Efecto anti-tumoral de dos triterpenos aislados de una planta medicinal

Los ácidos masticadienónico (1) y 3α-OH masticadienoico (2) son los principales metabolitos secundarios aislados de la corteza de Amphipterygium adstringens. En trabajos previos se han investigado las propiedades biológicas de estos ácidos. Inicialmente, se demostró la actividad antiinflamatoria en dos modelos de inflamación aguda, carragenina y TPA (12-O-tetradecanoilphorbol-13- acetato) (Oviedo, 2004). Por otro lado, se demostró que estos compuestos inhiben la proliferación de las líneas celulares de cáncer humano (Oviedo, 2005). Respecto al mecanismo anti-tumoral recientemente se informó el efecto de 2 sobre las funciones bioenergéticas y la permeabilidad de la membrana mitocondrial (Dalla, 2012). Sin embargo, no se ha investigado su actividad anti-tumoral in vivo. En este trabajo se investigó el efecto de 1 y 2 sobre el crecimiento tumoral en un modelo murino. Los resultados de esta investigación demuestran que los ácidos 1 y 2 tienen un efecto anti-tumoral en xenotransplantes de carcinoma prostático.The masticadienonic acid (1) and 3α-OH masticadienoic acid (2) are the main secondary metabolites of the barck from Amphipterygium adstringens (Navarrete, 2006). In previous works, were investigated the biological properties of these acids. First, was demonstrated their anti-inflamatory activity by TPA (12-Otetradecanoylphorbol- 13-acetate) and carrageenan inflammatory acute models. Also, has been demonstrated that 1 and 2 compounds inhibit the proliferation of the human cancer cell lines, HCT-15 (colon), MCF-7 (breast), U-251 (CNS), PC-3 (prostate), K-562 (leukaemia), (Oviedo, 2005). Respect to the anti-tumor mechanism recently was informed the effect of 2 on bioenergetics functions and permeability of mithocondrial membrane (Dalla, 2012). However, there are no studies about anti-tumor activity of 1 and 2 in vivo. In this work we investigated the effect of 1 and 2 on growth tumor in a murine model. The results of this research showed that acids 1 and 2 have anti-tumor effect in xenografts of prostatic carcinoma

Effects of the tetravanadate [V4O12]4− anion on the structural, magnetic, and biological properties of copper/phenanthroline complexes

The aim to access linked tetravanadate [ V4O12]4− anion with mixed copper(II) complexes, using α-amino acids and phenanthroline-derived ligands, resulted in the formation of four copper(II) complexes [Cu(dmb)(Gly)(OH2)]2[Cu(dmb) (Gly)]2[V4O12]·9H2O (1) [Cu(dmb)(Lys)]2[V4O12]·8H2O (2), [Cu(dmp)2][V4O12]·C2H5OH·11H2O (3), and [Cu(dmp)(Gly) Cl]·2H2O (4), where dmb = 4,4′-dimethioxy-2,2′-bipyridine; Gly = glycine; Lys = lysine; and dmp = 2,9-dimethyl-1,10-phenanthroline. The [ V4O12]4− anion is functionalized with mixed copper(II) units in 1 and 2; while in 3, it acts as a counterion of two [Cu(dmp)]2+ units. Compound 4 crystallized as a unit that did not incorporate the vanadium cluster. All compounds present magnetic couplings arising from Cu⋯O/Cu⋯Cu bridges. Stability studies of water-soluble 3 and 4 by UV–Vis spectroscopy in cell culture medium confirmed the robustness of 3, while 4 appears to undergo ligand scrambling over time, resulting partially in the stable species [Cu(dmp)2]+ that was also identified by electrospray ionization mass spectrometry at m/z = 479. The in vitro cytotoxicity activity of 3 and 4 was determined in six cancer cell lines; the healthy cell line COS-7 was also included for comparative purposes. MCF-7 cells were more sensitive to compound 3 with an IC50 value of 12 ± 1.2 nmol. The tested compounds did not show lipid peroxidation in the TBARS assay, ruling out a mechanism of action via reactive oxygen species formation. Both compounds inhibited cell migration at 5 μM in wound-healing assays using MCF-7, PC-3, and SKLU-1 cell lines, opening a new window to study the anti-metastatic effect of mixed vanadium–copper(II) systems.DGAPA-UNAM for the postdoctoral scholarshipCONAHCyT for the M.Sc. fellowship 1178302Conahcyt (A1-S-8682)DGAPA-PAPIIT (IN217020, IN216823)Gobierno Vasco/Eusko Jaurlaritza (IT1755-22)Junta de Andalucía (FQM-394

Phenolic Compounds in Organic and Aqueous Extracts from Acacia farnesiana Pods Analyzed by ULPS-ESI-Q-oa/TOF-MS. In Vitro Antioxidant Activity and Anti-Inflammatory Response in CD-1 Mice

Abstract: Background: Acaciafarnesiana (AF) pods have been traditionally used to treat dyspepsia, diarrhea and topically for dermal inflammation. Main objectives: (1) investigate the antioxidant activity and protection against oxidative-induced damage of six extracts from AF pods and (2) their capacitytocurbtheinflammationprocessaswellastodown-regulatethepro-inflammatorymediators. Methods: Five organic extracts (chloroformic, hexanic, ketonic, methanolic, methanolic:aqueous and one aqueous extract) were obtained and analyzed by UPLC-ESI-Q-oa/TOF-MS. Antioxidant activity (DPPH•, ORAC and FRAP assays) and lipid peroxidation (TBARS assay) were performed. Assessmentofanti-inflammatorypropertieswasmadebytheearedemainducedmodelinCD-1mice andMPOactivityassay. Likewise,histologicalanalysis,IL-1β,IL-6,IL-10,TNF-α,COXmeasurements plus nitrite and immunohistochemistry analysis were carried out. Results: Methyl gallate, gallic acid,galloyl glucose isomer 1, galloyl glucose isomer 2, galloyl glucose isomer 3, digalloyl glucose isomer 1, digalloyl glucose isomer 2, digalloyl glucose isomer 3, digalloyl glucose isomer 4, hydroxytyrosol acetate, quinic acid, and caffeoylmalic acid were identified. Both organic and aqueous extracts displayed antioxidant activity. All extracts exhibited a positive effect on the interleukins, COX and immunohistochemistry assays. Conclusion: All AF pod extracts can be effective as antioxidant and topical anti-inflammatory agents. Keywords: Acacia farnesiana pods; antioxidant and anti-inflammatory activities; bioactive compounds; polyphenol

Synthesis of Non-Cytotoxic Poly(Ester-Amine) Dendrimers as Potential Solubility Enhancers for Drugs: Methotrexate as a Case Study

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Retro-Curcuminoids as Mimics of Dehydrozingerone and Curcumin: Synthesis, NMR, X-ray, and Cytotoxic Activity

Curcumin and its derivatives have been extensively studied for their remarkable medicinal properties, and their chemical synthesis has been an important step in the optimization of well-controlled laboratory production. A family of new compounds that mimic the structure of curcumin and curcuminoids, here named retro-curcuminoids (7–14), was synthesized and characterized using 1D 1H- and 13C-NMR, IR, and mass spectrometry; the X-ray structure of 7, 8, 9, 10, 12, 13, and 14 are reported here for the first time. The main structural feature of these compounds is the reverse linkage of the two aromatic moieties, where the acid chloride moiety is linked to the phenolic group while preserving α, β-unsaturated ketone functionality. The cytotoxic screening of 7, 8, 9, and 10 at 50 and 10 µg/mL was carried out with human cancer cell lines K562, MCF-7, and SKLU-1. Lipid peroxidation on rat brain was also tested for compounds 7 and 10. Compounds 7, 8, and 10 showed relevant cytotoxic activity against these cancer cell lines, and 10 showed a protective effect against lipid peroxidation. The molecular resemblance to curcuminoids and analogs with ortho substituents suggests a potential source of useful bioactive compounds