Synthesis and antimicrobial activity of 10-(5-arylamino-1,3,4-oxadiazol-2-ylmethyl)acridin-9(10H)-ones

Kudryavtseva, T. N.; Sysoev, P. I.; Попков, С. В.; Климова, Л. Г.

doi:10.1134/s1070363217080102

Cited by 4 publications

(1 citation statement)

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“…Kudryavtseva et al (2019) continued the search for new biologically active substances with effective antibacterial activity with a study of a series of N 9 ‐substituted acridine‐9‐amines, derivatives 16a–c (Figure 14). Earlier studies of acridone and acridine derivatives had found that the introduction of the methyl group to the acridine skeleton has a slight effect on antimicrobial activity (Kudryavtseva, Lamanov, Klimova, & Nazarov, 2018; Kudryavtseva, Sysoev, Popkov, & Klimova, 2017). The antimicrobial activity of the N ‐[2‐(2‐methyl‐5‐nitro‐1 H ‐imidazol‐1‐yl)ethyl]acridine‐9‐amine hydrochloride derivative 16a and the 2‐methoxy‐ N ‐[2‐(2‐methyl‐5‐nitro‐1 H ‐imidazol‐1‐yl)ethyl]acridine‐9‐amine hydrochloride derivative 16c was studied in vitro against test strains of E. coli , P. aeruginosa , P. vulgaris , S. aureus , B. subtilis , and Candida albicans microorganisms using the commonly used medications ethacridine lactate (rivanol) and metronidazole as a standard control.…”

Section: Antibacterial Properties Of 9‐substituted Acridinesmentioning

confidence: 99%

A new look at 9‐substituted acridines with various biological activities

Kožurková

Sabolová

Kristián

2020

J of Applied Toxicology

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Heterocycles have long been the focus of intensive study in attempts to develop novel therapeutic compounds, and acridine, a polynuclear nitrogen molecule containing a heterocycle, has attracted a considerable amount of scientific attention. Acridine derivatives have been studied in detail and have been found to possess multitarget properties, which inhibit topoisomerase enzymes that regulate topological changes in DNA and interfere with the essential biological function of DNA. This article describes some recent advancements in the field of new 9-substituted acridine heterocyclic agents and describes both the structure and the structure-activity relationship of the most promising molecules. The article will also present the IC 50 values of the novel derivatives against various human cancer cell lines. The mini review also investigates the topoisomerase inhibition and antibacterial and antimalarial activity of these polycyclic aromatic derivatives.

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Section: Antibacterial Properties Of 9‐substituted Acridinesmentioning

confidence: 99%

A new look at 9‐substituted acridines with various biological activities

Kožurková

Sabolová

Kristián

2020

J of Applied Toxicology

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Syntheses of 12H-benzo[a]xanthen-12-ones and benzo[a]acridin-12(7H)-ones through Au(i)-catalyzed Michael addition/6-endo-trig cyclization/aromatization cascade annulation

Xiong

Zhang

et al. 2018

Org. Biomol. Chem.

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A multifaceted gold(i)-catalyzed aromaticity-driven double 6-endo cascade cyclization strategy to synthesize both 12H-benzo[a]xanthen-12-ones and benzo[a]acridin-12(7H)-ones, whose core motifs xanthone and acridone both exist as important scaffolds in an immense number of bioactive compounds, was developed. The scopes of this strategy were examined by using a batch of synthetic 1,3-diphenylprop-2-yn-1-one substrates. To probe the mechanism of this cyclization a control experiment for synthesizing intermediates was performed. Thus, a putative mechanism was determined according to this experiment and previous studies.

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