15 documents found, page 1 of 2
Selective synthesis of 3-(1H-Tetrazol-5-yl)-indoles from 2H-Azirines and Arynes
Grosso, Carla; Alves, Cláudia; Sase, Terver J.; Alves, Nuno G.; Cardoso, Ana L.; Melo, Teresa M. V. D. Pinho e; Lemos, AmericoA new selective synthetic approach to indole derivatives bearing a tetrazole moiety has been developed. Arynes, generated in situ from o-(trimethylsilyl)aryl triflates and KF, reacted smoothly with 2-(2-benzyl-2H-tetrazol-5-yl)-2H-azirines to give 3-(2-benzyl-2H-tetrazol-5-yl)-indole derivatives with high selectivity. Deprotection of the tetrazole moiety gave 3-(1H-tetrazol-5-yl)-indole derivatives.
Insights into the anticancer activity of chiral alkylidene-β-lactams and alkyli...
Alves, Américo J. S.; Alves, Nuno G.; Laranjo, Mafalda; Gomes, Clara S. B.; Gonçalves, Ana Cristina; Ribeiro, Ana Bela Sarmento; Botelho, M. FilomenaChiral alkylidene-β-lactams and alkylidene-γ-lactams were synthesized and screened for their in vitro activity against four human cancer cell lines (melanoma, esophageal, lung and fibrosarcoma carcinoma). Alkylidene-β-lactams were synthesized via Wittig reaction of diverse phosphorus ylides with benzhydryl 6-oxopenicillanate, derived from 6-aminopenicillanic acid. Moreover, novel chiral alkylidene-γ-lactams wer...
Unveiling a family of spiro-ß-lactams with anti-HIV and antiplasmodial activity...
Alves, Américo; Alves, Nuno G.; Bártolo, Inês; Fontinha, Diana; Caetano, Soraia; Prudêncio, Miguel; Taveira, Nuno; Melo, Teresa M. V. D. Pinho EThe molecular architecture of spirocyclic compounds has been widely explored within the medicinal chemistry field to obtain new compounds with singular three-dimensional pharmacophoric features and improved bioactivity. Herein, the synthesis of 68 new spirocyclopentene-β-lactams is described, resulting from a rational drug design and structural modulation of a highly promising lead compound BSS-730A, previously...
Unveiling a family of spiro-β-lactams with anti-HIV and antiplasmodial activity...
Alves, Américo J. S.; Alves, Nuno G.; Bártolo, Inês; Fontinha, Diana; Caetano, Soraia; Prudêncio, Miguel; Taveira, Nuno; Melo, Teresa M. V. D. Pinho eThe molecular architecture of spirocyclic compounds has been widely explored within the medicinal chemistry field to obtain new compounds with singular three-dimensional pharmacophoric features and improved bioactivity. Herein, the synthesis of 68 new spirocyclopentene-β-lactams is described, resulting from a rational drug design and structural modulation of a highly promising lead compound BSS-730A, previously...
Strategies and methodologies for the construction of spiro-γ-lactams: an update
Alves, Américo J. S.; Alves, Nuno G.; Soares, Maria I. L.; Pinho e Melo, Teresa M. V. D.Spiro-γ-lactams (spiropyrrolinin-2-ones) are a class of spirocyclic compounds that are present in a wide range of synthetic bioactive and naturally occurring molecules. The increasing attention to spirocyclic lactams in drug discovery has been accompanied by a growing interest in these compounds from a synthetic point of view, namely as synthetic building blocks in organic chemistry, due to their inherent rigid...
Spiro-β-lactam BSS-730A Displays Potent Activity against HIV and Plasmodium
Bártolo, Inês; Santos, Bruna S; Fontinha, Diana; Machado, Marta; Francisco, Denise; Sepodes, Bruno; Rocha, João; Mota-Filipe, Hélder; Pinto, RuiThe high burden of malaria and HIV/AIDS prevents economic and social progress in developing countries. A continuing need exists for development of novel drugs and treatment regimens for both diseases in order to address the tolerability and long-term safety concerns associated with current treatment options and the emergence of drug resistance. We describe new spiro-β-lactam derivatives with potent (nM) activit...
Investigating the Binding Heterogeneity of Trace Metal Cations With SiO2 Nanopa...
Rotureau, Elise; Rocha, Luciana S.; Goveia, Danielle [UNESP]; Alves, Nuno G.; Pinheiro, José PauloMade available in DSpace on 2021-06-25T10:48:19Z (GMT). No. of bitstreams: 0 Previous issue date: 2020-12-16; Agence Nationale de la Recherche; Institut national des sciences de l'Univers; Fundação para a Ciência e a Tecnologia; Silica oxides nano- and microparticles, as well as silica-based materials, are very abundant in nature and industrial processes. Trace metal cation binding with these bulk materials is ...
Spiro-ß-lactam BSS-730A Displays Potent Activity against HIV and Plasmodium
Bártolo, Inês; Santos, Bruna S.; Fontinha, Diana; Machado, Marta; Francisco, Denise; Sepodes, Bruno; Rocha, Joao; Mota-Filipe, Hélder; Pinto, RuiThe high burden of malaria and HIV/AIDS prevents economic and social progress in developing countries. A continuing need exists for development of novel drugs and treatment regimens for both diseases in order to address the tolerability and long-term safety concerns associated with current treatment options and the emergence of drug resistance. We describe new spiro-β-lactam derivatives with potent (nM) activit...
Spiro-Lactams as Novel Antimicrobial Agents
Alves, Américo J. S.; Alves, Nuno G.; Caratão, Cátia C.; Esteves, Margarida I. M.; Fontinha, Diana; Bártolo, Inês; Soares, Maria I. L.Introduction: Structural modulation of previously identified lead spiro-β-lactams with antimicrobial activity was carried out. Objective: The main objective of this work was to synthesize and evaluate the biological activity of novel spiro-lactams based on previously identified lead compounds with antimicrobial activity. Methods: The target chiral spiro-γ-lactams were synthesized through 1,3-dipolar cycloadditi...
An Innovative Sequence-to-Structure-Based Approach to Drug Resistance Interpret...
Alves, Nuno G.; Mata, Ana I.; Luís, João P.; Brito, Rui M. M.; Simões, Carlos J. V.In silico methodologies have opened new avenues of research to understanding and predicting drug resistance, a pressing health issue that keeps rising at alarming pace. Sequence-based interpretation systems are routinely applied in clinical context in an attempt to predict mutation-based drug resistance and thus aid the choice of the most adequate antibiotic and antiviral therapy. An important limitation of app...