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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 bio-guided 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 µM/plate by using the same test system. Results: Two new chalcone glycosides: (β R)-β,3,2′,6′-tetrahydroxy-4-methoxy-4′- O-rutinosyldihydrochalcone and (β R)-β,4,2′,6′-tetrahydroxy-4′- O-rutinosyldihydrochalcone, were isolated from Mentha longifolia (L.) Hudson subsp. longifolia, together with known six flavonoid glycosides and one phenolic acid: apigenin-7- O-glucoside, luteolin-7- O-glucoside, apigenin-7- O-rutinoside, luteolin-7- O-rutinoside, apigenin-7- O-glucuronide, luteolin-7- O-glucuronide, rosmarinic acid. 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 µM/plate. (β R)-β,4,2′,6′-Tetrahydroxy-4′- O-rutinosyldihydrochalcone showed the maximum inhibition rate as 75.94% at 2 µM/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. [ABSTRACT FROM AUTHOR]

In this article, the genotoxic and antigenotoxic effects of methanol extract of Evernia prunastri (Huds.) Willd. (MEP) were studied using WP2, Ames (TA1535 and TA1537) and sister chromatid exchange (SCE) test systems. The results obtained from bacterial test systems demonstrated that MEP has strong antimutagenic potencies on TA1537 and WP2 strains. The highest inhibition rates for MEP on TA1537 and WP2 strains were 37.70% and 69.70%, respectively. According to the SCE test system, MEP reduced the genotoxic effects of aflatoxin. In order to clarify the mechanism underlying the antigenotoxic effects of MEP, the antioxidants were determined. Cotreatments of 5, 10 and 20 µg/mL concentrations of MEP with aflatoxin B1 decreased the frequencies of SCE and the malondialdehyde level and increased amount of superoxide dismutase, glutathione and glutathione peroxidase which were decreased by aflatoxin. The data obtained from this work have clearly shown that MEP has significant antigenotoxic effects which are thought to be partly due to the antioxidant activities and antioxidant inducing capability of MEP. This is the first report indicating the antigenotoxic activities of MEP against several mutagen agents such as N-methyl-N′-nitro-N-nitrosoguanidine, acridin and aflatoxin. [ABSTRACT FROM PUBLISHER]

The essential oils having many application fields such as medicine, flavoring, cosmetics are natural products obtained from aromatic plants. As the natural products of Ferula species have a wide range of use in folk medicine, this study was planned to evaluate the mutagenic and antimutagenic activities of essential oils of leaves and flowers of Ferula orientalis grown in Erzurum, through the bacterial reverse mutation assay. Furthermore, the chemical compositions of essential oils isolated by the hyrodistillation method were analysed by gas chromatography (GC) and gas chromatography–mass spectroscopy (GC-MS), as their biological activities were connected to their contents. According to our results, any tested essential oil at any used concentration on Salmonella typhimurium TA1535 and TA1537 strains and in Escherichia coli WP2 uvrA strain showed no mutagenic activity. However, the tested materials at different concentrations showed antimutagenic activities against the used mutagens. The inhibition rates ranged against sodium azide (NaN3) on S. typhimurium TA1535 from 29% to 36%, against 9-aminoacridine (9-AA) on S. typhimurium TA1537 from 40% to 68% and against N-methyl-N’-nitro-N-nitrosoguanidine (MNNG) on E. coli WP2 uvrA from 23% to 52%, respectively. Also, it is revealed by GC and GC/MS analysis of the essential oils isolated from the leaves and flowers, respectively. The major compounds in these oils were determined as α-cadinol, δ-cadinene and germacrene D-4-ol. The results of this study indicate that as the essential oils of F. orientalis have many constituents, they show no mutagenic activity but significant antimutagenic activity, and these materials can be safely used in medicinal applications after further investigations. [ABSTRACT FROM PUBLISHER]

Highlights: [•] Mentha longifolia (L.) subsp. longifolia contains potential luteolin derivatives. [•] Luteolin derivatives have antimutagenic potential against two different mutagen agents. [•] Luteolin derivatives behave differently depending on their structure. [ABSTRACT FROM AUTHOR]

Lamiaceae is an important plant family that has been investigated for its medicinal properties due to its large amounts of phenolic acids and flavonoids. Flavonoids have been shown to have antioxidant and antimutagenic activities in different test systems, but their certain mechanisms are still unclear. This study was designed to evaluate the mutagenic and antimutagenic activities of apigenin 7-O-rutinoside, a flavonoid isolated from Mentha longifolia (L.) Huds. ssp. longifolia. The possible antimutagenic potential of apigenin 7-O-rutinoside (A7R) was examined against mutagens ethyl methanesulfonate (EMS) and acridine (AC) in a eukaryotic cell system Saccharomyces cerevisiae RS112. The results showed that A7R has different inhibition rates against EMS and AC-induced mutagenicity. Thus, the properties of A7R are of great pharmacological importance and might be beneficial for reducing the risk of reactive oxygen species–related diseases. [ABSTRACT FROM PUBLISHER]

The current study aims to determine the antimutagenic potential of five newly synthesized cyclic compounds against the genotoxic agents sodium azide (NaN3) and N-methyl-N′-nitro-N-nitrosoguanidine (MNNG). The mutant bacterial tester strains were NaN3-sensitive Salmonella typhimurium TA1535 and MNNG-sensitive Escherichia coli WP2uvrA. According to the results, all the test compounds showed significant antimutagenic activity. The inhibition rates ranged from 26.05% (Compound 4—1 µg/plate) to 68.54% (Compound 5—0.01 µg/plate) for NaN3 and from 32.44% (Compound 3—1 µg/plate) to 60.77% (Compound 5—1 µg/plate) for MNNG genotoxicity. Moreover, the mutagenic potential of the test compounds was investigated using the same strains. The results showed that all the test compounds do not have mutagenic potential on the bacterial strains at the tested concentrations. Thus, the findings of the present study give valuable information about chemical prevention from NaN3 and MNNG genotoxicity. [ABSTRACT FROM AUTHOR]

Flavonoids, abundant in most of plant species, are widely used in medicine and development studies on phytotherapeutic drugs due to their various biological activities. In the present study, 3 flavonoids, apigenin-7- O-glucoside, apigenin-7- O-rutinoside, and apigenin-7- O-glucuronide, were isolated from Mentha longifolia (L.) Hudson subsp. longifolia by using E. coli WP2 genotoxicity assay guided fractionation procedures. Later, the mutagenic and antimutagenic properties of each flavonoid were evaluated by using the same genotoxicity assay. The results showed that all the test compounds have significant antimutagenic activity at tested concentrations with or without S9 activation. The inhibition rates were between 25.3% (apigenin-7- O-glucoside with S9-2.0 μM/plate) and 59.0% (apigenin-7- O-rutinoside without S9-2.0 μM/plate). In conclusion, the results revealed that the 3 flavonoids from Mentha longifolia (L.) Hudson subsp. longifolia have significant antimutagenic activity, and the findings of the present study are valuable for further investigations, focus on the phytotherapeutic drug discovery. Practical Application: Apigenin derivatives can be thought as genetically safe at tested concentrations because they did not show mutagenic activity. Furthermore, they have also significant antimutagenic activity. These are valuable for further research focus on phytotherapeutic drug discovery and development. [ABSTRACT FROM AUTHOR]

Lichens and their various extracts have been occasionally used in the treatment of many diseases. Cladonia rangiformis and Umbilicaria vellea are two important species of these lichens and they have several biological activities. In the present study, methanol extracts of these lichens, which are grown in the Eastern Anatolia Region of Turkey, were isolated, and their mutagenic and antimutagenic properties were investigated by using AMES-Salmonella and Zea mays Root Tip Mitotic Index mutagenicity and antimutagenicity assay systems. Known mutagens sodium azide (NaN3) and 9-Aminoacridine (9-AA) were used to determine antimutagenic properties of methanol extracts. The results showed that all methanol extracts, investigated in the present study, can be considered genotoxically safe because they do not have mutagenic activity at the tested concentrations. Besides, all of them have antimutagenic activity against 9-AA known as a model intercalator agent in the AMES-Salmonella test system. The inhibition rates obtained from the antimutagenicity assays ranged from 37.07% (C. rangiformis—5 µg/plate) to 54.39% (C. rangiformis—5 µg/plate). Furthermore, all the methanol extracts have significant antimutagenic activity against NaN3 mutagenicity in Z. mays Root Tip Mitotic Index assay system. These activities are valuable towards an extension of the employ of these drugs as new phytotherapeutic or preservative ingredients. [ABSTRACT FROM AUTHOR]

Abstract: A simple synthetic method for the preparation of enantiomerically pure (S)-4-aminoquinazoline alcohols from (S)-quinazolinone alcohols by key steps including chlorination, nucleophilic ipso substitution, and deacetylation is presented. Mutagenic and antimutagenic properties of the (S)-4-aminoquinazoline alcohols were investigated by using Salmonella typhimurium TA1535, and Escherichia coli WP2uvrA tester strains at 0.01, 0.1, and 1μg/plate concentrations. (S)-4-aminoquinazoline alcohols were found to be genotoxically safe at the tested concentrations. Among the tested (S)-4-aminoquinazoline alcohols, the best antimutagenic activity was obtained with a methyl derivative at 0.1μg/plate dose. [ABSTRACT FROM AUTHOR]