10 documents found, page 1 of 1
Semi-synthesis of small molecules of aminocarbazoles: Tumor growth inhibition a...
Long, S; Loureiro, JB; Carvalho, C; Gales, L; Saraiva, L; Pinto, MMM; Puthongking, P; Sousa, EThe tumor suppressor p53 is inactivated by mutation in approximately 50% of human cancers. Small molecules that bind and stabilize those mutants may represent effective anticancer drugs. Herein, we report the tumor cell growth inhibitory activity of carbazole alkaloids and amino derivatives, as well as their potential activation of p53. Twelve aminocarbazole alkaloids were semi-synthesized from heptaphylline (1...
Determination of the absolute configuration of bioactive indole-containing pyra...
Long, S; Furlani, IL; Oliveira, JM; Resende, DISP; Silva, AMS; Gales, L; Pereira, JA; Kijjoa, A; Cass, QB; Oliveira, RV; Sousa, E; Pinto, MMMIn recent decades, fungi-derived naturally occurring quinazolines have emerged as potential drug candidates. Nevertheless, most studies are conducted for bioactivity assays, and little is known about their absorption, distribution, metabolism, and elimination (ADME) properties. To perform metabolic studies, the synthesis of the naturally occurring quinazolinone, fiscalin B (1), and its chloro derivative, 4-((1H...
Synthesis of a small library of nature-inspired xanthones and study of their an...
Resende, DISP; Pereira-Terra, P; Moreira, J; Freitas-Silva, J; Lemos, A; Gales, L; Pinto, E; Sousa, ME; Costa, PM; Pinto, MMMA series of thirteen xanthones 3-15 was prepared based on substitutional (appendage) diversity reactions. The series was structurally characterized based on their spectral data and HRMS, and the structures of xanthone derivatives 1, 7, and 8 were determined by single-crystal X-ray diffraction. This series, along with an in-house series of aminated xanthones 16-33, was tested for in-vitro antimicrobial activity ...
Development and characterization of PLGA nanoparticles containing 1,3-dihydroxy...
Teixeira, M; Pedro, M; Nascimento, MSJ; Pinto, MMM; Barbosa, C.M.Interest on xanthones has been growing considerably due to their broad spectrum of biological activities. 1,3-Dihydroxy-2-methylxanthone (DHMXAN) showed a significant inhibitory effect on the growth of MCF-7 cancer cells. DHMXAN-loaded nanosphere and nanocapsule formulations were prepared by the solvent displacement technique with the aim of improving the delivery of this poorly water-soluble compound. Moreover...
Development and validation of an HPLC method for the quantification of a cytoto...
Paiva, AM; Teixeira, M; Pereira, R; Barbosa, CM; Sousa, E; Pinto, MMMContext and purpose 3,4-dihydro-12-hydroxy-2,2-dimethyl-2H(6Hi-pyrano[3,2-b]xanthen-6-one (compound 1) is a cytotoxic dihydropyranoxanthone exhibiting antiproliferative effects, inducing S-phase cell cycle arrest, and increasing the percentage of apoptotic cells in leukemia cell lines. Nevertheless, the poor aqueous solubility of compound 1 is a major drawback not only for its potential use in therapy but even ...
Antitumor activity of some prenylated xanthones
Castanheiro, RAP; Silva, AMS; Campos, NAN; Nascimento, MSJ; Pinto, MMMPyranoxanthones 6-8 were obtained by dehydrogenation of the respective dihydropyranoxanthones 3-5 with DDQ in dry dioxane. Two prenylated xanthones 10,11 were obtained from the reaction of 1-hydroxyxanthone (9) with prenyl bromide in alkaline medium, or by condensation of xanthone 9 with isoprene in the presence of orthophosphoric acid. The structural elucidation of the two new compounds 6,11, as well as an upd...
Development and characterization of PLGA nanospheres and nanocapsules containin...
Teixeira, M; Alonso, MJ; Pinto, MMM; Barbosa, CMThe aim of the present work was to develop and characterize two different nanosystems, nanospheres and nanocapsules, containing either xanthone (XAN) or 3-methoxyxanthone (3-MeOXAN), with the final goal of improving the delivery of these poorly water-soluble compounds. The xanthones-loaded nanospheres (nanomatrix systems) and nanocapsules (nanoreservoir systems), made of poly(DL-lactide-co-glycolide) (PLGA), we...
Effect of abietane diterpenes from Plectranthus grandidentatus on T- and B-lymp...
Cerqueira, F; Cordeiro-Da-Silva, A; Gaspar-Marques, C; Simoes, F; Pinto, MMM; Nascimento, MSJFive known abietane diterpenes of the royleanone and coleon type, namely, fatty acid esters of 7alpha-acyloxy-6beta-hydroxyroyleanone (1), grandidone A (2), 7alpha-acetoxy-6beta-hydroxyroyleanone (3), 6beta,7alpha-dihydroxyroyleanone (4) and coleon U (5), isolated from Plectranthus grandidentatus, were evaluated for their effect on the proliferation of human lymphocytes induced by the mitogen PHA. All except 4,...
Validation of a spectrophotometric method for quantification of xanthone in bio...
Teixeira, M; Pinto, MMM; Barbosa, CMXanthone has been incorporated for the first time in nanoparticles of poly(D,L-lactide-co-glycolide) (PLGA). For this purpose the estimation of xanthone content in the nanoparticles is a crucial tool for guaranteeing the reliability of the results. Thus, a simple spectrophotometric method was validated according to USP25 and ICH guidelines for its specificity, linearity, accuracy and precision. The method was f...
Effect of abietane diterpenes from Plectranthus grandidentatus on the growth of...
Marques, CG; Pedro, M; Simoes, MFA; Nascimento, MSJ; Pinto, MMM; Rodriguez, BFive known abietane diterpenes, fatty acid esters of 7alpha-acyloxy-6beta-hydroxyroyleanone (1), grandidone A (2), 7alpha-acetoxy-6beta-hydroxyroyleanone (3), 6beta,7alpha-dihydroxyroyleanone (4), and coleon U (5), isolated from Plectranthus grandidentatus Gurke, were evaluated for their in vitro anti proliferative activity against five human cancer cell lines MCF-7, NCI-H460, SF-268, TK-10, and UACC-62. Coleon...