LC-MS analysis of phenolic compounds and oleraceins in aerial parts of Portulaca oleracea L.

Portulaca oleracea L. (purslane) is a well-known edible and ethnomedicinal plant and it has been called “vegetable for long life” in the Chinese herbal medicine. The plant is recognized for the high content of polyphenols, including flavonoids and phenolic acids.In this study, hydromethanolic purslane extracts from Bulgarian and Greek locations were screened for polyphenolic content. Based on polyphenols, saponins and DPPH antioxidant activity, an orthogonaldesign L9(34) was performed in order to improve the ultrasound assisted extraction procedure of dry and fresh plant material. An UHPLC-Orbitrap-MS method in parallel-reaction monitoring mode was developed for the simultaneous identification and quantification of 14 compounds comprising hydroxybenzoic, hydroxycinnamic and caffeoylquinic acids, as well as 2 flavonol glycosides. The quantitative analysis was validated for curve fit, range, instrumental detection limit (IDL), instrumental quantification limit (IQL), LOD, LOQ, precision, recovery and accuracy. The UHPLC-MS quantification method revealed good linearity (r2 > 0.9950), LOD < 925.85 ng/g dw and LOQ < 3055.31 ng/g dw. Moreover, 11 cylco-dopa amides (Oleraceins A-D, N-Q, S, U and W) were tentatively identified through UHPLC-MS and their MS2 mass fragmentation was described

Beyond Traditional Use of Alchemilla vulgaris: Genoprotective and Antitumor Activity In Vitro

Alchemilla vulgaris L. (lady’s mantle) was used for centuries in Europe and Balkan countries for treatments of numerous conditions and diseases of the reproductive system, yet some of the biological activities of lady’s mantle have been poorly studied and neglected. The present study aimed to estimate the potential of A. vulgaris ethanolic extract from Southeast Serbia to prevent and suppress tumor development in vitro, validated by antioxidant, genoprotective, and cytotoxic properties. A total of 45 compounds were detected by UHPLC–HRMS analysis in A. vulgaris ethanolic extract. Measurement of antioxidant activity revealed the significant potential of the tested extract to scavenge free radicals. In addition, the analysis of micronuclei showed an in vitro protective effect on chromosome aberrations in peripheral human lymphocytes. A. vulgaris extract strongly suppressed the growth of human cell lines derived from different types of tumors (MCF-7, A375, A549, and HCT116). The observed antitumor effect is realized through the blockade of cell division, caspase-dependent apoptosis, and autophagic cell death. Our study has shown that Alchemilla vulgaris L. is a valuable source of bioactive compounds able to protect the subcellular structure from damage, thus preventing tumorigenesis as well as suppressing tumor cell growth. © 2022 by the authors

Validated UHPLC-HRMS method for simultaneous quantification of six saponins from the roots of the wild spinach (Chenopodium bonus-henricus L.)

An UHPLC-HRMS method for simultaneous quantification of six saponins from the roots of Chenopodium bonus-henricus L. was developed and validated. All calibration curves showed very good linear regressions and the correlation coefficients were R2 > 0.99. The limits of detection and quantitation limits ranged from 0.20 to 0.61 ng/mL and from 0.61 to 1.85 ng/mL, respectively. A good agreement between the spiked and determined concentrations indicated acceptable accuracy. Besides, the related compounds showed overall recoveries ranging from 95.38% to 103.47% with RSD ranging from 0.64% to 4.25%. The intra-day and inter-day precision were determined by analyzing the retention times and recovery of the calibrants. The saponins of medicagenic acid (3), 2β-hydroxygypsogenin (4), and bayogenin (2) were the predominant compounds and reached 15.01%, 3.87%, 2.41% in the crude EtOH extract and 43.69%, 16.16%, 10.07% in the purified EtOH extract, respectively

Validated UHPLC-HRMS method for simultaneous quantification of flavonoid contents in the aerial parts of Chenopodium bonus-henricus L. (wild spinach)

A UHPLC-HRMS method for simultaneous quantification of flavonoid contents in the aerial parts of Chenopodium bonus-henricus L. was developed and validated. The amount of 12 detected flavonoids was calculated relative to external standard hyperoside. The calibration curve of hyperoside showed very good linear regressions and the correlation coefficient was R2 > 0.9979. The limits of detection and quantitation limits were 0.39 ng/mL and 1.17 ng/mL, respectively. The UHPLC-HRMS method showed acceptable accuracy. At three different concentrations the recoveries of hyperoside ranging from 99.63% to 100.70% with RSD from 1.58% to 2.31%. The intra-day and inter-day precision were determined by analyzing the retention times and recovery of the external standard. The glycosides of spinacetin and patulenin (1) were the predominant compounds in the wild spinach which contents ranging from 1.79 to 4.41 mg g-1 D.W., calculated as hyperoside. The total amount of flavonoids was found to be 15.12 mg g-1 D.W

Validated UHPLC-HRMS method for simultaneous quantification of flavonoid contents in the aerial parts of Chenopodium bonus-henricus L. (wild spinach)

A UHPLC-HRMS method for simultaneous quantification of flavonoid contents in the aerial parts of Chenopodium bonus-henricus L. was developed and validated. The amount of 12 detected flavonoids was calculated relative to external standard hyperoside. The calibration curve of hyperoside showed very good linear regressions and the correlation coefficient was R2 > 0.9979. The limits of detection and quantitation limits were 0.39 ng/mL and 1.17 ng/mL, respectively. The UHPLC-HRMS method showed acceptable accuracy. At three different concentrations the recoveries of hyperoside ranging from 99.63% to 100.70% with RSD from 1.58% to 2.31%. The intra-day and inter-day precision were determined by analyzing the retention times and recovery of the external standard. The glycosides of spinacetin and patulenin (1) were the predominant compounds in the wild spinach which contents ranging from 1.79 to 4.41 mg g-1 D.W., calculated as hyperoside. The total amount of flavonoids was found to be 15.12 mg g-1 D.W

Phytotherapeutic approaches to treatment and prophylaxis in pediatric practice

Medicinal plants, their extracts and herbal medicinal products occupy a growing share of medicines in the pharmacy worldwide. Historically, the first medicines were products of plants, as well as some of the most important medicines still in use today. With the development of phytochemistry, as part of the pharmaceutical science, great progress has been made in the isolation and in determining the value of a number of biologically active substances (BAS). Many plants have yielded pure substances (or natural products) that are applied in modern medical practice. Other compounds are potentially useful or have toxic effects. Traditional medicine incorporating many herbal medicines remains an important (and in some cases, the only) form of treatment in some countries, with increasing use in medical practice. On the other hand, the fact that in pediatric patients there is a limitation, mainly moral and ethical, of the number of medications to be administered due to the difficulty of conducting clinical trials in children, stimulates the use of herbal medicines of proven quality, effectiveness and safety among this group of patients

2-(2-Fluoro-[1,1′-biphenyl]-4-yl)-<i>N</i>-(4-methyl-2-oxo-2<i>H</i>-chromen-7-yl)propanamide

Herein, we report the synthesis of 2-(2-fluoro-[1,1′-biphenyl]-4-yl)-N-(4-methyl-2-oxo-2H-chromen-7-yl)propanamide in the reaction between 7-amino-4-methyl-2H-chromen-2-one and (±)-flurbiprofen. The newly-obtained bio-functional hybrid compound was fully characterized via 1H, 13C NMR, UV, and mass spectral data

UHPLC-HRMS-based profiling and simultaneous quantification of the hydrophilic phenolic compounds from the aerial parts of Hypericum aucheri Jaub. & Spach (Hypericaceae)

A validated UHPLC-HRMS method was developed to identify and quantify polar phenolic metabolites in the EtOH extract from H. aucheri Jaub. & Spach’s aerial parts. The external standards, chlorogenic acid, mangiferin, and hyperoside were selected in this analysis. Forty-four compounds, encompassing hydroxybenzoic and hydroxycinnamic acids derivatives, benzophenones, catechins, xanthones, flavonols, biflavones, and chromones were detected and quantified in the aerial parts of the titled plant. Pentahydroxyxanthone-C-glycoside 15, maclurin-O-(benzoyl)-hexoside 37, norathyriol-O-(benzoyl)-hexosides 38 and 42 were suggested to be new natural compounds, while maclurin-O-hexoside 2 was reported for the first time for Hypericum genus. Additionally, more than 22 secondary metabolites, including benzophenones, hydroxycinnamic acid derivatives, catechins, and a chromone, were identified for the first time in H. aucheri. The amounts of the detected metabolites were calculated relative to external standards. The dominant polar phenolic constituents were chlorogenic acid (11.55 mg/g D.W.) and mangiferin (9.13 mg/g D.W.)

Saponins from the roots of Chenopodium bonus-henricus L. with neuroprotective and anti-α-glucosidase activities

Six saponins of phytolaccagenin, bayogenin, medicagenic acid, 2β-hydroxygypsogenin, and 2β-hydroxyoleanoic acid from the roots of Chenopodium bonus-henricus L. were investigated for neuroprotective and anti-α-glucosidase activities. All tested saponins (10 µM) showed statistically significant neuroprotective activities on isolated rat brain synaptosomes using a 6-hydroxydopamine in vitro model. They preserved synaptosome viability as well as the reduced glutathione level. The bayogenin glycoside (Chbhs-05) possessed the most prominent neuroprotective effect. The anti-α-glucosidase activity of the tested saponins was established by measuring the levels of the released 4-nitrophenol using LC-MS. Bonushenricoside B (Chbhs-07) showed the highest inhibitory effect against α-glucosidase (44.1%) compared to the positive control acarbose (36.3%) at a concentration of 625 µM

(±)-<i>N</i>-(1,2-Bis(3,4-dimethoxyphenyl)ethyl)-2-(2-fluoro-[1,1′-biphenyl]-4-yl)propanamide

The title compound, (±)-N-(1,2-bis(3,4-dimethoxyphenyl)ethyl)-2-(2-fluoro-[1,1′-biphenyl]-4-yl)propanamide, was obtained for the first time from 1,2-bis(3,4-dimethoxyphenyl) ethan-1-amine and (±)-flurbiprofen in one step. The newly synthesized bio-functional hybrid compound was fully characterized using 1H, 13C-NMR, UV, and mass spectral data