scholarly journals Isolation and Structure Elucidation of Three Dimeric A-type Proanthocyanidins from Empetrum Nigrum L.

2021 ◽  
Vol 10 (2) ◽  
pp. 80-86
Author(s):  
A. O. Ponkratova ◽  
A. K. Whaley ◽  
A. A. Orlova ◽  
S. N. Smirnov ◽  
E. B. Serebryakov ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Performance ◽  
Aerial Part ◽  
Array Detector ◽  
Preparative Hplc ◽  
Leningrad Region ◽  
Plant Materials ◽  
Empetrum Nigrum ◽  
Tract Infections ◽  
First Time

Introduction. Urinary tract infections are a common group of diseases worldwide, affecting more than 150 million people every year. In about 30 % of patients with initial infection, UTI becomes chronic. Herbal medicines, along with synthetic diuretics and antibiotics, are widely used for the prevention and treatment of UTIs, which makes the search and isolation of various substances from plant materials an important task. The present study is devoted to the isolation of compounds belonging to the class of proanthocyanidins from the aerial part of the black crowberry (Empetrum nigrum L.).Aim. Method development for the isolation of individual dimeric type A proanthocyanidins from the aerial part of Empetrum nigrum and the elucidation of their chemical structure using modern physicochemical methods of analysis.Materials and methods. Shoots of Empetrum nigrum were collected next to the Saint Petersburg State Chemical-Pharmaceutical University Nursery Garden of Medicinal Plants (Leningrad region, Vsevolozhsky district, Priozerskoe highway, 38 km) in August 2019. Fraction analysis was performed through analytical high-performance liquid chromatography (HPLC) using a Prominence LC-20 (Shimadzu corp., Japan) equipped with a SPD-M20A diode-array detector, as well as by high performance thin layer chromatography (HPTLC) using a CAMAG HPTLC system (Switzerland). The isolation of compounds was carried out by open column chromatography using sorbents with different selectivity, as well as by preparative HPLC using a Smartline system (Knauer, Germany) equipped with a spectrophotometric detector. The structures of the isolated compounds were established by 1D and 2D NMR experiments (Bruker Avance III 400 MHz, Germany), as well as high-resolution mass spectrometry (HR-ESI-MS) (Bruker Micromass Q-TOF, Germany).Results and discussion. Using the developed methods, from the Empetrum nigrum shoots we managed to isolate and characterised three individual compounds belonging to the class of A-type proanthocyanidins. According to NMR and mass spectrometry data, compound 1 is epicatechin-(2β → O → 5, 4β → 6)-epicatechin, with an extremely rare type of intermonomer bond (2β → O → 5, 4β → 6). Compounds 2 and 3 are epicatechin-(2β → O → 7, 4β → 8)-epicatechin (procyanidin A2) and epicatechin-(2β → O → 7, 4β → 8)-catechin (procyanidin A1), respectively. All individual compounds (1-3) were found and isolated from Empetrum nigrum for the first time.Conclusion. As a result of the research, three individual compounds (A-type proanthocyanidins) were isolated from the aerial part of Empetrum nigrum. All individual compounds (1-3) were found and isolated from Empetrum nigrum for the first time. Future assessment of the isolated compounds biological activity is presumed.

scholarly journals Qualitative and Quantitative Analysis of C-glycosyl-flavones of Iris lactea Leaves by Liquid Chromatography/Tandem Mass Spectrometry

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3359 ◽  
Author(s):  
Dan Chen ◽  
Yu Meng ◽  
Yan Zhu ◽  
Gang Wu ◽  
Jun Yuan ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Liquid Chromatography ◽  
Tandem Mass Spectrometry ◽  
High Performance ◽  
Array Detector ◽  
Tandem Mass ◽  
Plant Resources ◽  
Plant Resource ◽  
Liquid Chromatography Tandem Mass ◽  
Main Components

Iris lactea Pall. var. chinensis (Fisch.) Koidz. is a traditional medicinal plant resource. To make full use of the I. lactea plant resources, constituents of I. lactea leaves were determined by high performance liquid chromatography (HPLC)-quadrupole time-of-flight tandem mass spectrometry and 22 C-glycosylflavones were identified or tentatively identified. Optimal extraction of I. lactea leaves was established via single factor investigations combined with response surface methodology. Then, HPLC coupled with a diode array detector was used to quantitatively analyze the six main components of 14 batches of I. lactea leaves grown in different areas. The results showed the C-glycosylflavones were the main components of I. lactea leaves, and the total contents of detected components were relatively stable for the majority of samples. These results provide a foundation for the development and utilization of I. lactea leaves.

scholarly journals Simultaneous Extraction Optimization and Analysis of Flavonoids from the Flowers of Tabernaemontana heyneana by High Performance Liquid Chromatography Coupled to Diode Array Detector and Electron Spray Ionization/Mass Spectrometry

2013 ◽  
Vol 2013 ◽  
pp. 1-10 ◽  
Author(s):  
Thiyagarajan Sathishkumar ◽  
Ramakrishnan Baskar ◽  
Mohan Aravind ◽  
Suryanarayanan Tilak ◽  
Sri Deepthi ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
High Performance ◽  
Shake Flask ◽  
Orthogonal Design ◽  
Array Detector ◽  
Diode Array ◽  
Ionization Mass ◽  
Diode Array Detector

Flavonoids are exploited as antioxidants, antimicrobial, antithrombogenic, antiviral, and antihypercholesterolemic agents. Normally, conventional extraction techniques like soxhlet or shake flask methods provide low yield of flavonoids with structural loss, and thereby, these techniques may be considered as inefficient. In this regard, an attempt was made to optimize the flavonoid extraction using orthogonal design of experiment and subsequent structural elucidation by high-performance liquid chromatography-diode array detector-electron spray ionization/mass spectrometry (HPLC-DAD-ESI/MS) techniques. The shake flask method of flavonoid extraction was observed to provide a yield of 1.2±0.13 (mg/g tissue). With the two different solvents, namely, ethanol and ethyl acetate, tried for the extraction optimization of flavonoid, ethanol (80.1 mg/g tissue) has been proved better than ethyl acetate (20.5 mg/g tissue). The optimal conditions of the extraction of flavonoid were found to be 85°C, 3 hours with a material ratio of 1 : 20, 75% ethanol, and 1 cycle of extraction. About seven different phenolics like robinin, quercetin, rutin, sinapoyl-hexoside, dicaffeic acid, and two unknown compounds were identified for the first time in the flowers of T. heyneana. The study has also concluded that L16 orthogonal design of experiment is an effective method for the extraction of flavonoid than the shake flask method.

Characterization by HPLC of p-Hydroxybenzyl Alcohol Biotransformation to Gastrodin In Vivo

2021 ◽  
Vol 16 (9) ◽  
pp. 1934578X2110350
Author(s):  
Lijun Cheng ◽  
Yang Deng
Keyword(s):  
Bioactive Compounds ◽  
High Performance ◽  
Array Detector ◽  
Gastrodia Elata ◽  
Chromatography Method ◽  
Liquid Chromatography Method ◽  
First Time ◽  
Insight Into ◽  
Hydroxybenzyl Alcohol

Gastrodin (GAS) and its aglycone, p-hydroxybenzyl alcohol (HBA), are both bioactive compounds extracted from Gastrodia elata Blume (GEB). In the current Chinese pharmacopoeia, they are regarded as quality control markers for GEB. In this study, we developed a high-performance liquid chromatography method coupled with a diode array detector to quantify GAS and HBA concentrations in plasma following oral ingestion by rats. For the first time, GAS was detected in vivo after HBA administration. GAS and HBA both had similar pharmacological effects, but the influence of the glucose moiety resulted in different pharmacokinetic characteristics. In this study, the effects of GAS and HBA at different administration durations were investigated in zebrafish larvae. These compounds were found to induce a sedative effect but had different onset times. In conclusion, a biotransformation of HBA to GAS could be observed in the rats. This may be a new insight into the pharmacokinetic characteristics of these bioactive compounds and also relates to the different ways in which they take effect.

scholarly journals Schisandra rubriflora Plant Material and In Vitro Microshoot Cultures as Rich Sources of Natural Phenolic Antioxidants

Antioxidants ◽  
2020 ◽  
Vol 9 (6) ◽  
pp. 488
Author(s):  
Agnieszka Szopa ◽  
Michał Dziurka ◽  
Sebastian Granica ◽  
Marta Klimek-Szczykutowicz ◽  
Paweł Kubica ◽  
...  
Keyword(s):  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
Phenolic Compounds ◽  
Antioxidant Capacity ◽  
Phenolic Acids ◽  
High Performance ◽  
Total Phenolic ◽  
Array Detector ◽  
Plant Materials

Schisandra rubriflora is a dioecious, underestimated medicinal plant species known from traditional Chinese medicine. The present study was aimed at characterising the polyphenolic profile composition and the related antioxidant capacity of S. rubriflora fruit, stem and leaf and in vitro microshoot culture extracts. Separate analyses of material from female and male specimens were carried out. This study was specifically aimed at detailed characterisation of the contribution of phenolic compounds to overall antioxidant activity using ultra-high-performance liquid chromatography with a photodiode array detector coupled to electrospray ionization ion trap mass spectrometry (UHPLC-DAD-ESI-MS3) and a high-performance liquid chromatography-diode array detector (HPLC-DAD). Using UHPLC-DAD-ESI-MS3, twenty-seven phenolic compounds from among phenolic acids and flavonoids were identified. Concentrations of three phenolic acids (neochlorogenic, chlorogenic and cryptochlorogenic acids) and eight flavonoids (hyperoside, rutoside, isoquercitrin, guaijaverin, trifolin, quercetin, kaempferol, and isorhamnetin) were determined using HPLC-DAD using reference standards. The highest total phenolic content was confirmed for the stem and leaf extracts collected in spring. The contents of phenolic compounds of in vitro biomasses were comparable to that in the fruit extracts. The methanolic extracts from the studied plant materials were evaluated for their antioxidant properties using various in vitro assays, namely free radicals scavenging estimation using 2,2-diphenyl-1-picryl-hydrazyl-hydrate (DPPH), ferric-reducing antioxidant power (FRAP) and cupric-reducing antioxidant capacity (CUPRAC) as well as QUick, Easy, New, CHEap, and Reproducible CUPRAC (QUENCHER-CUPRAC) assays. A close relationship between the content of polyphenolic compounds in S. rubriflora and their antioxidant potential has been documented.

scholarly journals Rapid Screening and Structural Characterization of Antioxidants from the Extract ofSelaginella doederleiniiHieron with DPPH-UPLC-Q-TOF/MS Method

2015 ◽  
Vol 2015 ◽  
pp. 1-9 ◽  
Author(s):  
Gang Wang ◽  
Shun Yao ◽  
Xiu-Xiu Zhang ◽  
Hang Song
Keyword(s):  
Mass Spectrometry ◽  
High Performance ◽  
Radical Scavenging ◽  
Free Radical Scavenging ◽  
Rapid Screening ◽  
Flight Mass Spectrometry ◽  
First Time ◽  
Strong Capacity ◽  
Tof Ms

2,2-Diphenyl-1-picrylhydrazyl-ultra-high performance liquid chromatography-Q-time-of-flight mass spectrometry (DPPH-UPLC-Q-TOF/MS), as a rapid and efficient means, now was used for the first time to screen antioxidants fromSelaginella doederleinii. The nine biflavone compounds were screened as potential antioxidants. The biflavones were structurally identified and divided into the three types, that is, amentoflavone-type, robustaflavone-type, and hinokiflavone-type biflavonoids. Among the compounds bilobetin (3) and putraflavone (8) were found fromSelaginella doederleiniifor the first time and others including amentoflavone (1), robustaflavone (2), 4′-methoxy robustaflavone (4), podocarpusflavone A (5), hinokiflavone (6), ginkgetin (7), and heveaflavone (9) were identified previously in the plant. Moreover, nine biflavones possessed a good antioxidant activity via their DPPH free radical scavenging. It demonstrates that DPPH-UPLC-Q-TOF/MS exhibits strong capacity in separation and identification for small molecule. The method is suitable for rapid screening of antioxidants without the need for complicated systems and additional instruments.

scholarly journals Quantitative Determination of Triterpenes from Amphiptherygium adstringens by Liquid Chromatography and Thin-Layer Chromatography and Morphological Analysis of Cuachalalate Preparations

2006 ◽  
Vol 89 (1) ◽  
pp. 1-7 ◽  
Author(s):  
Andrés Navarrete ◽  
Bharathi Avula ◽  
Vaishali C Joshi ◽  
Xiuhong Ji ◽  
Paul Hersh ◽  
...  
Keyword(s):  
Thin Layer ◽  
Thin Layer Chromatography ◽  
High Performance ◽  
Limit Of Detection ◽  
Gastric Ulcers ◽  
Array Detector ◽  
Plant Materials ◽  
Relative Standard ◽  
Layer Chromatography

Abstract Amphiptherygium adstringens (Anacardiaceae/Julianaceae), local name cuachalalate, is used in folk medicine for the treatment of cholelithiasis, fevers, fresh wounds, hypercholesterolemia, gastritis, gastric ulcers, and cancer of the gastrointestinal tract. The development of column high-performance liquid chromatographyphotodiode array detector (LC-PDA) and high-performance thin-layer chromatography (HPTLC)densitometry methods for the determination of masticadienonic acid and 3-hydroxymasticadienonic acid in cuachalalate preparations is described in this paper. Good separation of the compounds could be achieved by both methods. Either might be preparable depending on the requirements. The LC separation was performed on a Phenomenex Synergi MAX-RP 80A reversed-phase column operated at 40C with detection at 215 nm. The plant materials were extracted with methanol by sonication. The triterpenes present in the plant material and commercial extracts were separated with an acetonitrilewater reagent alcohol isocratic system. The limit of detection was 0.10.2 g/mL. The relative standard deviation values for the determination of triterpenes in plant extracts were less than 1.00%. This is the first report of an analytical method developed for the quantitative analysis of triterpenes from Amphiptherygium adstringens by LC-PDA and HPTLC. The stem bark showed higher amounts of triterpenes, and low amounts in root and stem root. The microscopic description of the crude drug of cuachalalate was also provided.

scholarly journals Mediterranean Propolis from the Adriatic Sea Islands as a Source of Natural Antioxidants: Comprehensive Chemical Biodiversity Determined by GC-MS, FTIR-ATR, UHPLC-DAD-QqTOF-MS, DPPH and FRAP Assay

Antioxidants ◽  
2020 ◽  
Vol 9 (4) ◽  
pp. 337 ◽  
Author(s):  
Lidija Svečnjak ◽  
Zvonimir Marijanović ◽  
Piotr Okińczyc ◽  
Piotr Marek Kuś ◽  
Igor Jerković
Keyword(s):  
Mass Spectrometry ◽  
High Performance ◽  
Adriatic Sea ◽  
Solid Phase ◽  
Natural Antioxidants ◽  
Antioxidant Potential ◽  
Array Detector ◽  
Sea Islands ◽  
Frap Assay ◽  
Flight Mass Spectrometry

There is no systematic report about propolis chemical biodiversity from the Adriatic Sea islands affecting its antioxidant capacity. Therefore, the samples from the islands Krk, Rab, Pag, Biševo and Korčula were collected. Comprehensive methods were used to unlock their chemical biodiversity: headspace solid-phase microextraction (HS-SPME) and hydrodistillation (HD) followed by gas chromatography and mass spectrometry (GC-MS); Fourier transform mid-infrared spectroscopy (FT-MIR); ultra high performance liquid chromatography with diode array detector and quadrupole time-of-flight mass spectrometry (UHPLC-DAD-QqTOF-MS) and DPPH and FRAP assay. The volatiles variability enabled differentiation of the samples in 2 groups of Mediterranean propolis: non-poplar type (dominated by α-pinene) and polar type (characterized by cadinane type sesquiterpenes). Spectral variations (FT-MIR) associated with phenolics and other balsam-related components were significant among the samples. The UHPLC profiles allowed to track compounds related to the different botanical sources such as poplar (pinobanksin esters, esters and glycerides of phenolic acids, including prenyl derivatives), coniferous trees (labdane, abietane diterpenes) and Cistus spp. (clerodane and labdane diterpenes, methylated myricetin derivatives). The antioxidant potential determined by DPPH ranged 2.6–81.6 mg GAE/g and in FRAP assay 0.1–0.8 mmol Fe2+/g. The highest activity was observed for the samples of Populus spp. origin. The antioxidant potential and phenolic/flavonoid content was positively, significantly correlated.

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