Miroslav M Novaković

Miroslav M Novaković
  • PhD
  • University of Belgrade

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119
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Current institution
University of Belgrade

Publications

Publications (119)
Article
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Background Cotinus coggygria has a long history of use in traditional medicine in Europe and Asia. The aim of study was to explore the cytotoxicity of extracts (EE-ethanol, MME-methylene chloride/methanol, and WE-water) and compounds (butin, butein, fisetin, sulfuretin, taxifolin, eriodictyol, fustin, cotinignan A, sulfuretin auronol, 3-O-methylepi...
Conference Paper
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Cotinus coggygria is a medicinal plant, rich in tannins and flavonoids. The main flavonoid in its heartwood is fustin. The aim of the present study was to compare the effects of 1/1000 ethanol infusion from C. coggygria heartwood (EICCH) and its main phytochemical constituent fustin in a model of paracetamol (PCM)-induced liver damage. Two experime...
Article
The aim of the present work was to investigate some of the molecular mechanisms and targets of the anticancer action of the bioflavonoid fustin isolated from the heartwood of Cotinus coggygria Scop. in the triple-negative breast cancer cell line MDA-MB-231. For this purpose, we applied fluorescence microscopy analysis to evaluate apoptosis, necrosi...
Article
Full-text available
Our review paper evaluates the impact of plant-based products, primarily derived from plants from Serbia, on P-glycoprotein (P-gp) activity and their potential in modulating drug resistance in cancer therapy. We focus on the role and regulation of P-gp in cellular physiology and its significance in addressing multidrug resistance in cancer therapy....
Conference Paper
Full-text available
The research on biologically active compounds and identification of new molecular targets are relevant to the development of new functional foods and drug therapy. The medicinal plant Cotinus coggygria has a high content of polyphenols, including fustin, which is unstudied in preclinical experiments. Our aim is to explore the pharmacological activi...
Conference Paper
Full-text available
Въведение: Стомашната язва е често срещан здравословен проблем. Смрадликата (Cotinus coggygria) е популярно лечебно растение, богато на дъбилни вещества и флавоноиди. Основен флавоноид в дървесината му е фустинът. В литературата съществуват данни, че екстрактите от C. coggygria и фустинът имат противовъзпалително действие. Цел: Настоящото проучван...
Conference Paper
Full-text available
Популярното лечебно растение смрадлика (Cotinus coggygria) има високо съдържание на полифеноли, от които дихидрофлавонолът фустин е почти непроучен. Цел на настоящото проучване е да се изследва фармакологичната активност на фустин в експериментални модели с човешки туморни клетъчни линии и опитни животни. Получени и обсъдени са конкретни резултати...
Conference Paper
Full-text available
Изучаването на лечебните растения и на техни биологичноактивни компоненти, и идентифицирането на нови молекулни таргети е от актуално значение за развитието на лекарствената терапия. Такива научни изследвания могат да послужат при разработването на нови лечебни средства и функционални храни, и са подчертано значими при решаването на обществени пред...
Article
Full-text available
Paracetamol (PCM)-induced toxicity is a well-established pharmacological model. Cotinus coggygria is a medicinal plant rich in polyphenols, including the flavonoid fustin. The aim of the present study was to evaluate the effects of the flavonoid fustin isolated from Cotinus coggygria heartwood in a model of PCM-induced liver damage. Male Wistar rat...
Article
Full-text available
Trinitrobenzene sulfonic acid (TNBS)-induced colitis is a widely used animal model that mimics the signs and symptoms of inflammatory bowel disease. Fustin is a flavonoid found in Cotinus coggygria . The aim of the present study was to investigate the effect of fustin isolated from Cotinus coggygria heartwood in a rat model of TNBS-induced colitis....
Article
Full-text available
Gastric ulcer is a common health issue. Cotinus coggygria heartwood extracts rich in the flavonoids fustin and sulfuretin have shown protective effects in a rat model of indomethacin-induced gastric ulceration. Fustin itself has been protective in a rat model of ethanol-induced gastric ulcer. In the present study we aimed to reveal the effect of th...
Article
Bisbibenzyls are specialized metabolites found exclusively in liverworts, until recently; they represent chemical markers of liverworts. Their occurrence in vascular plants was noticed in 2007, when they were found in Primula veris subsp. Macrocalyx from Russia. This report prompted us to chemically analyze the two most common Serbian Primula speci...
Article
The synthesis of 24 hybrid molecules, consisting of naturally occurring sclareol (SCL) and synthetic 1,2,4-triazolo[1,5-a]pyrimidines (TPs), is described. New compounds were designed with the aim of improving the cytotoxic properties, activity, and selectivity of the parent compounds. Six analogs (12a-f) contained 4-benzylpiperazine linkage, while...
Article
Carrageenan-induced paw oedema is a widely used model of acute inflammation. The objective of this study was to assess the effect of the flavonoid fustin on carrageenan-induced acute paw inflammation in rats. Thirty male Wistar rats were distributed equally between three groups – control, F10, and F20. In the course of 1 week, animals were treated...
Article
Full-text available
Background and objective Cotinus coggygria Scop. is a valuable medicinal plant species with pronounced pharmacological potential due to its numerous biological activities. The herb is characterized by a high content of polyphenols among which is fustin. The anticancer activities of fustin, however, are extremely weakly studied. The aim of the prese...
Article
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The synthesis of 17 hybrid molecules, consisting of artesunate, a derivative of naturally occurring artemisinin, and synthetic 4-aryl-2-aminopyrimidines, is described. New compounds were designed to improve parent compounds' cytotoxic properties,...
Article
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In continuation of our study on Cotinus coggygria from Serbia, 10 known flavonoids (1-10) were isolated from the methylene chloride/methanol extract of the heartwood. They were tested for in vitro protective effect against chromosome aberrations in peripheral human lymphocytes, using the cytokinesis-block micronucleus assay. All tested compounds (i...
Article
The Marchantiophyta (liverworts) are rich sources of phenolic substances, especially cyclic and acyclic bis-bibenzyls, which are rare natural products in the plant kingdom, together with bibenzyls and characteristic terpenoids. At present, more than 125 bis-bibenzyls have been found in liverworts. They are biosynthesized from the dimerization of lu...
Article
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Liverworts are characterized by a high content of bioactive compounds reported to show antimicrobial, anticancer, and antioxidant properties. In this study, the biological effects of the methanol extract of the liverwort Pellia endiviifolia and its constituents, bis-bibenzyls perrottetin E, 10′-hydroxyperrottetin E, and 10,10′-dihydroxyperrottetin...
Article
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Eleven 31-methylenlanostane triterpenoids, i.e. seven 21- and four 26-oic acids, as well as a lupane triterpenoid betulin, isolated from the fruiting bodies of the mushroom Fomitopsis betulina were tested for in vitro protective effect on chromosome aberrations in peripheral human lymphocytes using cytochalasin-B blocked micronucleus (CBMN) assay....
Article
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Based on previous investigations where bis-bibenzyls isolated from liverworts showed various biological activities (cytotoxic, antimicrobial, and antiviral), we investigated their cytotoxic activity in several human cancer cell lines. From the methylene-chloride/methanol extract of the liverwort Pellia endiviifolia, three bis-bibenzyls of the perro...
Article
Full-text available
Tumor is one of the leading diseases of today. Chemotherapy and radiation therapy healing chances are limited, so some alternative methods are resorted to. Many papers indicated that garlic and organosulphur compounds diallyldisulphide (DADS) and diallyltrisulphide, which are main components of garlic decrease the cancer risk and inhibit the cell p...
Article
Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against...
Article
Lamiaceae (Labiatae) are an important group of medicinal plants, which have been used for treating heart disease in traditional medicine for centuries. These mainly aromatic plants are used as essential oils, extracts or isolated components (polyphenols, phenolic compounds, terpenes, iridoids etc.). Some Labiatae species (more than 30, such as corn...
Article
Full-text available
In the previous study, fifteen jatrophane diterpenes were isolated from the Euphorbia nicaeensis latex. Fourteen of them have been shown to be potent P-glycoprotein (P-gp) inhibitor in two MDR cancer cells (NCI-H460/R and DLD1-TxR). The aim of this study was to determine whether and which jatrophane diterpenes can be isolated from the root of the p...
Article
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Antimicrobial activity of methanol extracts of three thalloid liverworts, Marchantia polymorpha, Conocephalum conicum and Pellia endiviifolia and bis-bibenzyl marchantin A, the most dominant compound of M. polymorpha methanol extract, have been investigated in this research. 1H NMR spectroscopy revealed that the liverwort?s extract contains terpene...
Article
Full-text available
Little attention has been paid to the bryophytes as sources for human diet despite of the presence of 23000 species in the world. Some mosses contain vitamin B1, tocopherols, prostaglandin-like highly unsaturated fatty acids and phenolic compounds. On the other hand, liverworts contain enantiomeric mono-, sesqui- and diterpenoids to those found in...
Article
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Biotransformation of bis-bibenzyl perrottetin F (1), isolated from the liverwort Lunularia cruciata by Aspergillus niger, has been investigated. New metabolites (2-4) have been isolated using reversed phase semipreparative HPLC and their structures were established to be 8-hydroxyperrottetin F, C-7-C-8 cleaved product, and perrottetin F 6’-sulfate...
Article
The Trametes versicolor laccase catalyzed oxidation of chalcone butein afforded four dimers of aurone sulfuretin (i.e two regioisomeric pairs of diasteromers, 1 - 4) as the major products. The formation of the dimers was explained by a two step process involving initial cyclization of butein into aurone sulfuretin, followed by combining of two mole...
Article
Full-text available
The present study evaluates natural composition of Serbian roasted hazelnut skins (HS) with potential role in application as functional nutrient of various food products. Total phenols (TPC) and flavonoids contents (TFC) in HS extracts obtained with different ethanol concentrations (10%—I, 50%—II and 96%—III) and their antioxidant activities were i...
Article
Chemical and biocatalytic synthesis of seven previously undescribed marchantin A ester derivatives has been presented. Chemical synthesis afforded three peresterified bisbibenzyl products (TE1-TE3), while enzymatic method, using lipase, produced regioselective monoester derivatives (ME1-ME4). The antiproliferative activities of all prepared derivat...
Chapter
Natural products represent a key source of novel drug leads and their essential value in anticancer research is being increasingly recognized. The presence, quantity, and structural characteristics of natural compounds within the same species could differ between regions as a result of environmental variations contributing to intraspecific chemodiv...
Article
This study represents a continuation of exploring of the biological activities of the Artemisia santonicum essential oil. The previous investigation was focused on the antibacterial, antibiofilm, and antiquorum activities of A. santonicum essential oil and isogeranic acid as the main antibacterial constituent. The present study describes its antifu...
Article
Full-text available
A new flavonoid glucoside derivative, patuletin 3 -O-(2- O-feruloyl)-β-d-glucuronopyranosyl-(1→2)-β-d-glucopyranoside, named atriplexin IV (1), and three new triterpenoid saponin derivatives, two sulfonylated, β-d-glucopyranosyl-3 -O-(2- O-sulfo-β-d-galactopyranosyl)-(1→2)-α-l-arabinopyranoside-30-alolean-12-en-28-oate (2), named atriplexogenin I,...
Article
Seven new bisbibenzyls (1−7) were isolated from the methanol extract of the liverwort Lunularia cruciata along with one previously known bibenzyl and five known bisbibenzyls. The structures of compounds 1−7 were elucidated on the basis of the spectroscopic data. These newly isolated bisbibenzyls may be divided into two groups, the acyclic bisbibenzy...
Article
Full-text available
This study was performed to determine the main antibacterial compounds of the essential oil (ЕО) of saltmarsh plant Artemisia santonicum (Asteraceae). The combination of HPTLC and direct bioautography was used for the activity guided isolation of isogeranic acid as the main antibacterial constituent with remarkable antimicrobial activity, although...
Article
Full-text available
Swiss chard (Beta vulgaris L. var. cicla) is a leafy vegetable highly consumed in many parts of the world as a very popular ingredient of different diets. The purpose of this study was to evaluate effects of soil properties and fertilization on yield, mineral composition, total phenolics, antioxidant and biological activity of Swiss chard. The mine...
Article
New aurone epoxide, 2,10-oxy-10-methoxysulfuretin (14), and new auronolignan (15), named cotinignan A, were isolated by silica gel column and semipreparative HPLC chromatography from the methylene chloride/methanol extract of Cotinus coggygria Scop. heartwood. In addition, thirteen known secondary metabolites namely sulfuretin, 2,3-trans-fustin, fi...
Article
In this study, we compared the compositions, antimicrobial and potential antioxidant activities of essential oils of two Thymus endemic, wild-growing species – T. malyi Ronninger and T. lykae Degen et Jav. No information about its composition and biological activities of oils has been reported to the present day. Forty three compounds were identifi...
Article
Full-text available
Spices are not only just herbs used in culinary for improving the taste of dishes. They are also sources of a numerous bioactive compounds significantly beneficial for health. They have been used since ancient times because of their antimicrobial, anti-inflammatory and carminative properties. Several scientific studies have suggested their protecti...
Article
The reliability of diarylheptanoids as chemotaxonomic markers at inter- and intraspecific levels has been investigated. Six diarylheptanoids were quantified in bark ethanol extracts of four Alnus spp. populations by ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS). The populations described here as locus classicus Alnus...
Article
Full-text available
The composition of the essential oil (EO) obtained by hydrodistillation from the leaves of Thymus capitatus Hoff. et Link. growing wild in Sythonia (Greece) was analysed by GC-FID, GC-MS and quantitative ¹H NMR spectroscopy. Thirty nine compounds were identified, representing approximately 99.0% of the oil. Major component determined by GC-FID was...
Article
Full-text available
A number of potentially useful compounds with various biological activities can be obtained from plant metabolites by microorganisms. In present research, essential oil of Calamintha glandulosa was subjected to the biotransformation process by mycromicete Aspergillus Niger. GC/MS analyses of the original and biotransformed essential oil have reveal...
Article
The overall aim of this paper was to compare the multielement composition and antioxidant capacity of two Montenegrin Merlot wines obtained from specific vine clones (VCR1 and VCR 101) along with commercial Merlot wine throughout the consecutive vintages in 2010 and 2011. Elemental composition was analysed using inductively coupled plasma optical e...
Article
Diarylheptanoids are a group of secondary metabolites widely distributed in the Betulaceae family and characteristic for Alnus species. In this study, the chemotaxonomic power of diarylheptanoids, such as hirsutanonol-5-O-β-d-glucopyranoside, rubranoside A, oregonin, platyphylloside, alnuside A and hirsutanonol, has been investigated in combination...
Article
This study aimed to describe quality and potential health benefits of three Vranac wines obtained from new grape clones (CI, CII and CIII) recently developed and recognised. In this aim, their phenolic profiles, anti-2,2-Diphenyl-1-picrylhydrazyl (DPPH) radical activities along with metal compositions were analyzed. Compared with the commercial one...
Article
Full-text available
This manuscript describes the first detailed chemical investigation of endemic species Iris adriatica, including isolation and structure elucidation. Chemical analyses of the rhizome CH2Cl2/MeOH (2:1) extract revealed fourteen secondary metabolites, mainly isoflavonoids. Among isoflavonoids, two groups have been found: nigricin-type and tectorigeni...
Article
The overall aim was to compare the quality of two Montenegrin Merlot wines obtained from new vine clones (VCR1 and VCR 101) along with commercial Merlot wine throughout the consecutive vintages in 2010 and 2011, due to preliminary screening of the potential of novel Merlot vine clones for the wine industry. The content of phenolic compounds was det...
Article
Seven derivatives of pentacyclic triterpene acids (1-7) were isolated from the bark of Alnus viridis ssp. viridis using a combination of column chromatography and semipreparative HPLC. Compounds 1-3, 6, and 7 were determined to be new after spectroscopic data interpretation and were assigned as 27-hydroxyalphitolic acid derivatives (1-3), a 27-hydr...
Article
Samples of the selected red wine varieties grown in Montenegro (Merlot, Cabernet Sauvignon and Vranac; vintages 2010–2012) were compared according to total phenolic content, anti-DPPH radical activity, phenolic profile and elemental composition. All the samples showed profound anti-DPPH radical activity, due to high content of total phenolic compou...
Article
Full-text available
The chemical composition, antimicrobial and antiquorum sensing activity of the essential oil of Micromeria thymifolia (Scop.) Fritsch were investigated. Limonene, piperitone epoxide and piperitenone epoxide were found as the main constituents using a gas chromatography-mass spectrometry technique. In vitro antimicrobial activity of the oil was test...
Article
Full-text available
Diabetic bacterial foot infections (DBFIs) are limb-threatening complications in patients with diabetes mellitus, accounting for 50% of diabetes related lower limb amputations in developing countries, representing approximately 20 percent of all diabetes-related hospital admissions with significant healthcare-related costs involved. The widespread...
Article
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Liverworts are rich sources of terpenoids and aromatic compounds among which bis-bibenzyls are well known for their wide spectrum of biological activities. This is the first report of chemical analysis of the African liverwort Marchantia debilis Goebel. From the methanol extract marchantinquinone-1'-methyl ether was newly isolated together with thr...
Article
Diarylheptanoids from the barks of Alnus viridis ssp. viridis (green alder) and Alnus glutinosa (black alder) were explored for anti-quorum sensing activity. Chemicals with anti-quorum sensing activity have recently been examined for antimicrobial applications. The anti-quorum sensing activity of the selected diarylheptanoids was determined using t...
Article
Diarylheptanoids represent a group of plant secondary metabolites that possess multiple biological properties and are increasingly recognized for their therapeutic potential. A comparative study was performed on structurally analogous diarylheptanoids isolated from the bark of green (Alnus viridis) and black alder (Alnus glutinosa) to address their...
Article
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From the aerial parts of Atriplex littoralis, three new flavonoid glycosides named atriplexins I-III (1-3), a known flavonoid glycoside, spinacetin 3-O-β-d-glucopyranoside (4), arbutin (5), and 4-hydroxybenzyl-β-d-glucopyranoside (6) were isolated. Their structures were elucidated on the basis of detailed spectroscopic analysis, including 1D and 2D...
Article
Medicinal plants are recognized from ancient times as a source of diverse therapeutic agents and many of them are used as dietary supplements. Comprehensive approaches are needed that would identify bioactive components with evident activity against specific indications and provide a better link between science (ethno-botany, chemistry, biology and...
Article
Antimicrobial activity of fourteen diarylheptanoids isolated from the bark of black and green alder against twelve bacterial species (five Gram-positive and seven Gram-negative) and eight fungal strains has been reported. The most sensitive bacterial species were Klebsiella pneumoniae and Pseudomonas aeruginosa (Gram-negative), and Streptosporangiu...
Article
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The objective of this study was to investigate the nutritional value of seven samples of cold pressed pumpkin oil of different origins and influence of seed origin on the content of the most important bioactive components. Four samples of a pumpkin oil is obtained by cold pressing of the seeds of domestic and Austrian varieties, and three samples o...
Article
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Pumpkin fruit is used in a diet since ancient times especially in rural communities. The major contributory factors of nutritional and medicinal value of pumpkins are carotenoids, polysaccharides, vitamins, minerals, and phenolic compounds. Due to a very large fruit that it is not easy to consume a whole as well as short shelf-life of fresh-cut pum...
Article
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Procedure for isolation of pyrrolizidine alkaloids (PAs) from Rindera umbellata Bunge plant species was optimised. Different extraction media (methanol, ethanol and sulphuric acid), concentration and volume of sulphuric acid, pH of PA solution for alkaline extraction, extraction time and techniques (maceration, ultrasonic and overhead rotary mixer...
Article
Diarylheptanoids belong to polyphenols, a group of plant secondary metabolites with multiple biological properties. Many of them display antioxidative, cytotoxic, or anticancer actions and are increasingly recognized as potential therapeutic agents. The aim of this study was to evaluate antioxidant and cytoprotective activity of two diarylheptanoid...
Article
Nine diarylheptanoids, 1-9, catechin (11), and a phenolic glucoside, 10, were isolated from the bark of green alder (Alnus viridis). Four of the isolated compounds, i.e., 2, 5, 8, 10, are new. The structures of 1-11 were determined on the basis of spectroscopic data. All isolated compounds were evaluated for their in vitro protective effects on chr...
Article
Two volatile samples of the bryozoan Hyalinella punctata (seasonally collected from the same locality) were isolated (hydrodistillation, Clevenger apparatus), identified (GC and GC-MS) and screened in vitro (EPR) for anti-hydroxyl radical activity. The main components of sample 1 (2-ethyl-1-hexanol 37.00%, dodecanol 21.40% and hexanal 8.40%) and sa...
Article
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Further phytochemical investigation of the aerial parts of Achillea clavennae has resulted in the isolation of three new sesquiterpene lactones: two highly oxygenated germacranolides (1, 2) and the iso-seco-guaianolide 9(R)-acetoxy-3-O-methyl-iso-seco-tanapartholide (3). Eight known compounds were also found, of which 9α-acetoxycanin (5), sintenin...
Article
Arnica (Arnica montana L.) is a perennial mountain plant whose flower heads are mainly used for topical treatment of bruises and sprains in phytopharmaceutical preparations such as ointments, creams and gels. In this study, different models of arnica cultivation have been tested in three-year field trial arranged in 2 × 3 × 2 factorial design. Plan...
Article
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The examination of the aerial parts, roots, and seeds of the endemic plant Rindera umbellata is reported in this paper for the first time. Phytochemical investigation of R. umbellata led to the isolation and characterization of ten pyrrolizidine alkaloids and eleven fatty acids in the form of triglycerides. Pyrrolizidine alkaloids 1-9 were found in...
Article
Antioxidant (AO) activity of extracts of hop cones (Serbian domestic varieties) and commercial hop products (Saaz, Spalter, Spalter select and Magnum pellets) was determined by parallel application of recently developed direct current (DC) polarographic and widely used DPPH assay. Correlations between 2,2-diphenyl-1-picrylhydrazyl radical (DPPH) sc...
Article
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A study of secondary metabolites from the bark of Alnus glutinosa led to the isolation of fourteen diarylheptanoids: oregonin (1), platyphylloside (2), rubranoside A (3), rubranoside B (4), hirsutanonol (5), hirsutenone (6), hirsutanonol-5-O-β-D-glucopyranoside (7), platyphyllonol-5-O-β-D-xylopyranoside (8), aceroside VII (9), alnuside A (10), alnu...
Data
Stability of bioactive compounds present in a herbal liqueur, as well as its sensory attributes were surveyed during a year – long storage under various conditions. The antioxidant activity, the total content of phenolic and flavonoid compounds, their antioxidant effectiveness, as well as antibacterial and antifungal activity, were found dependent...
Article
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The genus Micromeria L. of family Lamiaceae includes about 130 species, widely distributed in the Mediterranean region [1]. Often aromatic, Micromeria species are reported to have many pharmacological activities including anaesthetic, antiseptic, antirheumatic and CNS-stimulant effects [2]. The extracts of some Micromeria species have significant a...
Article
The composition of the essential oil of Satureja montana was examined by gas chromatography–mass spectrometry and 1H nuclear magnetic resonance spectroscopy. Forty-three compounds were identified, representing approximately 99% of the oil. Major components were γ-terpinene (8.7%), p-cymene (16.9%) and carvacrol (44.5%). The oil was tested for its a...

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