ABSTRACT
Gold (Au0) and silver (Ag0) nanoparticles were synthesized using tannic acid (TA) as both reducing and stabilizer. Nanoparticles formation, stability, and interaction with TA were compared to citrate-coated nanoparticles and monitored by UV-Vis, zeta potential, and transmission electron microscopy. TA coating resulted in a red-shift and broadening of bands compared to citrate-coated nanoparticles (NPs-Cit). AgNPs-TA and AuNPs-TA are negatively charged with mean surface charge of -29.4 mV and -29.6 mV, respectively. TEM images showed polydispersety of AuNPs-TA (6-42 nm) and aggregation of AgNPs-TA (12-71 nm). In vitro assays of Leishmania amazonensis promastigotes showed an increment of antileishmanial activity for AgNPs-TA in relation to AgNPs-Cit, while AuNPs-TA and AuNPs-Cit did not affect the protozoas at tested concentrations. CC50 value for AgNPs-TA suggested that TA attenuates nanosilver toxicity comparatively to its precursor (Ag+). This investigation can contribute to the development of new, green, and fast produced drugs aiming at leishmaniasis treatment.
Subject(s)
Antiprotozoal Agents/pharmacology , Gold Compounds/pharmacology , Macrophages, Peritoneal/drug effects , Metal Nanoparticles/toxicity , Silver Compounds/pharmacology , Tannins/pharmacology , Animals , Antiprotozoal Agents/chemistry , Antiprotozoal Agents/isolation & purification , Female , Gold Compounds/chemistry , Metal Nanoparticles/chemistry , Mice , Mice, Inbred BALB C , Microscopy, Electron, Transmission , Parasitic Sensitivity Tests , Silver Compounds/chemistry , Tannins/chemistry , Toxicity Tests/methodsABSTRACT
Morita-Baylis-Hillman acetates and α-bromonitroalkenes have been employed in cascade reactions with lawsone and 2-aminonaphthoquinone for the one-pot synthesis of heterocycle fused quinonoid compounds. The reactions reported here utilized the 1,3-binucleophilic potential of hydroxy- and aminonaphthoquinones and the 1,2/1,3-bielectrophilic potential of bromonitroalkenes and Morita-Baylis-Hillman acetates for the synthesis of pyrrole and furan fused naphthoquinones. The synthesized compounds were evaluated against HCT-116 (human colon carcinoma cells), PC3 (human prostate cancer cells), HL-60 (human promyelocytic leukemia cells), SF295 (human glioblastoma cells) and NCI-H460 (human lung cancer cells) and exhibited antitumor activity with IC50 values as low asâ¯<â¯2⯵M. Selected compounds were also evaluated against OVCAR-8 (ovary), MX-1 (breast) and JURKAT (leukemia) cell lines. The cytotoxic potential of the quinones evaluated was also assayed using non-tumor cells, exemplified by peripheral blood mononuclear (PBMC) and L929â¯cells.