Humulus Lupulus Research Articles

Protective effects of hops (Humulus lupulus L.) extract on analgesic activity and oxidative stress markers in the brain of rats with carrageenan-induced paw edema

Hops (Humulus lupulus L.) are widely utilized worldwide as a raw material for various medical applications due to their numerous beneficial health effects. This study aimed to assess the potential neuroprotective effects of hop extract on cerebral oxidative markers and pain using rat models. In the experimental study, rats were divided into five groups and administered varying doses of Humulus lupulus L. extract (HLE) for a period of 15 days prior to the administration of carrageenan. To induce acute inflammation in rats, carrageenan (1 %) was injected into the sub-plantar region of the left paw. Subsequently, analgesic responses, the antioxidant activity and lipid peroxidation in the cerebral cortex were assessed. In the investigation of pain tolerance caused by inflammation in the hot plate test, the HLE treatment groups as exhibited a significant increase (P < 0.001) in delay time for removing the paw from the hot plate compared to the carrageenan group. The results demonstrate that HLE treatment significantly increased the activity of CAT (P < 0.001) and SOD (P < 0.01) enzymes, while decreasing the level of MDA (P < 0.01). It can be concluded that the consumption of hops may alleviate pain caused by inflammation and mitigate cerebral oxidative stress in rats.

The Probiotic Paradox: Thriving in High-Hopped Sour Beer

The global craft beer market is witnessing substantial growth, with a particular spotlight on sour beers. These unique brews are created through lactic fermentation initiated by lactic acid bacteria (LAB). However, the presence of hops (Humulus lupulus L.), renowned for their antimicrobial properties, can pose a limitation within the realm of sour beer production. This research aims to explore and assess the potential of sour beer as a probiotic beverage. It involves a comparative analysis of the viability of Lacticaseibacillus paracasei subsp. paracasei F19 (F19) and 431 (L431) in a sour beer with an International Bitterness Unit (IBU) value of 22, alongside examining the expression of genes such as horA, horB, horC, hitA, bsrA, and recA, which are associated with hop resistance. The study encompasses the development of two formulations of sour beers characterized by both high hop content and a robust probiotic count (8.44–8.77 log CFU/mL). The findings suggest that both probiotic strains of F19 and L431, are well-suited to produce sour beers with elevated hop levels, demonstrating excellent stability. Notably, the expression of genes responsible for hop resistance exhibited distinct modulation patterns among the two strains. It appears that a higher concentration of bsrA, as observed in strain L431, may be more effective in mitigating the effects of hop-related stress, potentially surpassing the combined expression of horA and bsrA. Nonetheless, further research is essential to validate this observation in gene expression. F19 and L431 emerge as promising candidates for the development of sour beers with increased hop intensity.

Humulus lupulus, Plant of Economic and Therapeutic Importance

Humulus lupulus, Plant of Economic and Therapeutic Importance

Phytochemical and Ethnopharmacological Review of Humulus lupulus L. on Its Traditional Uses and Biomedical Potential

Phytochemical and Ethnopharmacological Review of Humulus lupulus L. on Its Traditional Uses and Biomedical Potential

Effects of Maskne Cosmetics to Inflammation Elicited by Volatile Organic Compounds (VOC)

Wearing a mask is still advised since COVID-19 continues to spread. However, masks may also irritate the skin and cause mask acne, often known as “maskne”, which is a type of acne mechanica caused by friction between the skin and clothing. Therefore, there is a need to develop an effective maskne cosmetic. In this study, we made the maskne cosmetics containing Humulus lupulus extract and Copper tripeptide-1 and investigated its stability, safety and anti-inflammatory efficacy. The results indicated that the samples were stable after centrifugation, temperature cycling, viscosity, and pH tests. The cell viability range of maskne cosmetics was within 71%-80% at 2.5 mg/mL, which presented a weak cytotoxicity. In addition, cosmetic safety test results revealed that maskne cosmetics containing humulus lupulus extract and copper tripeptide-1 did not cause any skin responses. Expression levels of IL-1β and IL-6 were lowest in HS68 cells after treatment with a lotion containing 3%humulus lupulus extract and 3% Copper tripeptide-1. It was confirmed that maskne cosmetics containing Humulus lupulus extract and Copper tripeptide-1 reduce the expression of inflammatory cytokines IL-1, and IL-6 caused by wearing a mask. These findings indicate that prepared lotion containing 3% Humulus lupulus extract and 3% Copper tripeptide-1 is a promising maskne cosmetic with commercial potential.

Nanofibrous ε-Polycaprolactone Matrices Containing Nano-Hydroxyapatite and Humulus lupulus L. Extract: Physicochemical and Biological Characterization for Oral Applications.

Oral bone defects occur as a result of trauma, cancer, infections, periodontal diseases, and caries. Autogenic and allogenic grafts are the gold standard used to treat and regenerate damaged or defective bone segments. However, these materials do not possess the antimicrobial properties necessary to inhibit the invasion of the numerous deleterious pathogens present in the oral microbiota. In the present study, poly(ε-caprolactone) (PCL), nano-hydroxyapatite (nHAp), and a commercial extract of Humulus lupulus L. (hops) were electrospun into polymeric matrices to assess their potential for drug delivery and bone regeneration. The fabricated matrices were analyzed using scanning electron microscopy (SEM), tensile analysis, thermogravimetric analysis (TGA), FTIR assay, and in vitro hydrolytic degradation. The antimicrobial properties were evaluated against the oral pathogens Streptococcus mutans, Porphyromonas gingivalis, and Aggregatibacter actinomycetemcomitans. The cytocompatibility was proved using the MTT assay. SEM analysis established the nanostructured matrices present in the three-dimensional interconnected network. The present research provides new information about the interaction of natural compounds with ceramic and polymeric biomaterials. The hop extract and other natural or synthetic medicinal agents can be effectively loaded into PCL fibers and have the potential to be used in oral applications.

High sensitivity of hop plants (Humulus lupulus L.) to limited soil water availability: the role of stomata regulation and xylem vulnerability to embolism

Drought poses a serious threat to the productivity of hop, an important perennial crop. However, the precise physiological mechanisms that make it highly susceptible to drought are not yet fully understood. In this study, we investigated stomatal regulation and xylem vulnerability to embolism, which are important traits closely associated with plant drought resistance. In a glasshouse cultivation experiment, we monitored changes in leaf water potential, stem elongation rates, and leaf gas exchange, including net photosynthetic rates, stomatal conductance, and intrinsic water use efficiency, on relatively young hop plants (traditional Saaz - Osvald’s clone 31) exposed to declining soil water availability. The transpiration rate and stem elongation of plants decreased significantly with a small decline in substrate water potential (ΨSUB), indicating a highly sensitive stomata response during early phases of soil dehydration. The stem elongation was completely halted, and the transpiration rate dropped to less than 50% of its maximum at ΨSUB levels below − 0.8 MPa. In well-watered hop plants, xylem in stems operates near the initial point of embolization and is highly vulnerable to embolism, with a water potential corresponding to a 50% loss of xylem conductivity at -1.6 MPa. The sensitive stomatal response to declining ΨSUB likely helps to mitigate the risk of hydraulic failure, albeit at the cost of impaired growth. Scheduled irrigation, particularly during the sensitive stem elongation stage, may be a promising approach to mitigate the detrimental effects of reduced soil water availability on hop growth and yield while also conserving water resources.

Xanthohumol, a prenylated chalcone, regulates lipid metabolism by modulating the LXRα/RXR-ANGPTL3-LPL axis in hepatic cell lines and high-fat diet-fed zebrafish models

Angiopoietin-like 3 (ANGPTL3) acts as an inhibitor of lipoprotein lipase (LPL), impeding the breakdown of triglyceride-rich lipoproteins (TGRLs) in circulation. Targeting ANGPTL3 is considered a novel strategy for improving dyslipidemia and atherosclerotic cardiovascular diseases (ASCVD). Hops (Humulus lupulus L.) contain several bioactive prenylflavonoids, including xanthohumol (Xan), isoxanthohumol (Isoxan), 6-prenylnaringenin (6-PN), and 8-prenylnaringenin (8-PN), with the potential to manage lipid metabolism. The aim of this study was to investigate the lipid-lowering effects of Xan, the effective prenylated chalcone in attenuating ANGPTL3 transcriptional activity, both in vitro using hepatic cells and in vivo using zebrafish models, along with exploring the underlying mechanisms. Xan (10 and 20 μM) significantly reduced ANGPTL3 mRNA and protein expression in HepG2 and Huh7 cells, leading to a marked decrease in secreted ANGPTL3 proteins via hepatic cells. In animal studies, orally administered Xan significantly alleviated plasma triglyceride (TG) and cholesterol levels in zebrafish fed a high-fat diet. Furthermore, it reduced hepatic ANGPTL3 protein levels and increased LPL activity in zebrafish models, indicating its potential to modulate lipid profiles in circulation. Furthermore, molecular docking results predicted that Xan exhibits a higher binding affinity to interact with liver X receptor α (LXRα) and retinoic acid X receptor (RXR) than their respective agonists, T0901317 and 9-Cis-retinoic acid (9-Cis-RA). We observed that Xan suppressed hepatic ANGPTL3 expression by antagonizing the LXRα/RXR-mediated transcription. These findings suggest that Xan ameliorates dyslipidemia by modulating the LXRα/RXR-ANGPTL3-LPL axis. Xan represents a novel potential inhibitor of ANGPTL3 for the prevention or treatment of ASCVD.

A hypothesis-based hop microbiology laboratory module testing the plausibility of the mythical origin of the India Pale Ale.

As one of the most famous fermented drinks in the world, beer is an especially relatable topic for microbiology courses. Here, we describe a short and easily adaptable module based on the antibacterial properties of hops used in brewing. By the 15th century, beer recipes included hops (the flower of the Humulus lupulus plant) as a bittering agent and antimicrobial. By the 19th century, the highly hopped Indian Pale Ale (IPA) became popular, and a modern myth has emerged that IPAs were invented to survive long ocean voyages such as from Britain to India. With that myth in mind, we designed a hypothesis-driven microbiology lab module that tests the plausibility of this brewing myth-namely that highly hopped beers possess enough antibacterial activity to prevent spoilage, while lowly hopped beers do not. The overall design of the module is to test the antimicrobial properties of hops using petri plates containing varying concentrations of hop extract. The module includes hypothesis generation and testing related to bacterial physiology and cell envelope morphology (hops are not equally effective against Gram-positive and Gram-negative bacteria) and to mechanisms of antimicrobial resistance (as beer spoilage bacteria have repeatedly evolved hop resistance). Pre- and post-assessment showed that students made significant gains in the learning objectives for the module, which encourages critical thinking and hypothesis testing by linking microbial physiology and antimicrobial resistance to an important and topical real-world application.

Evaluation of the Protoscolicidal Activity of Humulus lupulus Methanolic Extracts on Echinococcus granulosus Sensu Stricto.

The larval stage of the parasite Echinococcus granulosus sensu lato (s.l) is responsible for cystic echinococcosis (CE), a long-term infection affecting humans and animals worldwide, and constitutes a serious public health concern. If left untreated, CE can cause serious damage to multiple organs, especially the liver and lungs. Regarding the treatment, in the last few years, the use of pharmacological treatment has increased, suggesting that in the future, drug therapy may replace surgery for uncomplicated cysts. However, the only available anthelmintic drug to treat this infection is the albendazole, which has an efficacy that does not exceed 50%. On the basis of the above-mentioned evidence, new and improved alternative treatments are urgently needed. The use of natural products and their active fractions and components holds great promise as a valuable resource for the development of novel and effective therapies. Hop (Humulus lupulus L.) is a bittering agent in the brewing industry for which the sedative, digestive, anti-inflammatory, and antimicrobial effects have been reported. The purpose of this study was to assess the in vitro efficacy of methanolic extracts from the leaves of hop varieties against E. granulosus sensu stricto (s.s) protoscoleces. Varieties Mapuche and Victoria caused a stronger protoscolicidal effect compared to the Bullion, Cascade, and Traful varieties (P < 0.01), coinciding with their highest content of flavonoids, total polyphenols, and saponins. The viability of protoscoleces treated with the varieties Mapuche and Victoria decreased to approximately 50% at days 5 y 8, respectively, showing alterations such as soma contraction and impaired microtriches. After 18 days of treatment with both varieties, protoscoleces were completely altered both structurally and ultrastructurally. In conclusion, the methanolic extracts of the H. lupulus varieties Mapuche and Victoria demonstrated a marked in vitro effect against E. granulosus s.s. protoscoleces. The beer-making industry exclusively uses hop cones, leaving behind large amounts of hop leaves as an agricultural by-product that is not being utilized. On the basis of our study, we propose that hop leaves could also be used as a source of secondary metabolites with anthelmintic activity.

Antioxidant Activity of Humulus lupulus Phenolic Hop Extracts in Creating a New Pâté: An Element Affecting Fat Stability and Microbiological Quality during Storage.

The aim of this study was to evaluate the effect of hop extracts on changes in the primary and secondary fat oxidation products, physicochemical properties, and microbiological quality of pâté-type offal sausages obtained through the partial replacement of animal fat with vegetable fat. This study demonstrated that the extraction efficiency varied among hop cone varieties, with the highest efficiency observed for the Lubelski variety and the lowest for the Magnum variety. The phenolic compound content was higher in the Magnum cones (2.74 ± 0.11 mg/g dry matter) compared to the Lubelska cones (2.27 ± 0.05 mg/g of product). Additionally, the DPPH radical scavenging activity was greater in the extract from the Magnum cones (4.21 ± 0.09 mg TE/g d.w.) than in the extract from the Lublelski cones (3.87 ± 0.05 mg TE/ g d.w.). Similarly, the extracts from the Lubelski cones exhibited a higher antiradical activity against the ABTS radical compared to the extract from Magnum cones. Throughout storage, a significant increase in the pH value was observed in the control sample and in the samples with a 20% replacement of animal fat with rapeseed oil and Magnum hop extract. However, the addition of Lubelski hop extract resulted in a decrease in the pH value during the 15-day storage period. The samples with a 20% replacement of animal fat with rapeseed oil and 0.1% Lubelski hop extract showed the least changes in water activity during storage. The samples with a 20% replacement of animal fat with rapeseed oil and the addition of 0.2% Lubelski hop extract had the lowest peroxide value and TBARS index throughout the storage period. The addition of hop extract inhibited the growth of the total number of microorganisms in the tested sausages. In the samples with a 20% replacement of animal fat with rapeseed oil, the content of aerobic microorganisms, compared to the control sample, was statistically significantly lower.

Plant-Assisted Synthesis of Ag-Based Nanoparticles on Cotton: Antimicrobial and Cytotoxicity Studies.

The syntheses of Ag-based nanoparticles (NPs) with the assistance of plant extracts have been shown to be environmentally benign and cost-effective alternatives to conventional chemical syntheses. This study discusses the application of Paliurus spina-christi, Juglans regia, Humulus lupulus, and Sambucus nigra leaf extracts for in situ synthesis of Ag-based NPs on cotton fabric modified with citric acid. The presence of NPs with an average size ranging from 57 to 99 nm on the fiber surface was confirmed by FESEM. XPS analysis indicated that metallic (Ag0) and/or ionic silver (Ag2O and AgO) appeared on the surface of the modified cotton. The chemical composition, size, shape, and amounts of synthesized NPs were strongly dependent on the applied plant extract. All fabricated nanocomposites exhibited excellent antifungal activity against yeast Candida albicans. Antibacterial activity was significantly stronger against Gram-positive bacteria Staphylococcus aureus than Gram-negative bacteria Escherichia coli. In addition, 99% of silver was retained on the samples after 24 h of contact with physiological saline solution, implying a high stability of nanoparticles. Cytotoxic activity towards HaCaT and MRC5 cells was only observed for the sample synthetized in the presence of H. lupulus extract. Excellent antimicrobial activity and non-cytotoxicity make the developed composites efficient candidates for medicinal applications.

Xanthohumol-A Miracle Molecule with Biological Activities: A Review of Biodegradable Polymeric Carriers and Naturally Derived Compounds for Its Delivery.

Xanthohumol (Xn), a prenylated chalcone found in Hop (Humulus lupulus L.), has been shown to have potent anti-aging, diabetes, inflammation, microbial infection, and cancer properties. Unfortunately, this molecule has undesirable characteristics such as inadequate intake, low aqueous solubility, and a short half-life. To address these drawbacks, researchers have made numerous attempts to improve its absorption, solubility, and bioavailability. Polymeric drug delivery systems (PDDSs) have experienced significant development over the last two decades. Polymeric drug delivery is defined as a formulation or device that allows the introduction of a therapeutic substance into the body. Biodegradable and bioreducible polymers are the ideal choice for a variety of new DDSs. Xn formulations based on biodegradable polymers and naturally derived compounds could solve some of the major drawbacks of Xn-based drug delivery. In this regard, the primary concern of this study is on presenting innovative formulations for Xn delivery, such as nanoparticles (NPs), nanomicelles, nanoliposomes, solid lipid nanoparticles (SLNs), and others, as well as the received in vitro and in vivo data. Furthermore, this work describes the chemistry and broad biological activity of Xn, which is particularly useful in modern drug technology as well as the cosmetics industry. It is also important to point out that the safety of using Xn, and its biotransformation, pharmacokinetics, and clinical applications, have been thoroughly explained in this review.

Updating the Knowledge on the Secretory Machinery of Hops (Humulus lupulus L., Cannabaceae).

Cannabaceae species garner attention in plant research due to their diverse secretory structures and pharmacological potential associated with the production of secondary metabolites. This study aims to update our understanding of the secretory system in Hops (Humulus lupulus L.), an economically important species especially known for its usage in beer production. For that, stems, leaves, roots, and inflorescences were collected and processed for external morphology, anatomical, histochemical, ultrastructural and cytochemical analyses of the secretory sites. Our findings reveal three types of secretory structures comprising the secretory machinery of Hops: laticifer, phenolic idioblasts and glandular trichomes. The laticifer system is articulated, anastomosing and unbranched, traversing all plant organs, except the roots. Phenolic idioblasts are widely dispersed throughout the leaves, roots and floral parts of the species. Glandular trichomes appear as two distinct morphological types: capitate (spherical head) and peltate (radial head) and are found mainly in foliar and floral parts. The often-mixed chemical composition in the secretory sites serves to shield the plant from excessive UVB radiation, elevated temperatures, and damage inflicted by herbivorous animals or pathogenic microorganisms. Besides the exudate from peltate glandular trichomes (lupulin glands), latex and idioblast content are also likely contributors to the pharmacological properties of different Hop varieties, given their extensive presence in the plant body.

Development of green and sustainable ammonia sensor from xanthohumol extract-immobilized polylactic acid nanofibers

Ammonia is a significant industrial gaseous agent that is colorless. However, long exposure to ammonia gas can cause organ damages or even death. This study describes the preparation of a solid-state vapochromic sensor for gaseous and aqueous ammonia using eco-friendly smart colorimetric polylactic acid nanofibers. Xanthohumol (XMOL) is a natural spectroscopic probe that can be found in the common hop (Humulus lupulus L.) plant. Nanoparticles of mordant/xanthohumol (M/XMOL) coordinated complex were synthesized by immobilizing the xanthohumol direct dyestuff into polylactic acid nanofibers in the presence of a mordant (potassium aluminum sulfate). Xanthohumol can be described as an appropriate sensor for gaseous and aqueous ammonia due to its tiny molecular size and high water-solubility. Both of CIE Lab color parameters and absorbance spectra were used to inspect the color shift of the xanthohumol-finished polylactic acid nanofibers from yellow to colorless upon exposure to ammonia. This could be attributed to the intramolecular charge transfer caused by molecular switching of xanthohumol. In a fraction of second, the polylactic acid nanofibrous fabric showed a colorimetric change with a detection limit of 10–450 mg/L. The absorption spectra of the xanthohumol probe exhibited hypsochromic shift with a wavelength change from 465 nm to 315 nm (isosbestic point of 370 nm) in response to an aqueous solution of ammonia. Transmission electron microscopic (TEM) images showed that M/XMOL particles were 13–27 nm in diameter, whereas scanning electron microscopic (TEM) images demonstrated that the polylactic acid nanofibers were 150–450 nm in diameter. We observed no significant differences in air-permeability and bending-length of the nanofibrous fabric after immobilization of M/XMOL into polylactic acid nanofibers. In addition, the colorfastness properties of the treated polylactic acid nanofibers were investigated.

The Memory of Hops: Rural Bioculture as a Collective Means of Reimagining the Future

This article, set within an art–science collaborative framework, exposes a multidisciplinary research platform aimed at identifying new relationships with hops (Humulus lupulus), its harvest, and local memory. It presents an ecological and ethnobotanical study of the plant, from its natural habitat to its past/present cultivation, its traditional uses, and possible applications in pharmacy and cosmetics. It offers a qualitative study with an ethnographic approach to participant observation, using techniques such as in-depth interviews, focus group discussions, and life stories. Finally, it brings forth a process of material experimentation from the arts, based on rethinking waste systems to create new biomaterials with manifold future applications. The results from this hybrid methodology show the multiple possibilities that the plant offers beyond its cultivation for the brewing industry. Likewise, it shows how spaces, relationships, and dialogues have been generated with wide repercussions on a local and planetary scale, related to the sustainability of the rural world and territorial cohesion, all of which are intrinsic to emergent agrarian practices. The conclusions show a complex scenario that demands a hybrid response to understand the paradoxes to which the plant is subjected and the uncertain future of agrarian culture.

A droplet vitrification cryopreservation protocol for conservation of hops (Humulus lupulus) genetic resources

Hops (Humulus lupulus L.) is essentially used in the brewing industry as it contributes to flavor, and aroma of beer. However, the genetic diversity of hops is increasingly threatened by diseases, environmental changes, and urbanization. Cryopreservation has emerged as a pivotal strategy for safeguarding and maintaining the genetic diversity of hops. The present work presents a comprehensive study on the cryopreservation of hops, focusing on the development and optimization of a droplet vitrification based cryopreservation protocol. Shoot tips excised from one month old in vitro cultures were precultured on 0.3 M sucrose, dehydrated in a loading solution followed by treatment with PVS2 solution for different durations. Significant effect of PVS2 dehydration was observed on post-thaw survival and regeneration after cryoconservation with maximum 50% post-thaw regeneration observed in shoot tips dehydrated in PVS2 for 30 min. Genetic fidelity of the regenerated plants was confirmed using 30 ISSR markers. Reproducibility of the developed protocol was tested on seven other accessions and post thaw regeneration ranging from 43 to 70% was observed across the accessions. The present study reports a highly efficient protocol for conservation of hops germplasm. The results indicate that droplet vitrification can be used as a reliable and sustainable approach for hop genetic preservation, with high survival rates and minimal genetic alterations observed in cryopreserved samples. To the best of our knowledge, this is the first report on DV based cryopreservation of hops germplasm.

Developing DNA Markers based on Male-Specific Chromosomal Regions for Selecting Male Plants in Hop (Humulus lupulus)

Developing DNA Markers based on Male-Specific Chromosomal Regions for Selecting Male Plants in Hop (<i>Humulus lupulus</i>)

Immobilization of natural extract from Humulus lupulus L. in electrospun polyvinyl alcohol nanofibrous membrane for colorimetric determination of ferric

Metallochromic nanofibrous membranes were electrospun from an aqueous solution of xanthohumol (XNS) of Humulus lupulus L. (common hop) extract and polyvinyl alcohol (PVA) for determination of ferric ions. In order to detect ferric ions in aquatic media, a simple, portable, quick, and colorimetric detector was prepared using xanthohumol chromophore as an active spectroscopic detection site encapsulated in PVA nanofibers as a hosting bulk. The CIE Lab color parameters show that binding these poisonous ferric cations to the xanthohumol active detection sites results in a noticeable color shift from yellow (467 nm) to off-white (337 nm). This could be attributed to the creation of a coordination bonds between Fe(III) and phenolic xanthohumol. Increasing the quantity of ferric ions was shown to have a linear effect on the monitored color. The xanthohumol extraction was investigated by High Performance Liquid Chromatography (HPLC). Energy-dispersive X-ray spectrometer (EDX) and scanning electron microscopy (SEM) were employed to characterize the surface morphologies and structural properties of XNS@PVA nanofibers. Electrospun XNS@PVA nanofibrous film with a nanofiber diameter of 75–225 nm was produced. In order to prepare water-insoluble nanofibers, they were exposed to cross-linking with glutaraldehyde fumes. The xanthohumol-containing nanofibers exhibit remarkable ease of use with a detection limit of 0.1–300 ppm. XNS@PVA exhibited high selectivity when compared to various transition metal ions, such as K+, Na+, Ba2+, Zn2+, Cd2+, Hg2+, Co2+, Mn2+, Cu2+, Mg2+, Ni2+, Ca2+, Al3+, and Cr3+. The optimized pH conditions for the detection of Fe(III) were shown to exist between the values of 5 and 7.75. When compared to alternative detection methods, the current assay has the advantages of rapidity, simplicity, cheapness, environmental safety, and ease of operation.

Quantification of Hop-Derived Bitter Compounds in Beer Using Liquid Chromatography Mass Spectrometry.

Hops (Humulus lupulus L.) are essential raw materials for beer brewing, and the major contributors to beer bitterness are isohumulones (iso-α-acids) and humulinones. In recent years, many breweries have focused on the production of hop-forward beer styles by adding hops after or during the cold fermentation stage, which will tend to release humulinones or other hop-derived bitter compounds. In this study, a LC-MS/MS method was developed for quantification of 60 hop-derived bitter compounds in 25 min. Reverse-phase chromatography with an alkaline methanol/acetonitrile (70:30) mobile phase was used for the separation. The quantitative range was 0.053-3912 ng/mL with correlation coefficient r > 0.99, and the LOQ were 0.26 and 0.053 ng/mL for iso-α-acids and humulinones. Precision (RSD < 5.0%) and accuracy (recovery 86.3%-118.1%) were both satisfactory. The abundance of hop-derived bitter compounds in the dry-hopped beer (Double-India Pale Ale) and the nondry-hopped beer (Vienna Lager) were monitored throughout the fermentation and storage stages, and the formation of oxidation and cyclization products showed difference profiles between these two beers. The quantification results reveal how hop-derived bitter compounds change throughout the brewing process, as well as the influence of hops and brewing techniques on beer bitterness.