Two antigenotoxic chalcone glycosides fromMentha longifoliasubsp.longifolia

Abstract

Context: Mentha L. (Labiatae) species (mint) with their flavoring properties have been used in food industries for centuries. Besides they have a great importance in drug development and medicinal applications due to various bioactive compounds of several members of the genus. Objective: The aim of this study was to isolate bioactive compounds with antimutagenic potential by bio-guided fractionation and determine their structures by spectroscopic methods. Materials and methods: The structural elucidation of the isolated compounds was done based on spectroscopic methods, including MALDI-MS, UV, IR, and 2D NMR experiments, and the bioguided fractionation process was done by using the Ames/Salmonella test system. Henceforth, solely genotoxic and antigenotoxic potential of the new compounds were also confirmed up to 2 mM/plate by using the same test system. According to the antimutagenicity results, both new test compounds significantly inhibited the mutagenic activity of 9-aminoacridine in a dose-dependent manner at the tested concentrations from 0.8 to 2 mM/plate. (bR)-b,4,2 0 ,6 0 -Tetrahydroxy-4 0 -O-rutinosyldihydrochalcone showed the maximum inhibition rate as 75.94% at 2 mM/plate concentration. Conclusions: This is the first report that two new chalcone glycosides were isolated from Mentha longifolia subsp. longifolia and their antimutagenic potentials by using mutant bacterial tester strains. In conclusion, the two new chalcone glycosides showed a significant antigenotoxic effect on 9-aminoacridine-induced mutagenesis at tested concentrations.

Screening and separation of α‐amylase inhibitors from Solanum nigrum with amylase‐functionalized magnetic graphene oxide combined with high‐speed counter‐current chromatography

“…The UV spectra of 1 and 2 exhibited two absorbance bands at around 250 and 355 nm. The MS spectrum of 1 showed a protonated molecular ion [M+H] + at 447 m/z and a fragment ion at 269 m/z , which were in agreement with the reported value . Therefore, compound 1 was identified as apigenin‐7‐ O ‐glucuronide .…”

In vitro and in vivo evaluation of genotoxicity, cytotoxicity, and protective effects of synthetic chalcones (E)-3-(4-chlorophenyl)-1-phenyl-2-propen-1-one (4-CL) and (E)-3-(3,4-dimethoxyphenyl)-1- phenyl-2-propen-1-one (DMF)

“…In the Ames test, reversion to histidine prototrophy occurs because of mutations that restore gene function and allow the cells to synthesize histidine [30,35]. In this study, the chalcones 4-CL and DMF did not show mutagenicity.…”

“…Mutagenicity was measured using the mutagenic index (MI), which was calculated for each concentration. MI = (number of revertant colonies per plate in the test per plate)/(number of revertant colonies per plate in the negative control), and a compound is considered mutagenic when MI ≥ 2 [35]. For the antimutagenicity assays was calculated the mutagenicity variation (MV), in percentage, using the formula MV = {[(S1-So) / (M-S0)] -1 } × 100.…”

Comparative study of Mentha species growing wild in Egypt: LC-ESI-MS analysis and chemosystematic significance

“…Peak 21 was detected at m/z 447 in both extracts and produced fragment at m/z 285 [M-H-hexose] -. This compound is assigned to be luteolin 7-O-glucoside, by comparing the mass fragmentation and Rt of standard, which previously isolated from M. pulegium (Taamalli et al, 2015) and M. longifolia (Orhan et al, 2012;Guvenalp et al, 2015).…”

“…The phytochemical constituents reported from M. longifolia and M. pulegium are flavonoids (Sharaf et al, 1999;Guvenalp et al, 2015;Taamalli et al, 2015), phenolic acids (Guvenalp et al, 2015;Taamalli et al, 2015), essential oils (El-Ghorab, 2006), dihydrochalcone glycosides (Guvenalp et al, 2015) and β-sitosterol glycosides (Ali et al, 2002). Flavonoids are the major reported metabolites, they occurred mostly as flavones and their glycosides (Baris et al, 2011;Orhan et al, 2012;Gulluce et al, 2013;Guvenalp et al, 2015;Taamalli et al, 2015), while C-glycosyl flavones (Sharaf et al, 1999), methoxyflavone aglycones (Zaidi et al, 1997;Taamalli et al, 2015), flavanones and their glycosides (Krzyzanowska et al, 2011;Taamalli et al, 2015), and flavonol glycosides (Akroum et al, 2009) were also reported.…”