Synthesis and Antibacterial Activity of Benzotriazole Substituted Acridines

Singh, Narinder; Kumar, Rajesh; Pra, Deo Nandan; Sharma, Shikha; Silakari, Om

doi:10.3923/ijbc.2011.193.199

Cited by 20 publications

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References 16 publications

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“…Derivatives 2c and 2e displayed some antifungal activity with MICs of 10 and 20 μM, respectively. Compound 2c (1-(4-nitro-phenyl)-4-(7-benz[c]acridinyl)thiosemicarbazide) displayed a more potent antimicrobial effect than the other tested compounds, leading the authors to infer that compound 2c should be considered as the lead compound in the development of a new antimicrobial agent.The study bySing et al (2011) investigated the antibacterial activity of benzotriazole substituted acridine derivatives 14a and 14b and 15a and 15b(Figure 13). Two of the compounds, derivatives 14a and 14b, showed moderate antibacterial activity, whereas compounds 15a and 15b displayed good antibacterial activity.…”

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“…The results showed that compounds 16a and 16c displayed a high inhibitory effect against B. subtilis bacteria, with a level of activity almost three times higher than ethacridine lactate and metronidazole(Kudryavtseva et al, 2019). F I G U R E 1 3 Benzotriazole substituted acridine derivatives 14a-b and 15a-b(Sing et al, 2011) F I G U R E 1 4 Acridine derivatives 16a-c(Kudryavtseva et al, 2019)…”

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

Kožurková

Sabolová

Kristián

2020

J of Applied Toxicology

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The Disappearing Director: The Case of Directed N‐Arylation via a Removable Hydroxyl Group

et al. 2018

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A facile and broadly applicable method for the regiospecific N-arylation of benzotriazoles is reported. Copper-mediated reactions of diverse 1-hydroxy-1H-benzotriazoles with aryl boronic acids lead to 1-aryl-1H-benzotriazole 3-oxides. A N1-OH → N3 prototropy in the 1-hydroxy-1H-benzotriazoles is plausibly the underlying basis, where the tautomer is captured by the boronic acid, leading to C–N (not C–O) bond formation. Because the N–O bond in amine N-oxides and 1-hydroxy-1H-benzotriazoles can be easily reduced by diboron reagents such as (pinB)2 and B2(OH)4, exposure of the 1-aryl-1H-benzotriazole 3-oxides to B2(OH)4 then leads to facile reduction of the N–O bond resulting in diverse, regiospecifically-arylated benzotriazoles. Thus, the N-hydroxyl group in 1-hydroxy-1H-benzotriazoles acts as a disposable arylation director.

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Microwave‐Assisted Synthesis of Positional Isomeric Dihydro‐triazolo‐pyrimido‐acridines and Biological studies

et al. 2020

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Microwave synthetic methodologies were proposed for the preparation of positional isomeric dihydro‐triazolo‐pyrimido‐acridines, 3 a‐j and 9 a‐h via friedlander synthesis using response surface methodology (RSM). The advantages of these methodologies over conventional methods are it provides good yields with short reaction times. Free radical scavenging and antifungal studies were performed for compounds 3 a‐j and 9 a‐h. The results of antioxidant assay revealed that compounds 3 c, 3 d and 9 b exhibited excellent property whereas compounds 3 a and 9 a showed significant antifungal property against Aspergillus flavus (A.flavus) and Aspergillus niger (A. niger).

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Synthesis and Antibacterial Activity of Benzotriazole Substituted Acridines

Cited by 20 publications

References 16 publications

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

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

The Disappearing Director: The Case of Directed N‐Arylation via a Removable Hydroxyl Group

Microwave‐Assisted Synthesis of Positional Isomeric Dihydro‐triazolo‐pyrimido‐acridines and Biological studies

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