Novel isoquinoline derivatives as antimicrobial agents

Galán, Abraham; Moreno, Laura; Párraga, Javier; Serrano, Ángel; Sanz, María-Jesús; Cortés, Diego; Cabedo, Nuria

doi:10.1016/j.bmc.2013.03.042

Cited by 49 publications

(27 citation statements)

References 18 publications

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“…Isoquinoline derivatives have important industrial applications, where they serve as solvents for aromatic molecules, fluorosensors, as components in paints, dyes, and electronic devices [7][8][9]. Isoquinoline derivatives such as papaverine have been isolated from natural sources and the isoquinolinoid pharmacore can be found in numerous drugs that possess antitumor, anesthetic, and antibiotic properties [10][11][12]. Figure 2 shows some representative examples of important isoquinolinebased molecules.…”

Section: Medicinal and Industrial Uses Of Isoquinolinesmentioning

confidence: 99%

Advances in the Preparation of Fluorinated Isoquinolines: A Decade of Progress

Sloop

2017

Journal of Chemistry

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Heterocyclic molecules incorporating fluorinated isoquinoline components are found in many medicinally and agriculturally important bioactive products as well as industrially impactful materials. Within the past decade, a variety of isoquinolinic ring assembly techniques has enabled the introduction of diverse fluorine-containing functionalities which can enhance potential bioactivity and industrial utility. This review examines recent noncatalyzed and transition metal catalyzed synthetic approaches to the assembly of isoquinoline derivatives that are ring-fluorinated and/or result in the incorporation of fluorine-containing functional groups. Specifically, efficient synthetic methods and regioselectivity in the incorporation of functional groups into isoquinoline ring systems are examined.

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Section: Medicinal and Industrial Uses Of Isoquinolinesmentioning

confidence: 99%

Advances in the Preparation of Fluorinated Isoquinolines: A Decade of Progress

Sloop

2017

Journal of Chemistry

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“…Recently, there has been an increasing interest in the development of therapeutic compounds that are biodegradable and biocompatible, derived from plant resources and natural compound-based substances [3]. A growing number of compounds with carbamate linkages have shown strong antimicrobial and cytotoxic activities have been reported [4][5][6][7].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Antimicrobial and Antitumor Activities of Sucrose Octa(N-ethyl)carbamate

Raposo

Petrova

Barros

et al. 2016

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Sucrose octa(N-ethyl)carbamate was synthesized directly from sucrose and ethyl isocyanate, and its structure was confirmed by various analytical methods, such as (1)H and (13)C NMR, FTIR, m.p., MS, and optical rotation. Its antibacterial, antifungal and cytotoxic activities were investigated. It exhibited strong inhibition against all bacteria tested, namely S. aureus (MIC 0.18±0.006), B. cereus (MIC 0.094±0.000), M. flavus (MIC 0.28±0.01), L. monocytogenes (MIC 0.18±0.006), P. aeruginosa (MIC 0.094±0.002), S. typhimurium (MIC 0.094±0.002), E. coli (MIC 0.18±0.006) and E. cloacae (MIC 0.18±0.006) and strong antifungal activity towards T. viride (MIC 0.09 ± 0.006), A. versicolor (MIC 0.18 ± 0.01), A. ochraceus (MIC 0.375 ± 0.01) and P. ochrochloron (MIC 0.375 ± 0.04). Furthermore, it showed moderate antitumor potential against human breast (GI50 357.20±14.12), colon (GI50 332.43±11.19) and cervical (GI50 282.67±3.97) cell lines and, more important, without hepatotoxicity.

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“…The structural diversity and the wide range of biological activities of THIQs have long attracted the attention of synthetic chemists, and several druggable semi-synthetic and synthetic THIQ-related compounds have been obtained in the last decade with simple and efficient methods [13][14][15][16][17][18][19][20][21][22].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of C3/C1-Substituted Tetrahydroisoquinolines

et al. 2015

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Abstract:A broad biological screening of the natural alkaloid N-methylisosalsoline (2) extracted from Hammada scoparia leaves against a panel of human and parasitic proteases revealed an interesting activity profile of 2 towards human 20S proteasome. This outcome suggests that the 1,2,3,4-tetrahydroisoquinoline skeleton may be exploited as a template for the development of novel anticancer agents. In this article, we report the synthesis and chemical characterization of a new series of isosalsoline-type alkaloids (10-11) with variations at N2 and C3 positions with respect to the natural Compound 2, obtained by a synthetic strategy that involves the Bischler-Napieralski cyclization. The substrate for the condensation to the tetrahydroisoquinoline system, i.e., a functionalized β-arylethyl amine, was obtained through an OPEN ACCESSMolecules 2015, 20 14903 original double reduction of nitroalkene. The synthetic strategy can be directed to the construction of highly substituted and functionalized 1,2,3,4-tetrahydroisoquinolines.

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Novel isoquinoline derivatives as antimicrobial agents

Cited by 49 publications

References 18 publications

Advances in the Preparation of Fluorinated Isoquinolines: A Decade of Progress

Advances in the Preparation of Fluorinated Isoquinolines: A Decade of Progress

Synthesis, Characterization, Antimicrobial and Antitumor Activities of Sucrose Octa(N-ethyl)carbamate

Synthesis of C3/C1-Substituted Tetrahydroisoquinolines

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