosol Concentrations in Ethanol Extracts of Wild Lepechinia Salviae in Spring (2008-2011)}, author = { C. Labbe and F. Faini and D. Calderon and J. Molina and S. Arredondo}, url = {/brokenurl#<Go to ISI>://WOS:000343854800004}, issn = {1934-578x}, year = {2014}, date = {2014-01-01}, journal = {Natural Product Communications}, volume = {9}, number = {10}, pages = {1413-1416}, abstract = {Ethanol extracts from dried leaves of wild Lepechinia salvia (Lindl) Epling, collected during the flowering period (September-November), contained 15% to 25% camosic acid and 2 to 8% camosol, depending on the month of collection. The highest concentration of carnosic acid in extracts was in October, while camosol concentration had a peak in September, which suggests that it is not a product of camosic acid oxidation. A comparison of extracts obtained in September 2008 to 2011 shows that the production of both abietanes increased in years with less winter rainfall and higher temperatures, which induced an early blooming. ECsovalues in DPPH radical scavenging and antiproliferative (CCRF-CEM tumor cells) bioassays confirm that the high bioactivity of the extracts of rosemary, sage and L. salviae does not arise only from camosol and camosic acid. The cytotoxic activity was significantly higher in extracts of L. salviae, probably due to water stress differences between the cultivars and the wild species. These results correlate well with the close phylogenetic relationship between the three species, and their similar medicinal uses.}, keywords = {antioxidant antioxidant, camosic camosol, cytotoxicity, dpph, lamiaceae, lepechinia rosemary, rosmarinus-officinalis, salvia}, pubstate = {published}, tppubtype = {article} } Ethanol extracts from dried leaves of wild Lepechinia salvia (Lindl) Epling, collected during the flowering period (September-November), contained 15% to 25% camosic acid and 2 to 8% camosol, depending on the month of collection. The highest concentration of carnosic acid in extracts was in October, while camosol concentration had a peak in September, which suggests that it is not a product of camosic acid oxidation. A comparison of extracts obtained in September 2008 to 2011 shows that the production of both abietanes increased in years with less winter rainfall and higher temperatures, which induced an early blooming. ECsovalues in DPPH radical scavenging and antiproliferative (CCRF-CEM tumor cells) bioassays confirm that the high bioactivity of the extracts of rosemary, sage and L. salviae does not arise only from camosol and camosic acid. The cytotoxic activity was significantly higher in extracts of L. salviae, probably due to water stress differences between the cultivars and the wild species. These results correlate well with the close phylogenetic relationship between the three species, and their similar medicinal uses. |
Sieveking, I; Thomas, P; Estevez, J C; Quinones, N; Cuellar, M A; Villena, J; Espinosa-Bustos, C; Fierro, A; Tapia, R A; Maya, J D; Lopez-Munoz, R; Cassels, B K; Estevez, R J; Salas, C O 2-Phenylaminonaphthoquinones and Related Compounds: Synthesis, Trypanocidal and Cytotoxic Activities Artículo de revista Bioorganic & Medicinal Chemistry, 22 (17), pp. 4609-4620, 2014, ISSN: 0968-0896. Resumen | Enlaces | BibTeX | Etiquetas: activity, antimalarial antineoplastic assay, benzocarbazolequinones, biological colorimetric cruzi, cytotoxicity, derivatives, electronic evaluation, general-route, properties, quinones, t. trypanosoma-cruzi @article{RN190, title = {2-Phenylaminonaphthoquinones and Related Compounds: Synthesis, Trypanocidal and Cytotoxic Activities}, author = { I. Sieveking and P. Thomas and J.C. Estevez and N. Quinones and M.A. Cuellar and J. Villena and C. Espinosa-Bustos and A. Fierro and R.A. Tapia and J.D. Maya and R. Lopez-Munoz and B.K. Cassels and R.J. Estevez and C.O. Salas}, url = {/brokenurl#<Go to ISI>://WOS:000341293300010}, doi = {10.1016/j.bmc.2014.07.030}, issn = {0968-0896}, year = {2014}, date = {2014-01-01}, journal = {Bioorganic & Medicinal Chemistry}, volume = {22}, number = {17}, pages = {4609-4620}, publisher = {2014 Elsevier Ltd.}, abstract = {A series of new 2-aminonaphthoquinones and related compounds were synthesized and evaluated in vitro as trypanocidal and cytotoxic agents. Some tested compounds inhibited epimastigote growth and trypomastigote viability. Several compounds showed similar or higher activity and selectivity as compared with current trypanocidal drug, nifurtimox. Compound 4l exhibit higher selectivity than nifurtimox against Trypanosoma cruzi in comparison with Vero cells. Some of the synthesized quinones were tested against cancer cells and normal fibroblasts, showing that certain chemical modifications on the naphthoquinone moiety induce and excellent increase the selectivity index of the cytotoxicity (4g and 10). The results presented here show that the anti-T. cruzi activity of 2-aminonaphthoquinones derivatives can be improved by the replacement of the benzene ring by a pyridine moiety. Interestingly, the presence of a chlorine atom at C-3 and a highly lipophilic alkyl group or aromatic ring are newly observed elements that should lead to the discovery of more selective cytotoxic and trypanocidal compounds.}, keywords = {activity, antimalarial antineoplastic assay, benzocarbazolequinones, biological colorimetric cruzi, cytotoxicity, derivatives, electronic evaluation, general-route, properties, quinones, t. trypanosoma-cruzi}, pubstate = {published}, tppubtype = {article} } A series of new 2-aminonaphthoquinones and related compounds were synthesized and evaluated in vitro as trypanocidal and cytotoxic agents. Some tested compounds inhibited epimastigote growth and trypomastigote viability. Several compounds showed similar or higher activity and selectivity as compared with current trypanocidal drug, nifurtimox. Compound 4l exhibit higher selectivity than nifurtimox against Trypanosoma cruzi in comparison with Vero cells. Some of the synthesized quinones were tested against cancer cells and normal fibroblasts, showing that certain chemical modifications on the naphthoquinone moiety induce and excellent increase the selectivity index of the cytotoxicity (4g and 10). The results presented here show that the anti-T. cruzi activity of 2-aminonaphthoquinones derivatives can be improved by the replacement of the benzene ring by a pyridine moiety. Interestingly, the presence of a chlorine atom at C-3 and a highly lipophilic alkyl group or aromatic ring are newly observed elements that should lead to the discovery of more selective cytotoxic and trypanocidal compounds. |
2015 |
Heterocyclic Curcumin Derivatives of Pharmacological Interest: Recent Progress Artículo de revista Current Topics in Medicinal Chemistry, 15 (17), pp. 1663-1672, 2015, ISSN: 1568-0266. |
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 |
Variations of Carnosic Acid and Carnosol Concentrations in Ethanol Extracts of Wild Lepechinia Salviae in Spring (2008-2011) Artículo de revista Natural Product Communications, 9 (10), pp. 1413-1416, 2014, ISSN: 1934-578x. |
2-Phenylaminonaphthoquinones and Related Compounds: Synthesis, Trypanocidal and Cytotoxic Activities Artículo de revista Bioorganic & Medicinal Chemistry, 22 (17), pp. 4609-4620, 2014, ISSN: 0968-0896. |