Pyrazolo[3,4-a]carbazoles: Synthesis, antibacterial and antifungal activity

Akalaeva, T. V.; Bogdanova, G. A.; Bokanov, A. I.; Gus'kova, T. A.; Padeiskaya, E. N.; Radkevich, T. P.; Shvedov, V. I.; Shipilova, L. D.

doi:10.1007/bf02219032

Cited by 3 publications

(2 citation statements)

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“…cereus spores, except for C4 that delayed the bursting significantly. Compound C1 contained pyrazolo[3,4-a]carbazole in its structure which are known for their antimicrobial activity against Gram-positives, -negatives and fungi 23 . C1 prevented outgrowth at pH 7.4 and pH 5.9 for 48 hrs.…”

Section: Discussionmentioning

confidence: 99%

Evaluating novel synthetic compounds active against Bacillus subtilis and Bacillus cereus spores using Live imaging with SporeTrackerX

Omardien

Beek

Vischer

et al. 2018

Sci Rep

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An empirical approach was taken to screen a novel synthetic compound library designed to be active against Gram-positive bacteria. We obtained five compounds that were active against spores from the model organism Bacillus subtilis and the food-borne pathogen Bacillus cereus during our population based experiments. Using single cell live imaging we were able to observe effects of the compounds on spore germination and outgrowth. Difference in sensitivity to the compounds could be observed between B. subtilis and B. cereus using live imaging, with minor difference in the minimal inhibitory and bactericidal concentrations of the compounds against the spores. The compounds all delayed the bursting time of germinated spores and affected the generation time of vegetative cells at sub-inhibitory concentrations. At inhibitory concentrations spore outgrowth was prevented. One compound showed an unexpected potential for preventing spore germination at inhibitory concentrations, which merits further investigation. Our study shows the valuable role single cell live imaging can play in the final selection process of antimicrobial compounds.

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Section: Discussionmentioning

confidence: 99%

Evaluating novel synthetic compounds active against Bacillus subtilis and Bacillus cereus spores using Live imaging with SporeTrackerX

Omardien

Beek

Vischer

et al. 2018

Sci Rep

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“…2 (Dimethyl aminomethylene) 6 methyl 2,3,4,9 tetrahydro 1H carb azol 1 one (1) used as the starting compound was previ ously prepared by the reaction of 6 methyl 2,3,4,9 tetrahydro 1H carbazol 1 one (2) with dimethylform amide dimethyl acetal (3) and employed for the synthesis of pyrazolo[3,4 a]carbazoles. 5 The reaction of enamino ketone 1 with guanidine in ethanol in the presence of sodium ethoxide smoothly gave 2 amino 8 methyl 6,11 dihydro 5H pyrimi do[4,5 a]carbazole (4) (Scheme 1). Earlier, 6 such com pounds were obtained in another way.…”

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confidence: 99%

Synthesis and properties of pyrimido[4,5-a]- and pyrido[4,3-a]carbazole derivatives

et al. 2004

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Methods for the synthesis of substituted pyrimido[4,5 a] and pyrido[4,3 a]carbazoles were proposed. Condensation of 2 (dimethylaminomethylene) 6 methyl 2,3,4,9 tetrahydro 1H carbazol 1 one with guanidine and thiourea afforded 2 amino 8 methyl 6,11 dihydro 5H pyrimido[4,5 a]carbazole and 8 methyl 3,5,6,11 tetrahydro 2H pyrimido[4,5 a]carb azole 2 thione, respectively. The reaction of cyano(6 methyl 2,3,4,9 tetrahydro 1H carbazol 1 ylidene)acetamide with dimethylformamide dimethyl acetal gave N (dimethylamino methylene)cyano(6 methyl 2,3,4,9 tetrahydro 1H carbazol 1 ylidene)acetamide. Cycliza tion of the latter yielded 1 cyano 8 methyl 3,5,6,11 tetrahydro 2H pyrido[4,3 a]carb azol 2 one.

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A novel necroptosis inhibitor—necrostatin-21 and its SAR study

Cai

et al. 2013

Bioorganic & Medicinal Chemistry Letters

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Pyrazolo[3,4-a]carbazoles: Synthesis, antibacterial and antifungal activity

Cited by 3 publications

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Evaluating novel synthetic compounds active against Bacillus subtilis and Bacillus cereus spores using Live imaging with SporeTrackerX

Evaluating novel synthetic compounds active against Bacillus subtilis and Bacillus cereus spores using Live imaging with SporeTrackerX

Synthesis and properties of pyrimido[4,5-a]- and pyrido[4,3-a]carbazole derivatives

A novel necroptosis inhibitor—necrostatin-21 and its SAR study

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