Synthesis and study of cytotoxic activity of novel 3,3-bis(indol-3-yl)-1,3-dihydroindol-2-ones

Лавренов, С. Н.; Bychkova, Olga P.; Dezhenkova, Lyubov G.; Mkrtchyan, A. S.; Tatarskiy, Victor V.; Tsvigun, Elena A.; Тренин, А. С.

doi:10.1007/s10593-020-02725-1

Cited by 3 publications

(1 citation statement)

References 22 publications

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“…Recently, compounds containing triphenylmethyl or triindolylmethyl fragments have attracted the interest of researchers. This is due to the fact that some compounds of this type exhibit useful biological properties, such as antimicrobial and antiproliferative [ 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 ].…”

Section: Introductionmentioning

confidence: 99%

N-(Hydroxyalkyl) Derivatives of tris(1H-indol-3-yl)methylium Salts as Promising Antibacterial Agents: Synthesis and Biological Evaluation

et al. 2020

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The wide spread of pathogens resistance requires the development of new antimicrobial agents capable of overcoming drug resistance. The main objective of the study is to elucidate the effect of substitutions in tris(1H-indol-3-yl)methylium derivatives on their antibacterial activity and toxicity to human cells. A series of new compounds were synthesized and tested. Their antibacterial activity in vitro was performed on 12 bacterial strains, including drug resistant strains, that were clinical isolates or collection strains. The cytotoxic effect of the compounds was determined using an test with HPF-hTERT (human postnatal fibroblasts, immortalized with hTERT) cells. The activity of the obtained compounds depended on the carbon chain length. Derivatives with C5–C6 chains were more active. The minimum inhibitory concentration (MIC) of the most active compound on Gram-positive bacteria, including MRSA, was 0.5 μg/mL. Compounds with C5–C6 chains also revealed high activity against Staphylococcus epidermidis (1.0 and 0.5 μg/mL, respectively) and moderate activity against Gram-negative bacteria Escherichia coli (8 μg/mL) and Klebsiella pneumonia (2 and 8 μg/mL, respectively). However, they have no activity against Salmonella cholerasuis and Pseudomonas aeruginosa. The most active compounds revealed higher antibacterial activity on MRSA than the reference drug levofloxacin, and their ratio between antibacterial and cytotoxic activity exceeded 10 times. The data obtained provide a basis for further study of this promising group of substances.

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Section: Introductionmentioning

confidence: 99%

N-(Hydroxyalkyl) Derivatives of tris(1H-indol-3-yl)methylium Salts as Promising Antibacterial Agents: Synthesis and Biological Evaluation

et al. 2020

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Optimization of the Synthesis of New Antibacterial Compounds with Tris(1-Alkylindol-3-YL)Methylium Fragments

et al. 2021

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A new optimal synthetic scheme for new antibacterial compounds combining tris-(1-alkyindol-3-yl)methylium and 3-(indol-1-yl)maleimide in their structures was developed. The proposed method provided a significant increase in the product yield, reduced the labor intensiveness and number of steps, and used readily accessible starting reagents. A good yield was achieved for 3-(formylindol-1-yl)-4-chloromaleimide, a universal precursor enabling two-step syntheses of target tri(indolyl)methanes and production of an extensive library of analogous potentially active compounds from other 1-alkylindoles and various amines and thiols.

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Aniline derivatives containing a cage monoterpenoid fragment at the nitrogen atom: synthesis and study of antibacterial properties

Vernigora,

Davidenko,

Salykin

et al. 2024

Russ Chem Bull

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Synthesis and study of cytotoxic activity of novel 3,3-bis(indol-3-yl)-1,3-dihydroindol-2-ones

Cited by 3 publications

References 22 publications

N-(Hydroxyalkyl) Derivatives of tris(1H-indol-3-yl)methylium Salts as Promising Antibacterial Agents: Synthesis and Biological Evaluation

N-(Hydroxyalkyl) Derivatives of tris(1H-indol-3-yl)methylium Salts as Promising Antibacterial Agents: Synthesis and Biological Evaluation

Optimization of the Synthesis of New Antibacterial Compounds with Tris(1-Alkylindol-3-YL)Methylium Fragments

Aniline derivatives containing a cage monoterpenoid fragment at the nitrogen atom: synthesis and study of antibacterial properties

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