Menthone Research Articles

COMPARISON OF CHEMICAL COMPOSITION AND ANTIBACTERIAL ACTIVITY OF MENTHA PULEGIUM ESSENTIAL OIL FROM TWO ECOTYPES (EL BAYADH AND DJELFA)

Mentha pulegium, collected from two different sites in Algerian high plains (El Bayadh and Djelfa), were analyzed to determine essential oil constituency. Essential oils were extracted by hydrodistillation and subsequently analyzed by GC and GC/MS. Quantitative differences were recorded between the percentages of some constituents between plants from the two geographical origin. The most important major components were: 1,8-cineole, menthone, menthol, cis-Pulegone and Pulegone. The antimicrobial activity of the essential oils was tested using the disc-diffusion assay. The results showed that the essential oil of Mentha pulegium had great potential of antibacterial activity against selected bacteria

Retracted: Physico-chemical analysis and antioxidant capacity of essential oil from the leaves of Algerian Mentha x piperita L

Mentha x piperita L. is a herb plant that belongs to the lamiaceae family. The aim of this work is the valorization of this plant growing in the Setif region by the physico-chemical characterization and the study of the antioxidant activity of its essential oil obtained by hydrodistillation. The yield obtained is 0.9%. The refractive, the acid, the ester indices and the relative density calculated are respectively: 1.461; 1.69; 20.76; 0.89. The chemical analysis by GC/MS revealed several compounds, mainly Camphene, Menthol and Menthone. The antioxidant activity of this oil was evaluated by three methods in comparison with standard antioxidants: the 2,2-diphenyl-picrylhydrazyl (DPPH) free radical reduction method which showed good antioxidant activity with an IC 50 of 1083.76 ± 1.96 μg/ml, the ferrous iron chelation method which revealed that the essential oil has a good ability to reduce iron (DO=0,641), and the bleaching β-carotene method showed a relative antioxidant activity of the order of 56.54%.

African peppermint (Mentha piperita) from Morocco: Chemical composition and antimicrobial properties of essential oil.

To replace and avoid synthetic chemicals toxicity, there is a growing interest in the investigation of natural products from plant origin for the discovery of active compounds with antimicrobial properties. This work was devoted to determine chemical composition and antimicrobial properties of the EO of M. piperita harvested in the garden of the National Institute of Medicinal and Aromatic Plants of Morocco. Experiments have been conducted at the Microbial Biotechnology Laboratory at the Sciences and Technology Faculty, Sidi Mohamed Ben Abdellah University, Fez, Morocco. M. piperita oil was screened for its antimicrobial activity against seven bacteria and two fungi using broth microdilution method. Chemical EO analysis was performed using CPG/MS. The EO revealed menthol (46.32%), menthofuran (13.18%), menthyl acetate (12.10%), menthone (7.42%), and 1,8-cineole (6.06%) as the main constituents. The tested EO exhibited strong inhibitory effect against all tested microorganisms with minimum inhibitory concentrations ranging from 0.062% to 0.5% (v/v), except for Pseudomonas aeruginosa that was the least sensitive and was only inhibited by concentrations as high as 0.5% (v/v). The studied EO showed an antimicrobial potential. This reinforces its use as an alternative to chemical additives that can be applied to the food and drug industry.

ChemInform Abstract: A Cycloaddition—Cyclization Combined Approach to Enantiopure 3‐Glycinyl‐4‐hydroxypyrrolidines and 3‐Substituted 4‐Hydroxyprolines.

Abstract1,3‐Dipolar cycloaddition of a (‐)‐menthone derived nitrone as glycine equivalent with (E)‐ or (Z)‐1,4‐dichloro‐2‐butene affords bis(chloromethyl) substituted isoxazolidine cycloadducts.

Ethnoecology of wild mints in Turkey

Genus Mentha is represented by 15 taxa in Turkey, most common being Mentha longifolia, M. suaveolens, M. pulegium and M. aquatica. All are perennial herbs, flowering in summer and reproducing with the help of seeds as well as vegetatively. These taxa are widely used by locals as condiment as well as for the preparation of mint tea aginst flue, lung and stomach disorders, whooping cough, and as diuretic. The plants flourish equally well on sunny and shady habitats, however growth on moist habitats and alongside the watercourses is more profuse with dark green coloured bigger leaves, short roots, longer shoots and higher fruit production. The soils are generally of sandy-loam texture, being calcareous or non-calcareous in nature, pH varying between acidic to alkalinee. Major constituents of the mint oil are menthone, isomenthone, pulegone and menthofuran. M. longifolia plants are 40-120 cm long, with white or purplish white coloured flowers, shoots contain 0.22% volatile oil, with 15-29% menthol content in dry matter and terpinolene lies around 20 ppm. M. suaveolens plants are 40-100 cm tall, with white or lilac coloured flowers, volatile oil content being 0.14%. M. pulegium is 10-40 cm tall, with lilac coloured flowers, volatile oil content in shoots is 0.12%, 60% being pulegon. These plants contain 90 ppm terpinolene. Pulegone in the samples growing on open dry flooded habitats is higher. M. aquatica plants are 20-90 cm tall, with lilac coloured flowers, shoots contain 0.42% volatile oil and 5-37% menthol in the dry matter. Only a small amount of Oleum Menthae is produced on the household basis in Turkey and major amount consumed by the pharmaceutical industry is imported. Out of 10 tons of Mentha pulegium exported by some mediterranean countries nearly 2 tons are from Turkey. This paper presents ethnoecological features of these wild mints on comprative basis and possibilities for their industrial evaluation.

Composition and antifungal activity of peppermint (Mentha piperita) essential oil

Essential oils are natural compounds, which have extensive applications in perfumery, food and pharmaceutical industries. Nowadays they are also used in preservation of foods and disinfectant production. Considering the undesirable effects of synthetic compounds on the nature and living beings, using natural compounds like essential oils have been noticed recently. Peppermint (Mentha piperita) belongs to Labiateae family and is originated from Mediterranean region. It is widely cultivated in the world. In this research, we studied composition and antifungal effects of Mentha piperita oil on Fusarium oxysporum f. sp. ciceri., Macrophomina phaseolina, and Dreschlera oryzea on the basis of agar dilution method. The test was caried out with factorial experiments based on the random complete block design with triplicates. 1- Essential oil analysis with GS/MS revealed that main compounds of oil include menthol (19.76%), menthan-3-one (19.31%), menthofuran+isomenthone (9.12%), 1, 8-cineole+beta phellandren (8.8%) and menthol acetate (5.63%). 2-Comparison of means by LSD (?=1%) revealed that inhibitory effect of essntial oil varied among different fungi. After 48 hours, results showed no significant difference between the growth of fungi at 800 and 1600 ppm neither did show between water and alcohol controls, but differences between 200 and 400 ppm were significant. The minimum inhibitory concentration (MIC) of A and C was observed in 800 ppm, where as it was 1600 ppm in the case of B. After 72 hours, investigation showed that the MIC for A increased to 1600 ppm, whereas for C it was 800 ppm yet. After 3 days, 1600 ppm treatment completely inhibited the growth of fungi. After 7 days, it was found that 800 and 1600 ppm on C fungy, and 1600 ppm on A fungy were completely inhibitory. 3-Investigations on the fungicide effect of pippermint oil, showed that peppermint oil in these concentrations have no fungicide properties. The results of our studies revealed that the Mentha piperita oil exhibited a significant antifungal activity. Compounds of essential oils depend on climatic condition, spieces and chemiotype.

Effect of Mentha longifolia L. ssp longifolia essential oil on the morphology of four pathogenic bacteria visualized by atomic force microscopy

The chemical composition and the antibacterial activity of the essential oil ofMentha longifolia L. ssp longifolia are being investigated in the present work. The minimal inhibitory concentration (MIC) of this oil against four gram+ and gram- reference bacteria including Salmonella typhimurium LT2, Escherichia coli ATCC 35218, Microccus luteus NCIMB 8166 and Staphylococcus aureusATCC 25923 was used to study the morphological alteration of bacterial wall cell visualized by atomic force microscopy (AFM). The chemical analysis of the essential oil showed the presence of 34 compounds. The most important ones were: menthol (32.51%), menthone (20.71%), pulegone (17.76%), 1,8-cineole (5.61%), terpineol-4 (4.87%) and piperitone (2.16%). The MIC for bacteria ranged from 0.19 to 1.56 mg/ml. We found that M. longifolia (Menthol chemotype) has a high antibacterial effect. Cell wall of the tested bacteria was damaged at MIC concentrations. This susceptibility is more accentuated in S.typhimurium and E. coli (rod bacteria), whereas the damage is less important in coccoid bacteria (S. aureus and M. luteus). Key words: Mentha longifolia, essential oil, Staphylococcus aureus, Microccus luteus, Escherichia coli, Salmonella typhimurium, cell morphology, atomic force microscope

COMPOSITION OF THE ESSENTIAL OILS OF LAVANDULA STOECHAS L. SUBSP. STOECHAS (BOISS.)

Calamintha Miller (Lamiaceae) is represented in Turkey by 9 species and 13 taxa, 6 being endemic. The rate of endemism in Turkey is over 45%. In the present study, aerial parts of the Calamintha nepeta (L.) Savi subsp. nepeta were collected from the regions of Tarsus (A), Silifke (B), Bart (C) and Calamintha nepeta (L.) Savi subsp. glandulosa (Req.) P.W. Ball collected from the regions of the Zonguldak (D) and Manisa (E). Water distilled essential oils from the aerial parts of Calamintha species from Turkey were analysed by GC and GC/MS. Trans-piperitone oxide (44.4 %) and piperitenone oxide (11.7 %) were detected as main constituents in sample A; Pulegone (11.9 %), menthone (11.9 %) and carvacrol (10.0 %) were found as main constituents in sample B; Trans-piperitone oxide ( 30.9 %), caryophyllene oxide (7.8 %) were detected as main constituents in sample C; Pulegone (19.5 %), menthone (9.7 %), caryophyllene oxide (7.9 %) and trans-piperitone oxide (5.7 %) were detected as main constituents in sample D; Trans-piperitone oxide (34.2 %), limonene (17.3 %) and piperitenone oxide (10.8 %) were found as main constituents in sample E.

Evidence for dopamine involvement in ambulation promoted by menthone in mice

The present study examines the mechanism that underlies the ability of menthone (MTN), a constituent of peppermint oil, to promote mouse ambulation. Since bupropion (BUP), a dopamine (DA) uptake inhibitor, promotes mouse ambulation, the effect of MTN combined with BUP on ambulation was investigated. The results showed that BUP with MTN produced an additive interaction on mouse ambulation. The effects of DA antagonists chlorpromazine, fluphenazine, haloperidol, SCH12679 and spiperone on the ability of MTN to promote ambulation were then examined. All of these antagonists attenuated the effects of MTN. Prior exposure to the tyrosine hydroxylase inhibitor α-methyl- p-tyrosine, which inhibits catecholamines synthesis, decreased subsequent sensitivity to the effect of MTN. These results suggest that DA is involved in the ability of MTN to promote ambulation in mice.

Hydrogenation of (-)-menthone, (+)-isomenthone, and (+)-pulegone with platinum/tin catalysts

Fil: Vetere, Virginia. Consejo Nacional de Investigaciones Cientificas y Tecnicas. Centro Cientifico Tecnologico Conicet - La Plata. Centro de Investigacion y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigacion y Desarrollo en Ciencias Aplicadas; Argentina

Towards the synthesis of pristinamycin PIIA; preparation of the optically pure C-3/C-7 fragment

The two diastereomeric ketals formed from (−)- menthone and a syn meso triol, 5, have been converted, stereoconvergently, into the title synthon.

Epimerization of (-)-Menthone in Methanol-O-d.

Epimerization of (-)-Menthone in Methanol-O-d.

Bisnitrosomenthone

Spectral comparisons between the bisnitroso derivatives of chiral and racemic menthone show that the bisnitroso derivative of racemic menthone is meso rather than racemic.

Dichlorination of (−)-Menthone and the Configurations and Conformations of the Products

(一)-メントン〔1〕に2molの塩素ガスまたは塩化スルホニルを作用させて, mp93.5～94°Cの〔2〕, mp71～72°Cの〔3〕, mp55～56°Cの〔4〕およびmp51～52°Cの〔5〕の4種の2, 4-ジクロルメントンを得た。これら異性体のIRスペクトル, NMRスペクトルおよびORDを測定し,それぞれ対応する立体配置を決め,その立体配座についてもそれぞれ解析した。 塩素化剤として塩化スルホニルを使用した場合には,生成物は主として塩素がトランスに置換した異性体〔4〕および〔5〕であった。また塩素ガスを使用すると,低温(40°C以下)では主としてシス異性体〔2〕および〔3〕が,高温(80°C)では主としてトランス異性体が生成する。臭素による臭素化の場合には低温でも1種のトランス異性体が得られたのみであった。

Synthesis of Two Isomeric p-Menthane-3,4-diols and Their Pinacolic Dehydration to a Menthone Mixture1

Synthesis of Two Isomeric p-Menthane-3,4-diols and Their Pinacolic Dehydration to a Menthone Mixture¹

34. Researches in the menthone series. Part XVII. Configurations of menthols and menthylamines

34. Researches in the menthone series. Part XVII. Configurations of menthols and menthylamines

35. Researches in the carvone series. Part V. Configurations of carvomenthones and carvomenthylamines and their steric relation to menthones

The first page of this article is displayed as the abstract.

76. Researches in the menthone series. Part XII. Isolation and characterisation of the neoisomenthols

The first page of this article is displayed as the abstract.

51. Researches in the menthone series. Part XI. Diagnosis and characterisation of the stereoisomeric menthols

51. Researches in the menthone series. Part XI. Diagnosis and characterisation of the stereoisomeric menthols

CCCLXX.—Researches in the menthone series. Part VIII. Further characterisation of the optically active menthylamines

The first page of this article is displayed as the abstract.