Synthesis, characterization and antimicrobial evaluation of novel halopyrazole derivatives

Siddiqui, Zeba N.; Farooq, Farheen; Musthafa, T. N. Mohammed; Ahmad, Anis; Khan, Asad U.

doi:10.1016/j.jscs.2011.03.016

Cited by 79 publications

(65 citation statements)

References 21 publications

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“…Besides the cytostatic activity of emodin, we checked the ability of the compound to kill Candida cells. The MFC/MIC (Siddiqui et al, 2013). Results show that the MFC/MIC ratio is in the range from 1 to 2.…”

Section: Resultsmentioning

confidence: 98%

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Emodin, a natural inhibitor of protein kinase CK2, suppresses growth, hyphal development, and biofilm formation of Candida albicans

Janeczko

Masłyk

Kubiński³

et al. 2017

Yeast

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Emodin (1,3,8-trihydroxy-6-methyl-anthraquinone) is a natural secondary plant product, originally isolated from the rhizomes of Rheum palmatum. Many reports show its diuretic, vasorelaxant, antibacterial, antiviral, anti-ulcerogenic, immunosuppressive, hepatoprotective, anti-inflammatory and anticancer potential. Emodin is a pleiotropic molecule capable of interacting with several major molecular targets, e.g. NF-κB, AKT/mTOR and STAT3. The compound can also act as an inhibitor of some protein kinases, with special affinity to protein kinase CK2. The aim of the presented report was to evaluate antifungal properties of emodin and its activity towards CK2 isolated from Candida cells. Our studies revealed that the compound suppressed growth of the cells of reference strains as well as clinical Candida strains, with minimal inhibitory concentration and minimal fungicidal concentration values between 12.5 and 200 μg/mL. Moreover, at a low concentration, the compound was able to effectively stop hyphal formation, thus showing a distinct antivirulent potential. Interestingly, we showed that emodin added to Candida culture inhibited the phosphorylation of many cellular proteins, presumably owing to the inhibition of protein kinase CK2. Notably, the enzyme isolated from the Candida cells was susceptible to emodin with IC of 2.8 μg/mL. Indeed, our computational modelling revealed that emodin was able to occupy the ATP-binding pocket of CK2. Copyright © 2017 John Wiley & Sons, Ltd.

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Section: Resultsmentioning

confidence: 98%

“…Besides the cytostatic activity of emodin, we checked the ability of the compound to kill Candida cells. The MFC/MIC ratio indicates whether the substance had a fungistatic (MFC/MIC ≥4) or fungicidal (MFC/MIC <4) activity (Siddiqui et al ., ). Results show that the MFC/MIC ratio is in the range from 1 to 2.…”

Section: Resultsmentioning

confidence: 99%

Emodin, a natural inhibitor of protein kinase CK2, suppresses growth, hyphal development, and biofilm formation of Candida albicans

Janeczko

Masłyk

Kubiński³

et al. 2017

Yeast

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“…All the antibacterial assays were performed in triplicate.2.5.3. Determination of minimum inhibitory concentrations (MICs)MIC values of polysaccharide samples against five bacterial species were determined by the serial dilution method(Siddiqui, Farooq, Musthafa, Ahmad, & Khan, 2013) with some modifications. The incubation medium was TSB.…”

mentioning

confidence: 99%

Preparation, antioxidant and antimicrobial evaluation of hydroxamated degraded polysaccharides from Enteromorpha prolifera

Shao

Shi

et al. 2017

Food Chemistry

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In order to improve the antioxidant and antimicrobial abilities, hydroxamated degraded polysaccharides from Enteromorpha prolifera (HCDPE) were prepared from the corresponding carboxymethylated degraded polysaccharides (CDPE). HCDPE was characterized by FT-IR. The weight-average molecular weight of HCDPE was determined as 55.4kDa. The in vitro antioxidant activity of HCDPE was evaluated by determining the radical (1,1-diphenyl-2-picrylhydrazyl (DPPH), hydroxyl and superoxide anion radicals) scavenging abilities and total antioxidant activity. It was found that DPPH radical scavenging ability and total antioxidant activity of HCDPE were significantly improved compared to those of CDPE. The inhibitory effects of polysaccharides against the five bacterial strains (Bacillus subtilis, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Salmonella spp.) were also evaluated by bacterial inhibition zone and minimum inhibitory concentration (MIC) assays. The results indicated that CDPE and HCDPE possess marked antimicrobial ability, while such an effect was not observed for the crude polysaccharides (PE) and the degraded polysaccharides (DPE).

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“…Determination of MIC of compound 2 and kojic acid against five bacterial species was performed by the serial dilution method (Siddiqui et al ., ). To each sterile Petri dish containing 19 mL of sterile melted nutrient broth agar medium at 45–50 °C, 1 mL of sample solution with different concentrations was added and fully mixed and allowed to solidify.…”

Section: Methodsmentioning

confidence: 97%

3‐Hydroxypyridinone‐l‐phenylalanine conjugates with antimicrobial and tyrosinase inhibitory activities as potential shrimp preservatives

Kong

et al. 2013

Int J of Food Sci Tech

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Summary To explore the potential of novel tyrosinase inhibitors, 3‐hydroxypyridinone‐l‐phenylalanine conjugates, as shrimp preservatives, compounds 1 and 2 were evaluated for the antimicrobial activity, and compound 2 was investigated for the shrimp preservative efficacy. It was found that they both possess a stronger antibacterial effect than kojic acid against two Gram‐positive bacteria and three Gram‐negative bacteria. The minimum inhibitory concentrations (MICs) of compound 2 against Escherichia coli, Staphylococcous aureus, Salmonella gallinarum, Vibrio parahaemolyticus and Bacillus subtilis were determined as 18.5, 37, 148, 37 and 295 μg mL−1, respectively, whereas MICs of kojic acid against the same 5 bacterial strains were determined to be 355, 178, 1420, 1420 and 355 μg mL−1, respectively. It has also been demonstrated that treatment with compound 2 improves the sensory properties, retards the growth of spoilage bacteria, decreases the total volatile basic nitrogen (TVB‐N) and increases the pH of Penaeus vannamei Boone, thereby extending the shelf life to 10 days. In contrast, the shelf life of shrimp treated with kojic acid and the control group was 7 and 6 days, respectively. Clearly, 3‐hydroxypyridinone‐l‐phenylalanine conjugates could find application as shrimp preservatives by inhibiting melanosis and by preventing the growth of bacteria during the storage.

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Synthesis, characterization and antimicrobial evaluation of novel halopyrazole derivatives

Cited by 79 publications

References 21 publications

Emodin, a natural inhibitor of protein kinase CK2, suppresses growth, hyphal development, and biofilm formation of Candida albicans

Emodin, a natural inhibitor of protein kinase CK2, suppresses growth, hyphal development, and biofilm formation of Candida albicans

Preparation, antioxidant and antimicrobial evaluation of hydroxamated degraded polysaccharides from Enteromorpha prolifera

3‐Hydroxypyridinone‐l‐phenylalanine conjugates with antimicrobial and tyrosinase inhibitory activities as potential shrimp preservatives

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