Sesquiterpenoids with Anti‐MDR <i>Staphylococcus aureus</i> Activities from <i>Ferula ferulioides</i>

Liu, Tao; Wang, Shuangying; Xu, Lili; Fu, Wei; Gibbons, Simon; Mu, Quanquan

doi:10.1002/cbdv.201400150

Cited by 22 publications

(10 citation statements)

References 34 publications

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“…The essential oil from the seeds of F. tunetana inhibited the Gram (+)/Gram (−) bacteria and phenylpropanoid-rich essential oil of the underground parts of the F. heuffelii exhibited antimicrobial activity against Gram (+) bacteria and fungi (Pavlović et al, 2012, Znati et al, 2017). The previous reports on F. ferulioides, Liu et al, 2013, Liu et al, 2015) tested the antimicrobial activities of isolated acetophenone and furocoumarin sesquiterpenes, including compounds 1 – 3 . Compounds 1 – 3 showed antimicrobial activity against tetracycline-resistant S. aureus strain with the MIC values of 2 µg/mL, 2 µg/mL and 4 µg/mL, respectively.…”

Section: Discussionmentioning

confidence: 99%

Phytochemical screening and evaluation of the antimicrobial and antioxidant activities of Ferula caspica M. Bieb. extracts

Kahraman

Topcu

Bedir

et al. 2019

Saudi Pharmaceutical Journal

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Chloroform, ethyl acetate and methanol extracts from the aerial parts of Ferula caspica M. Bieb. were tested for their antioxidant capacities by CUPRAC, ABTS, FRAP, Folin–Ciocalteu and aluminum chloride methods and for antimicrobial activities by the broth microdilution method. Chloroform and ethyl acetate extracts showed the highest antioxidant capacity and antimicrobial activity. Three known sesquiterpene derivatives; 1-(2′,4′-dihydroxyphenyl)-3,7,11-trimethyl-3-vinyl-6(E),10-dodecadien-1-one (1), 2,3-dihydro-7-hydroxy-2,3-dimethyl-2-[4′,8′-dimethyl-3′,7′-nonadienyl]-furo[3,2,c]coumarin (2), 2,3-dihydro-7-hydroxy-2,3-dimethyl-3-[4′,8′-dimethyl-3′,7′-nonadienyl]-furo[3,2,c]coumarin(3); phenylpropanoid; laserine/2-epilaserine (4/5) and steroid mixtures; stigmasterol and β-sitosterol (6/7) were isolated from chloroform extract; three known flavonoids; kaempferol-3-O-β-glucopyranoside (8), kaempferol-3-O-α-rhamnopyranoside (9), quercetin-3-O-β-glucopyranoside (10), and one benzoic acid derivative; 2,4-dihydroxybenzoic acid (11) were isolated from the ethyl acetate extract. The structures were elucidated by spectroscopic methods.

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Section: Discussionmentioning

confidence: 99%

Phytochemical screening and evaluation of the antimicrobial and antioxidant activities of Ferula caspica M. Bieb. extracts

Kahraman

Topcu

Bedir

et al. 2019

Saudi Pharmaceutical Journal

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“…It had high activity against both MRSA and tetracycline-resistant S. aureus; however, it was not active against other strains. 112 Of the 19 sesquiterpenoids included in our Review, only three (i.e., 8,9-oxoisopropanyldshamirone, onopordopicrin, xanthorrhizol) showed high in vitro antibacterial activity. However, none of them have been investigated either in animal models of bacterial infections or in clinical trials.…”

Section: Terpenoidsmentioning

confidence: 95%

“…Korovin (Apiaceae). It had high activity against both MRSA and tetracycline-resistant S. aureus ; however, it was not active against other strains …”

Section: Plant-derived Compounds With Antibacterial Propertiesmentioning

confidence: 99%

Ethnobotany and the Role of Plant Natural Products in Antibiotic Drug Discovery

et al. 2020

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The crisis of antibiotic resistance necessitates creative and innovative approaches, from chemical identification and analysis to the assessment of bioactivity. Plant natural products (NPs) represent a promising source of antibacterial lead compounds that could help fill the drug discovery pipeline in response to the growing antibiotic resistance crisis. The major strength of plant NPs lies in their rich and unique chemodiversity, their worldwide distribution and ease of access, their various antibacterial modes of action, and the proven clinical effectiveness of plant extracts from which they are isolated. While many studies have tried to summarize NPs with antibacterial activities, a comprehensive review with rigorous selection criteria has never been performed. In this work, the literature from 2012 to 2019 was systematically reviewed to highlight plant-derived compounds with antibacterial activity by focusing on their growth inhibitory activity. A total of 459 compounds are included in this Review, of which 50.8% are phenolic derivatives, 26.6% are terpenoids, 5.7% are alkaloids, and 17% are classified as other metabolites. A selection of 183 compounds is further discussed regarding their antibacterial activity, biosynthesis, structure−activity relationship, mechanism of action, and potential as antibiotics. Emerging trends in the field of antibacterial drug discovery from plants are also discussed. This Review brings to the forefront key findings on the antibacterial potential of plant NPs for consideration in future antibiotic discovery and development efforts.

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“…When associated with tetracholine it interacted synergistically, thus being attributable to its phytochemical constituents [34]. Some sesquiterpene derivatives isolated from the Ferula ferulioides K. plant presented a potentiating effect for norfloxacin against the SA-1199B NorA pump expressing strain [35].…”

Section: Inhibitory Effect Over Pumps By Mic Reductionmentioning

confidence: 99%

Effect of α-Bisabolol and Its β-Cyclodextrin Complex as TetK and NorA Efflux Pump Inhibitors in Staphylococcus aureus Strains

et al. 2020

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Efflux pumps are proteins present in the plasma membrane of bacteria, which transport antibiotics and other compounds into the extracellular medium, conferring resistance. The discovery of natural efflux pump inhibitors is a promising alternative. α-Bisabolol is a sesquiterpene isolated from several plants such as Matricaria chamomilla L. and has important properties such as antibacterial and anti-inflammatory activity. Currently, the formation of inclusion complexes with β-Cyclodextrin has been used for improving the physicochemical characteristics of the host molecule. This study evaluated the effect of α-Bisabolol, in isolation and in complexation with β-Cyclodextrin, as TetK and NorA efflux pump inhibitors in Staphylococcus aureus strains. The minimum inhibitory concentration (MIC) was determined. Subsequently, inhibitory activity over the pumps was observed by an MIC reduction for the antibiotics, by using subinhibitory concentrations (MIC/8) in combination with tetracycline and norfloxacin. The MIC of the compounds was ≥1024 μg/mL. α-Bisabolol potentiated the action of tetracycline and reduced the MIC of norfloxacin to a clinically relevant concentration. The complexed substance showed synergism however, the effect of the isolated α-Bisabolol was superior to the complex. These results indicate α-Bisabolol is a potential substance to be used as an efflux pump inhibitor.

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Sesquiterpenoids with Anti‐MDR Staphylococcus aureus Activities from Ferula ferulioides

Cited by 22 publications

References 34 publications

Phytochemical screening and evaluation of the antimicrobial and antioxidant activities of Ferula caspica M. Bieb. extracts

Phytochemical screening and evaluation of the antimicrobial and antioxidant activities of Ferula caspica M. Bieb. extracts

Ethnobotany and the Role of Plant Natural Products in Antibiotic Drug Discovery

Effect of α-Bisabolol and Its β-Cyclodextrin Complex as TetK and NorA Efflux Pump Inhibitors in Staphylococcus aureus Strains

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