Antibiofilm potential of 16-oxo-cleroda-3, 13(14) E-diene-15 oic acid and its five new γ-amino γ-lactone derivatives against methicillin resistant Staphylococcus aureus and Streptococcus mutans

Khan, Anwar; Ahmed, Ayaz; Hussain, Mustafa; Khan, Iltaf; Ali, Syed Abid; Farooq, Ahsana Dar; Faizi, Shaheen

doi:10.1016/j.ejmech.2017.06.065

Cited by 29 publications

(16 citation statements)

References 47 publications

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“…Chlorhexidine was purchased from Sigma-Aldrich (San Francisco, USA). Quercetin was purchased from Sigma-Aldrich (San Francisco, USA), while PGEA isolation and preparation of CPFLM extracts were carried out as reported previously (Khan et al 2017).…”

Section: Methodsmentioning

confidence: 99%

Antiamoebic activity of plant-based natural products and their conjugated silver nanoparticles against Acanthamoeba castellanii (ATCC 50492)

et al. 2020

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Acanthamoeba spp. are the causative agent of Acanthamoeba keratitis and granulomatous amoebic encephalitis (GAE). The current options to treat Acanthamoeba infections have limited success. Silver nanoparticles show antimicrobial effects and enhance the efficacy of their payload at the specific biological targets. Natural folk plants have been widely used for treating diseases as the phytochemicals from several plants have been shown to exhibit amoebicidal effects. Herein, we used natural products of plant or commercial sources including quercetin (QT), kolavenic acid (PGEA) isolated from plant extracts of Polyalthia longifolia var pendula and crude plant methanolic extract of Caesalpinia pulcherrima (CPFLM) as antiacanthamoebic agents. Furthermore, these plant-based materials were conjugated with silver nanoparticles (AgNPs) to determine the effects of the natural compounds and their nanoconjugates against a clinical isolate of A. castellanii from a keratitis patient (ATCC 50492) belonging to the T4 genotype. The compounds were conjugated with AgNPs and characterized by using ultraviolet visible spectrophotometry and atomic force microscopy. Quercetin coated silver nanoparticles (QT-AgNPs) showed characteristic surface plasmon resonance band at 443 nm and the average size distribution was found to be around 45 nm. The natural compounds alone and their nanoconjugates were tested for the viability of amoebae, encystation and excystation activity against A. castellanii. The natural compounds showed significant growth inhibition of A. castellanii while QT-AgNPs specifically exhibited enhanced antiamoebic effects as well as interrupted the encystation and excystation activity of the amoebae. Interestingly, these compounds and nanoconjugates did not exhibit in vitro cytotoxic effects against human cells. Plantbased compounds and extracts could be an interesting strategy in development of alternative therapeutics against Acanthamoeba infections.

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Section: Methodsmentioning

confidence: 99%

Antiamoebic activity of plant-based natural products and their conjugated silver nanoparticles against Acanthamoeba castellanii (ATCC 50492)

et al. 2020

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“…3-(4,5-dimethylthiazole-2-yl)-2,5-diphenyltetrazolium bromide (MTT dye) was used to evaluate the biofilm viability after treatment with rifampicin and its nanoparticle. Biofilm viability was determined in 96 well plate as described earlier by our group 42. Briefly, after overnight incubation with drug and its nanoconjugate the spent medium was aseptically aspirated, washed and stained with 200 µL of 0.5 µg/mL MTT solution for 3 h at 37 °C.…”

Section: Methodsmentioning

confidence: 99%

Rifampicin conjugated silver nanoparticles: a new arena for development of antibiofilm potential against methicillin resistant Staphylococcus aureus and Klebsiella pneumoniae

Farooq

Ahmad

Khan

et al. 2019

IJN

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Background: Infections caused by drug resistant bacteria are a major health concern worldwide and have prompted scientists to carry out efforts to overcome this challenge. Researchers and pharmaceutical companies are trying to develop new kinds of antimicrobial agents by using different physical and chemical methods to overcome these problems. Materials and methods: In the present study, rifampicin conjugated silver (Rif-Ag) nanoparticles have successfully been synthesized using a chemical method. Characterization of the nanoparticles was performed using a UV-Vis spectrophotometer, FTIR, SEM, TEM, and AFM. Results: The AFM, SEM, and TEM results showed that the average particle size of Rif-Ag nanoparticles was about 15–18±4 nm. The FTIR spectra revealed the conjugation of –NH 2 and –OH functional moiety with silver nanoparticles surface. Considering the penetrating power of rifampicin, the free drug is compared with synthesized nanoparticle for antimicrobial, biofilm inhibition, and eradication potential. Synthesized nanoparticles were found to be significantly active as compared to drug alone. Conclusion: This study has shown greater biofilm inhibitory and eradicating potential against methicillin resistant Staphylococcus aureus and Klebsiella pneumoniae , as evident by crystal violet, MTT staining, and microscopic analysis. So, it will be further modified, and studies for the mechanism of action are needed.

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“…[66] Compound 26 ( Figure 6), was found to be significantly bacteriostatic and reduced the formationo fb iofilm.T he parent diterpenoid also significantly eradicated the preformed biofilm of the pathogens under study. Specifically,t hey investigated the antibiofilm potential of lactone derivatives of 16-oxo-cleroda-3,13(14)-(E)-diene-15-oic acid against methicillin-resistant Staphylococcus aureus and Streptococcus mutans.…”

Section: Pharmacological Profile Of Oxazolidinone Derivativesmentioning

confidence: 98%

“…Specifically,t hey investigated the antibiofilm potential of lactone derivatives of 16-oxo-cleroda-3,13(14)-(E)-diene-15-oic acid against methicillin-resistant Staphylococcus aureus and Streptococcus mutans. [66] Compound 26 ( Figure 6), was found to be significantly bacteriostatic and reduced the formationo fb iofilm.T he parent diterpenoid also significantly eradicated the preformed biofilm of the pathogens under study. [66] The authors concluded that 26 was somewhat smalleri ns ize and has an open chain at C12 with free aldehydic and carboxylic groups,a sc ompared with other compounds,a nd was thus more active.…”

Section: Pharmacological Profile Of Lactone Derivativesmentioning

confidence: 98%

“…[66] Compound 26 ( Figure 6), was found to be significantly bacteriostatic and reduced the formationo fb iofilm.T he parent diterpenoid also significantly eradicated the preformed biofilm of the pathogens under study. [66] The authors concluded that 26 was somewhat smalleri ns ize and has an open chain at C12 with free aldehydic and carboxylic groups,a sc ompared with other compounds,a nd was thus more active. In 2017, Pomorska et al evaluated the anticancer potential of an a-methylene-d-lactone using two cancer cell lines.…”

Section: Pharmacological Profile Of Lactone Derivativesmentioning

confidence: 98%

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The Current Status of O‐Heterocycles: A Synthetic and Medicinal Overview

Singh

Silakari

2018

ChemMedChem

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O-Heterocycles have been explored in the field of medicinal chemistry for a long time, but their significance has not been duly recognised and they are often shunned in favour of N-heterocycles. The design of bioactive molecules for nearly every pathophysiological condition is primarily focused on novel N-heterocycles. The main reasons for such bias include the ease of synthesis and possible mimicking of physiological molecules by N-heterocycles. But considering only this criterion rarely provides breakthrough molecules for a given disease condition, and instead the risks of toxicity or side effects are increased with such molecules. On the other hand, owing to improved synthetic feasibility, O-heterocycles have established themselves as equally potent lead molecules for a wide range of pathophysiological conditions. In the last decade there have been hundreds of reports validating the fact that equally potent molecules can be designed and developed by using O-heterocycles, and these are also expected to have comparably low toxicity. Even so, researchers tend to remain biased toward the use of N-heterocycles over O-heterocycles. Thus, this review provides a critical analysis of the synthesis and medicinal attributes of O-heterocycles, such as pyrones, oxazolones, furanones, oxetanes, oxazolidinones, and dioxolonones, and others, reported in the last five years, underlining the need for and the advantages guiding researchers toward them.

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Antibiofilm potential of 16-oxo-cleroda-3, 13(14) E-diene-15 oic acid and its five new γ-amino γ-lactone derivatives against methicillin resistant Staphylococcus aureus and Streptococcus mutans

Cited by 29 publications

References 47 publications

Antiamoebic activity of plant-based natural products and their conjugated silver nanoparticles against Acanthamoeba castellanii (ATCC 50492)

Antiamoebic activity of plant-based natural products and their conjugated silver nanoparticles against Acanthamoeba castellanii (ATCC 50492)

<p>Rifampicin conjugated silver nanoparticles: a new arena for development of antibiofilm potential against methicillin resistant<em> Staphylococcus aureus</em> and<em> Klebsiella pneumoniae</em></p>

The Current Status of O‐Heterocycles: A Synthetic and Medicinal Overview

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