Marko Mladenović

University of Nis | NIS · Department of Chemistry (PMF)

Motivated by the culinary and ethnopharmacological use of Acmella oleracea (L.) R.K. Jansen, this study aimed to unveil new chemical compounds from its essential oil (EO). Acmella oleracea, known for its anesthetic and spicy properties, has been used in traditional medicine and cuisine, particularly in Northern Brazil. Through a detailed GC-MS anal...

This work is focused on the characterization of the composition of a CO 2 supercritical fluid extract of Aquilaria sinensis (Chinese agarwood) collected in the Dongguan area (China) and infected by mechanical methods. The constituents of this extract were analyzed by gas chromatography-mass spectrometry (GC-MS) and quantified accurately by gas chro...

BACKGROUND Elder (Sambucus nigra L.) has relevance for the food, fragrance and pharmaceutical industries. Flowers of this species emit a very pleasant scent; for processing purposes, inflorescences are either collected from the wild or harvested from a cultivated crop. The study of elderflower‐derived volatiles bears both phytochemical and commerci...

Numerous millipede species produce a defensive secretion that contains a variety of volatile compounds grouped into alkaloids, quinones, phenols, and esters. 1 Chemical composition of defensive secretion is unknown for the majority of members of the genus Pachyiulus Berlese, 1883 and up to now analyses of secretion constituents were done only for P...

Amazon rainforest is one of the most significant biodiversity hotspots in the world and represents a phytochemical gold mine with countless plant species with immense pharmacological potential. 1 One of them is paracress (Acmella oleracea (L.) R. K. Jansen (Asteraceae)) with already proven pharmacological properties including, but not limited to an...

The genus Doronicum (Asteraceae) comprises 26 different plant species, mostly distributed in Europe and southwest Asia. Although some of the monoterpenoids, sesquiterpenoids, and diterpenoids from Doronicum species possess significant biological activity, the genus is still poorly phytochemically and pharmacologically studied. Doronicum columnae Te...

Herein, comprehensive data of NMR, MS, IR, and gas chromatography (RI) obtained by GC-MS on commonly used capillary columns of different polarity (non-polar DB-5MS and polar HP-Innowax) of a series of esters of all constitutional isomers of hexanoic acid with a homologous series of ω-phenylalkan-1-ols (phenylmethanol, 2-phenylethanol, 3-phenylpropa...

Ethnopharmacological relevance: Among the fewest drugs discovered are those belonging to the class of anxiolytics. Although some drug targets for anxiety disorders are established, it is hard to modify and selectively choose the active principle for those targets. Thus, the ethnomedical approach to treating anxiety disorders remains one of the mos...

Citation: Mladenović, M.Z.; Ristić, M.N.; Bogdanović, A.I.; Ristić, N.R.; Boylan, F.; Radulović, N.S. Wax Composition of Serbian Dianthus spp. (Caryophyllaceae): Identification of New Metabolites and Chemotaxonomic Implications. Abstract: Although ethnopharmacologically renowned, wax constituents of Dianthus species were sporadically studied. A com...

Tree Morus species are growing in Serbia, Morus alba, Morus nigra and Morus rubra. Morus leaves are used in traditional medicine, and after collecting them, drying is most practiced method for preservation. Hydrodistillation of 2 fresh and 2 dryed for one month samples of Morus alba and nigraleaves was done by using the original Clevenger-type appa...

Motivated by the ethnopharmacological use of Pulicaria dysenterica, in the present study, the antimicrobial potential of the extracted essential oil was investigated against a panel of eighteen microorganism strains. Additionally, anti-acetylcholinesterase and antispasmodic (isolated rat dis-tal colon) activities, general acute toxicity (Artemia sa...

L-Glutamic acid decarboxylase (GAD) is an enzyme that ensures the balance between the levels of two neurotransmitters, γ-aminobutyric acid (GABA) and L-glutamic acid (L-Glu), necessary for proper brain functioning. A reduction in the concentrations of GABA and/or GAD activity has been implicated in the symptoms associated with epilepsy, which could...

Lemon balm (Melissa officinalis L.) is a well-known ethnomedicinal herb with a wide profile of beneficial properties; however, its application, especially its essential oil, was found to possess the most prominent impact on the central nervous system (CNS) functioning. Neurotransmitters are the core of brain functioning, and their disbalance is beh...

Inflammatory bowel diseases (IBM), such as Crohn's disease, and their common complications represent a global health challenge. Many pyrazole derivatives, such as the spasmolytic drug metamizole, have already found their place among the frequently used therapeutic agents. Alteration of the structure of established therapeutic drugs by introducing a...

Ethnopharmacological relevance Besides psyche-related symptoms, patients with anxiety disorders can have a large number of somatic symptoms as well. Although the treatment of these disorders is mainly focused on resolving their mental component, one cannot neglect the need for the treatment of accompanying somatic symptoms. Melissa officinalis L. (...

Esters of angelic, senecioic and tiglic acids with various saturated/ unsaturated/aromatic alcohols contribute to the aroma of many essential oils. However, mass spectrometry with electron-impact ionization sometimes fails to distinguish these regio-/geometric isomers and this was the case with the minor constituent of Helichrysum italicum (immorte...

Structural elucidation of three new sesquiterpenoids, namely, (1Z,4E)-lepidoza-1(10),4-dien-14-ol (1), rel-(1(10)Z,4S,5E,7R)-germacra-1(10),6 diene-11,14-diol (2), and rel-(1(10)Z,4S,5E,7R)-humula-1(10),5-diene-7,14-diol (3), isolated from the liverwort Conocephalum conicum, was accomplished by a combination of extensive NMR experiments, 1H NMR sim...

Helichrysum italicum (immortelle) is a dwarf aromatic shrub native to the Mediterranean region. The typical subspecies (italicum) produces an essential oil rich in neryl acetate and characteristic β-diketones, italidiones, highly valued in the perfume industry. As esters are an important group of aroma-active volatiles, herein the composition of th...

A mixture of four diastereomeric oximes was prepared starting from citral, an inexpensive mixture of neral and geranial ((Z)- and (E)-3,7-dimethylocta-2,6-dienal, respectively), in a solvent-free mechano-chemical reaction with NH2OH•HCl/NaOH, at room temperature. All stereoisomeric oximes ((1E,2E), (1Z,2E), (1E,2Z), and (1Z,2Z)) were isolated in pu...

Introduction: Minor plant constituents are difficult to identify due to the challenging isolation and acquiring of reliable spectral data. Essential oils abound in such minor constituents that might be of high importance for their (e.g. olfactory) properties. The presence of new minor constituents is usually inferred from gas chromatography mass s...

Lemon balm (Melissa officinalis) represents one of the most renowned plant species used for the treatment of different medical conditions, but it is predominantly used by patients suffering from central nervous system disorders. The gastrointestinal system function is liable to the influence of ingested substances, and this is especially true for i...

The genus Pulicaria (Compositae) consists of ca. 100 species with a distribution from Europe to North Africa and Asia [1]. Although some of the flavonoids, sesquiterpenoids, and diterpenoids from Pulicaria species possess significant bioactivities, the genus is still poorly phytochemically and pharmacologically studied [1]. Analyses by GC and GC-MS...

Despite being renowned for its volatiles, the data on the toxicity of the essential oil of lemon balm (Melissa officinalis L., Lamiaceae) is rather limited compared to its solvent/water-soluble extractibles. In this study, the aerial parts essential oil of M. officinalis, with over 130 constituents identified herein, 26 of which detected for the fi...

A recent identification of eugenyl (allylmethoxyphenyl) esters as Anthemis segetalis Ten. (Asteraceae) essential oil constituents, accomplished by means of organic synthesis, motivated us to expand the existing synthetic library with an aim to examine the generality of structure‐chromatographic property relationships within this series of volatiles...

Structural elucidation of a new triquinane sesquiterpenoid, presilphiperfolane-7α,8α-diol, 1a, isolated from Pulicaria vulgaris, was accomplished by combining solvent-induced removal of chemical shift degeneracy and computational (DFT-GIAO) prediction of NMR spectra with the analysis of 1H NMR splitting patterns. In addition to extensive NMR experi...

Helleborus species (family Ranunculaceae) are evergreen, rhizomatous plants with scientifically demonstrated biological/pharmacological activities [1]. Nonetheless, the essential oils of the genus are general poorly phytochemically and pharmacologically investigated. Helleborus odorus Waldst. & Kit. ex Willd. (‘fragrant hellebore’ or ‘kukurek’ in S...

The genus Pulicaria (tribe Inuleae of the Compositae family) consists of ca. 100 species with a distribution from Europe to North Africa and Asia, particularly around the Mediterranean [1]. A number of compounds from Pulicaria species (flavonoids, sesquiterpenoids, and diterpenoids) possess significant bioactivities, and they could be promising can...

The genus Dianthus L. (Caryophyllaceae) comprises over 300 species of herbaceous plants that are spread over a vast area, especially in the Mediterranean region. Species of this genus, represented with 38 taxa in the Serbian flora, have attracted attention due to the very beautiful flower color combinations ranging from white to deep purple [1]. Th...

Detailed GC and GC-MS analysis of a diethyl ether washings of fresh flowers of Dianthus cruentus Griseb. (Caryophyllaceae) enabled the identification of 153 constituents. The major identified compounds were long-chain n-alkanes - pentacosane (5.0 %), heptacosane (19.5 %) and nonacosane (6.5 %). Detailed analyses, in combination with synthesis and c...

Statement of the Problem: The essential oil of M. officinalis leaves is held in high esteem for its use in aromatherapy (1), however, due to the low yield of the essential oil, its production cost is very high. A myriad of beneficial biological activities of this essential oil was reported and its composition has been extensively studied (2). Stran...

Different types of Melissa officinalis L. (Lamiaceae) extracts were historically and are contemporarily used as mood and cognitive function modulators. Although previous studies pinpointed rosmarinic acid as the main active principle (Scholey et al., 2014), the essential oil, for which lemon balm is renowned for, is poorly investigated in this sens...

Detailed GC and GC/MS analyses of essential-oil samples obtained by hydrodistillation of Morus alba L. and M. nigra L. leaves (four samples) allowed the identification of 131 constituents representing 95.1 - 96.4% of the total GC peak areas. The most abundant compounds classes were alkanes, diterpenoids, carotenoid-derived compounds and fatty acid-...

Motivated by a recent identification of two homologous series of branched butanoates and pentanoates in S. pecten-veneris essential oil, with an apparently regular change of their retention index (RI) values, we decided to examine the generality of such structure-chromatographic property relationship. Based on the experimentally obtained retention...

The perennial herb Melissa officinalis L. (Lamiaceae) is commonly known as lemon balm, owing to its citrus aroma. The essential oil of M. officinalis leaves is held in high esteem for its use in aromatherapy; however, due to the low yield of the essential oil, its production cost is very high. A myriad of beneficial biological activities of this es...

The genus Morns L. (Moraceae), commonly known as mulberries, comprises about 16 species of deciduous, wild-growing/cultivated trees that are spread across, many temperate world regions, especially in Northern hemisphere. Morus alba L. (white mulberry or 'beli dud' in Serbian) is a short-living, fast-growing, small to medium-sized tree. Today, white...

The essential oil of Achillea ageratifolia (Sm.) Boiss. subsp. serbica (Nyman) Heimerl (Asteraceae) revisited: the stereochemical nomenclature issues, structural elucidation and synthesis of (new) sabinyl esters Abstract: Serbian Yarrow (Achillea ageratifolia (Sm.) Boiss. subsp. serbica (Nyman) Heimerl, Asteraceae) is a poorly investigated taxon, e...

Lichens are used for human, animal nutrition, healing and for production of colours, perfumes and alcohol. The aim of this study is to evaluate antioxidant, antimicrobial, antibiofilm and cytotoxic potential of Cladonia foliacea and Hypogymnia physodes.Chemical profiling of three types of lichen extracts (acetone, ethylacetate and methanol extracts...

The possible applicability of (un)targeted metabolomics (volatile metabolites) for revealing taxonomic/evolutionary relationships among Senecio L. species (Asteraceae; tribe Senecioneae) was explored. Essential-oil compositional data of selected Senecio/Senecioneae/Asteraceae taxa (93 samples in total) were mutually compared by means of multivariat...

The antioxidative, antimicrobial and antibiofilm potentials of acetone, ethyl acetate and methanol extracts of lichen species Platismatia glauca and Pseudevernia furfuracea were evaluated. The phytochemical analysis by GC, GC/MS and NMR revealed caperatic acid, atraric acid, atranorin and chloroatranorin as the predominant compounds in Platismatia...

Scandix pecten-veneris L. (Apiaceae) is a weed species used in Iran and Turkey for medicinal purposes. The latest phytochemical reports on this umbellifer date to the 1980s. Motivated by a recent discovery of a series of chemotaxonomically important volatile long-chain n-alkyl isomeric butanoates and pentanoates from a related taxon, S. balansae, t...

Abstract A library of 16 2-substituted methyl acetoacetates containing ferrocenyl or phenyl units was designed to disclose differences in the antimicrobial activity of ferrocenecontaining compounds and their phenyl analogs. Two methyl acetoacetates, whose structures do not contain an aromatic nucleus, were also included in order to probe the inhere...

To determine the exact structure of previously tentatively identified minor essential-oil constituents of a Chamomile species (Antemis segetalis Ten. (Asteraceae)), we have synthesized a small combinatorial library of 54 regioisomeric allylmethoxyphenyl pentanoates and 2-pentenoates (49 completely new compounds). GC-MS in combination with 1D- and 2...

Analyses by GC and GC/MS of an essential-oil sample obtained from dry fruits of Scandix balansae Reut. ex Boiss. allowed the identification of 81 components, comprising 91.4% of the total oil composition. Interestingly, the major identified volatile compounds were medium-chain-length n-alkanes, i.e., tridecane (6.7%), pentadecane (13.4%), and hepta...

The fruit essential oils of two populations of Astrantia major L. (Apiaceae, subfamily Saniculoideae) were analyzed in detail by GC and GC/MS analyses. Seventy-six constituents identified accounted for 92.7-94.0% of the oils. The two oils differed significantly: the wild-growing population from Serbia contained zingiberene (47.9%), β-bisabolene (9....