Cyclic dipeptides from lactic acid bacteria inhibit proliferation of the influenza a virus

Kwak, Min-Kyu; Liu, Rui; Kwon, Jun-Oh; Kim, Minkyu; Kim, Andrew Hyoung Jin; Kang, Sa-Ouk

doi:10.1007/s12275-013-3521-y

Cited by 57 publications

(41 citation statements)

References 30 publications

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“…The filtrate fractionation was performed by HPLC as proposed previously (Kwak et al, 2013). The resulting primary fractions were consecutively lyophilized, extracted with HClO 4 , and further fractionated by changing the mobile-phase compositions so as to give an improved quantitative chromatographic fractionation.…”

Section: Methodsmentioning

confidence: 99%

“…The resulting primary fractions were consecutively lyophilized, extracted with HClO 4 , and further fractionated by changing the mobile-phase compositions so as to give an improved quantitative chromatographic fractionation. The filtered samples were separated using a semi-preparative HPLC system (Agilent, USA) with a semi-preparative Hypersil octadecyl silica (ODS) C18 reverse-phase column (9.4 × 250 mm, Agilent, USA) and ChemStation HPLC software (Kwak et al, 2013). The initial mobile phase was 67% water, 3% acetonitrile, and 30% methanol for 45 min, and the wavelengths for observing the corresponding chromatograms were 210, 260, and 280 nm, respectively.…”

Section: Methodsmentioning

confidence: 99%

“…To perform electron ionization (EI) and chemical ionization (CI) of each fraction, we used GC-MS (Agilent, Germany), as described previously (Kwak et al, 2013). A chromatographic system consisting of an Agilent 6890 series GC equipped with a 7679 series automatic liquid sampler was used.…”

Section: Methodsmentioning

confidence: 99%

“…These compounds, fractionated from culture filtrates of Lb. plantarum LBP-K10, were inhibitory to the proliferation of influenza A virus (H3N2) (Kwak et al, 2013) and plant and human pathogenic fungi (Kwak et al, 2014a). Lb.…”

Section: Introductionmentioning

confidence: 99%

“…Lb. plantarum LBP-K10 was observed to be a key antimicrobial isolate from kimchi, together with other potent Leuconostoc spp., Lactobacillus spp., Weissella spp., and a Lactococcus lactis (Kwak et al, 2013). All these strains have already been recognized to be relevant as the predominant LAB during kimchi fermentation (Lee et al, 1999; Yang and Chang, 2010; Kwak et al, 2014a,b).…”

Section: Introductionmentioning

confidence: 99%

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Proline-Based Cyclic Dipeptides from Korean Fermented Vegetable Kimchi and from Leuconostoc mesenteroides LBP-K06 Have Activities against Multidrug-Resistant Bacteria

Kim

Kwak

et al. 2017

Front. Microbiol.

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Lactobacillus plantarum and Leuconostoc mesenteroides play a prominent role as functional starters and predominant isolates in the production of various types of antimicrobial compound-containing fermented foods, especially including kimchi. In the case of the bioactive cyclic dipeptides, their racemic diastereomers inhibitory to bacteria and fungi have been suggested to come solely from Lactobacillus spp. of these strains. We previously demonstrated the antifungal and antiviral activities of proline-based cyclic dipeptides, which were fractionated from culture filtrates of Lb. plantarum LBP-K10 originated from kimchi. However, cyclic dipeptides have not been identified in the filtrates, either from cultures or fermented subject matter, driven by Ln. mesenteroides, which have been widely used as starter cultures for kimchi fermentation. Most importantly, the experimental verification of cyclic dipeptide-content changes during kimchi fermentation have also not been elucidated. Herein, the antibacterial fractions, including cyclo(Leu-Pro) and cyclo(Phe-Pro), from Ln. mesenteroides LBP-K06 culture filtrates, which exhibited a typical chromatographic retention behavior (tR), were identified by using semi-preparative high-performance liquid chromatography and gas chromatography-mass spectrometry. Based on this finding, the proline-based cyclic dipeptides, including cyclo(Ser-Pro), cyclo(Tyr-Pro), and cyclo(Leu-Pro), were additionally identified in the filtrates only when fermenting Chinese cabbage produced with Ln. mesenteroides LBP-K06 starter cultures. The detection and isolation of cyclic dipeptides solely in controlled fermented cabbage were conducted under the control of fermentation-process parameters concomitantly with strong CDP selectivity by using a two-consecutive-purification strategy. Interestingly, cyclic dipeptides in the filtrates, when using this strain as a starter, increased with fermentation time. However, no cyclic dipeptides were observed in the filtrates of other fermented products, including other types of kimchi and fermented materials of plant and animal origin. This is the first report to conclusively demonstrate evidence for the existence of antimicrobial cyclic dipeptides produced by Ln. mesenteroides in kimchi. Through filtrates from lactic acid bacterial cultures and from fermented foods, we have also proved a method of combining chromatographic fractionation and mass spectrometry-based analysis for screening cyclic dipeptide profiling, which may allow evaluation of the fermented dairy foods from a new perspective.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%