Targeted analysis of polyphenol metabolism during development of hop (Humulus lupulus L.) cones following treatment with prohexadione-calcium

Kavalier, Adam; Ma, Chunhui; Figueroa, Mario; Kincaid, Dwight T.; Matthews, Paul D.; Kennelly, Edward J.

doi:10.1016/j.foodchem.2013.08.023

Cited by 18 publications

(18 citation statements)

References 19 publications

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“…It is noteworthy that unlabeled peaks were compounds that poorly ionize in the employed MS conditions. The number of detected compounds was higher with respect to previous profiling analyses on hop carried out by MS or combined techniques [7,10,20]. Moreover, multiple compound classes were simultaneously identified and separated, without any particular extraction process or fractionation [10,20].…”

Section: Comprehensive 2-d Lc-ms/ms Identification Of Hop Cones and Pmentioning

confidence: 84%

“…The number of detected compounds was higher with respect to previous profiling analyses on hop carried out by MS or combined techniques [7,10,20]. Moreover, multiple compound classes were simultaneously identified and separated, without any particular extraction process or fractionation [10,20]. Among them were present: hydroxycinnamic acids (10), flavonols (18), procyanidins (24), bitter acids (22), and prenylflavonoids (9).…”

Section: Comprehensive 2-d Lc-ms/ms Identification Of Hop Cones and Pmentioning

confidence: 95%

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Chemical profiling of bioactive constituents in hop cones and pellets extracts by online comprehensive two‐dimensional liquid chromatography with tandem mass spectrometry and direct infusion Fourier transform ion cyclotron resonance mass spectrometry

Sommella

Pagano

Salviati

et al. 2018

J of Separation Science

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Humulus lupulus L. (hop) is highly interesting from a nutraceutical perspective. The hop phytocomplex contains a wide range of bioactive metabolites, and its characterization is challenging. To tackle such a task, for the first time we applied and compared a combined approach consisting of online comprehensive two-dimensional liquid chromatography with tandem mass spectrometry and direct infusion Fourier transform ion cyclotron mass spectrometry. A reversed phase × reversed phase approach with a shifted gradient in the second dimension ensured selectivity and two-dimensional space coverage. Hyphenation with an ion trap time-of-flight analyzer led to the identification of 83 compounds in 70 min, comprising a novel quercetin derivative and six unknown bitter acids. On the other hand, the direct infusion method was able to identify 40 analytes (except isomers) with high mass accuracy (≤ 0.1 ppm) in less than 1 min analysis time. The developed approach can be used in a complementary way, combining the separation capability and high informative spectra of two-dimensional liquid chromatography tandem mass spectrometry with the ultra-high mass accuracy of direct infusion, for potential compound discovery or the accurate profiling of bioactive compounds in different hop cultivars as well as for monitoring processing and storage of hop-based products.

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Section: Comprehensive 2-d Lc-ms/ms Identification Of Hop Cones and Pmentioning

confidence: 84%

Section: Comprehensive 2-d Lc-ms/ms Identification Of Hop Cones and Pmentioning

confidence: 95%

Chemical profiling of bioactive constituents in hop cones and pellets extracts by online comprehensive two‐dimensional liquid chromatography with tandem mass spectrometry and direct infusion Fourier transform ion cyclotron resonance mass spectrometry

Sommella

Pagano

Salviati

et al. 2018

J of Separation Science

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“…Examples of such compounds are prenylated flavonoids. Because of this reason there are recently efforts for breeding and also genetic manipulation of hop plant with aimed at reaching the increased levels of these types of biologically active compounds (Gatica‐Arias and others ; Kavalier and others ). These compounds can be also used for pharmaceutical purposes.…”

Section: Prospects For Use Hops Biologically Active Compoundsmentioning

confidence: 99%

Biologically Active Compounds from Hops and Prospects for Their Use

Karabín

Hudcová

Jelínek

et al. 2016

Comp Rev Food Sci Food Safe

201

181

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Although female cones of the hop plant (Humulus lupulus) are known primarily as raw material supplying characteristic bitterness and aroma to beer, their equally significant health-promoting effects have been known to mankind for several thousand years and hop is a plant traditionally utilized in folk medicine. This paper summarizes the scientific knowledge on the effects of all 3 major groups of secondary metabolites of hops; polyphenols, essential oils, and resins. Because of their chemical diversity, it is no coincidence that these compounds exhibit a wide range of pharmacologically important properties. In addition to antioxidant, anti-inflammatory, and anticancer-related properties, particular attention is being paid to prenylflavonoids that occur almost exclusively in hops and are considered to be some of the most active phytoestrogens known. Hop oils and resins are well known for their sedative and other neuropharmacological properties, but in addition, these compounds exhibit antibacterial and antifungal effects. Recently, alpha bitter acids have been shown to block the development of a number of complex lifestyle diseases that are referred to by the collective name "metabolic syndrome." Information presented in this review confirms the significant potential for the use of hops in the pharmaceutical industry and provides an understanding of beer as a natural drink that, although moderately consumed, may become a source of many health-promoting compounds.

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“…H. japonicus is commonly known for its high content of humulones and lupulones, which are classes of prenylated acylphloroglucinols. In addition, this plant contains polyphenols, particularly phenolic acids, and flavonoids (Forino et al, ; Kavalier et al, ). This plant has a range of biological effects, including anti‐inflammatory, anti‐aging and antioxidant activities, which could be attributed to the presence of polyphenols (Sung et al, ; Yu et al, ).…”

Section: Introductionmentioning

confidence: 99%

LC‐MS/MS profiling of polyphenol‐enriched leaf, stem and root extracts of Korean Humulus japonicus Siebold & Zucc and determination of their antioxidant effects

Choi

Desta

Lee

et al. 2018

Biomedical Chromatography

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Polyphenols from ethyl acetate extracts from the leaves, stems and roots of Korean Humulus japonicus were comprehensively profiled using liquid chromatography-electrospray ionization-tandem mass spectrometry. A total of 36 polyphenols were detected, of which 26 were structurally characterized based on their [M - H] peak, tandem mass spectrometry fragmentation pattern, UV-vis absorption and published data. Validation data provided satisfactory results for the evaluated parameters. The determination coefficients were ≥0.9812. The limits of detection and quantification were 0.017-0.573 and 0.056-1.834 mg/L, respectively, indicating good performance limits. The accuracy (expressed as percentage recovery) at 50 and 100 mg/L was 71.4-99.7 and 75.1-105.1%, with precisions (expressed as relative standard deviation) of 1.5-7.3 and 0.8-4.1%, respectively, indicating acceptable accuracy and precision values. The leaves were rich in total polyphenols (3089.9 ± 6.4 mg/kg of fresh sample) followed by the stems (1313.9 ± 6.4 mg/kg of fresh sample) and roots (655.2 ± 2.7 mg/kg of fresh sample). Antioxidant activity, determined by α,α-diphenyl-β-picrylhydrazyl, 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) scavenging activity and ferric reducing antioxidant power assay, revealed the lowest EC value for the leaf extracts, indicating a higher scavenging activity in this tissue followed by the roots and stems. Overall, the results indicated that H. japonicus is rich in polyphenols and could be a potential alternative to Humulus lupulus (hop plant) in the brewery industry.

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Targeted analysis of polyphenol metabolism during development of hop (Humulus lupulus L.) cones following treatment with prohexadione-calcium

Cited by 18 publications

References 19 publications

Chemical profiling of bioactive constituents in hop cones and pellets extracts by online comprehensive two‐dimensional liquid chromatography with tandem mass spectrometry and direct infusion Fourier transform ion cyclotron resonance mass spectrometry

Chemical profiling of bioactive constituents in hop cones and pellets extracts by online comprehensive two‐dimensional liquid chromatography with tandem mass spectrometry and direct infusion Fourier transform ion cyclotron resonance mass spectrometry

Biologically Active Compounds from Hops and Prospects for Their Use

LC‐MS/MS profiling of polyphenol‐enriched leaf, stem and root extracts of Korean Humulus japonicus Siebold & Zucc and determination of their antioxidant effects

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