Institute of Cosmetology

Wrocław, Poland

Institute of Cosmetology

Wrocław, Poland
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Strub D.J.,AGH University of Science and Technology | Garbos A.,AGH University of Science and Technology | Lochynski S.,AGH University of Science and Technology | Lochynski S.,Institute of Cosmetology
Arkivoc | Year: 2016

3(RS)-Hydroxy-2-methylenebutanenitrile was synthesized from acetaldehyde and acrylonitrile with DABCO as a catalyst. Optimization of the reaction conditions was conducted because some literature procedures were not reproducible. Asymmetric transesterification of the Morita-Baylis-Hillman adduct was carried out using ten lipases. The hydroxyl-nitrile was also esterified chemically and subjected to enzymatic hydrolysis with the same set of enzymes. The best results were obtained with lipase from Candida antarctica and Novozyme 435. The absolute configuration of an optically pure hydroxyl-nitrile was determined by Mosher's method. [PRESENTED EQUATION] © ARKAT USA, Inc.

Koziol A.,Wroclaw University of Technology | Stryjewska A.,Wroclaw University of Technology | Librowski T.,Jagiellonian University | Salat K.,Jagiellonian University | And 4 more authors.
Mini-Reviews in Medicinal Chemistry | Year: 2014

Monoterpenes, the major components of essential oils, belong to the group of isoprenoids containing ten carbon atoms. Being widely distributed in the plant kingdom they are extensively used in cuisine and human health care products. Studies have shown that both natural monoterpenes and their synthetic derivatives are endowed with various pharmacological properties including antifungal, antibacterial, antioxidant, anticancer, antiarrhythmic, anti-aggregating, local anesthetic, antinociceptive, anti-inflammatory, antihistaminic and anti-spasmodic activities. Monoterpenes act also as regulators of growth, heat, transpiration, tumor inhibitors, inhibitors of oxidative phosphorylation, insect repellants, feline and canine attractants and antidiabetics. These interesting activities which might be potentially used not only in pharmaceutical, but also food and cosmetic industries are discussed below. © 2014 Bentham Science Publishers

Kaczmarczyk D.,Wroclaw University of Technology | Kaczmarczyk D.,Institute of Cosmetology | Lochynski S.,Wroclaw University of Technology | Lochynski S.,Institute of Cosmetology
Polish Journal of Natural Sciences | Year: 2014

Fermented tea broth (known as Kombucha) has been used for ages in many countries, especially in Japan, Russia, China and Eastern Europe. Nowadays, this beverage is generally regarded a universal natural medicament having a strengthening effect on the human body. Kombucha beverage is popular because of its favourable effect on human health. Its composition includes: B vitamins, C vitamin, mineral components and organic acids. It is believed that Kombucha decreases the risk of cancer, prevents circulation disorders, improves the function of the digestive system, mitigates inflammatory conditions and has a favourable effect on the skin, hair and nails. The composition and properties of tea are well documented. Regrettably, the scientific information on the composition, effect on human body and properties of Kombucha is sparse. The goal of this paper is to present the properties and composition of Kombucha beverage as well as its biological activity and potential favourable effect on the human body.

Strub D.,Wroclaw University of Technology | Balcerzak L.,Wroclaw University of Technology | Lochynski S.,Institute of Cosmetology
Current Organic Chemistry | Year: 2014

In this article we present (+)-3-carene as a valuable source for the synthesis of compounds with various odoriferous properties. Described compounds consist of carane, bicyclo[3.1.0]hexane, and gem-dimethylcyclohexane system in their structure. Olfactory comparative analysis with regard to the structure has been discussed. Fragrance of molecules varies from different fruit notes to floral and woody. Future prospects regarding application of biocatalysts towards synthesis of compounds with olfactory properties are briefly discussed and the synthesis details are also presented to show the simplicity of the preparation of some valuable fragrant molecules. The major part of our study has been previously described only in patents that in our opinion makes this paper a valuable data source of olfactory characteristics of low-molecular compounds derived from (+)-3-carene. © 2014 Bentham Science Publishers.

Wincza E.,Wroclaw University of Technology | Lochynski S.,Wroclaw University of Technology | Lochynski S.,Institute of Cosmetology
Arkivoc | Year: 2012

Starting from (+)-3-carene 1, naturally occurring bicyclic, monoterpene hydrocarbon, (-)-cis- carane-4-one 3 was obtained as a result of the two-step synthesis. Our investigations were focused on the optimization of chemical Baeyer-Villiger reaction of 3 leading to å-lactones. A mixture of terpenoid lactones 4a, 4b was obtained and next separated using column chromatography. The pure compounds were subjected to the evaluation of antifeedant activity towards three species of storage insects. Fusarium culmorum, Fusarium oxysporum and Aspergillus niger were chosen among six fungal strains to perform microbiological Baeyer- Villiger oxidation. As a result, three derivatives were isolated and characterized by spectroscopic methods. ©ARKAT-USA, Inc.

Kuriata-Adamusiak R.,Wroclaw University of Technology | Strub D.,Wroclaw University of Technology | Lochynski S.,Wroclaw University of Technology | Lochynski S.,Institute of Cosmetology
Applied Microbiology and Biotechnology | Year: 2012

Biotransformations are a standard tool of green chemistry and thus are following the rules of sustainable development. In this article, we describe the most common types of reactions conducted by microorganisms applied towards synthesis of chiral terpenoid derivatives. Potential applications of obtained products in various areas of industry and agriculture are shown. We also describe biological activity of presented compounds. Stereoselective hydroxylation, epoxidation, Baeyer-Villiger oxidation, stereo- and enantioselective reduction of ketones, and various kinetic resolutions carried out by bacteria and fungi have been reviewed. Mechanistic considerations regarding chemical and enzymatic reactions are presented. We also briefly describe modern approaches towards enhancing desired enzymatic activity in order to apply modified biocatalysts as an efficient tool and green alternative to chemical catalysts used in industry. © 2012 The Author(s).

Szebesczyk A.,Institute of Cosmetology | Olshvang E.,Weizmann Institute of Science | Shanzer A.,Weizmann Institute of Science | Carver P.L.,University of Michigan | Gumienna-Kontecka E.,Wrocław University
Coordination Chemistry Reviews | Year: 2016

Innovative strategies are needed to address the current lack of clinically available antifungal drugs and for diagnostic techniques. 'Repurposing' of antifungal drugs, similar to techniques currently being utilized with 'older' antibacterial drugs in order to combat widespread resistance in the face of a dearth of new drugs, could prove beneficial. Although as yet very limited for fungi, a siderophore-based 'Trojan Horse' strategy, in the form of siderophore-antibiotic conjugates, siderophore-fluorescent probe conjugates, or Ga(III)-siderophore complexes, reveals potential clinical relevance and provides a strategy for targeting fungal infections through drug delivery, imaging, and in diagnostics. The application of siderophores against pathogenic fungi is evolving but is still far from its full potential, and further studies are needed to demonstrate their advantages and limitations.One of the biggest obstacles in developing fungus-specific diagnostics and side-effects-free therapeutics is that apart from the fungal cell wall, fungi are metabolically similar to mammalian cells; thus, pathogen-specific targets are extremely limited. One of the few fundamental differences between fungal and mammalian cells lies in the iron acquisition system. The most common mechanism is mediated by small organic chelators - siderophores, often essential for fungal virulence and pathogenicity. Fungi synthesize mainly hydroxamate-type siderophores, which are excreted into the environment, and bind ferric ions with high affinity and selectivity. Delivery of iron-loaded siderophores back to the pathogen occurs via specific membrane receptors and transport proteins.Natural siderophores are generally not species-specific; they exhibit broad-spectrum activity and can be recognized by various types of microorganisms. Moreover, they generally miss proper sites for incorporating additional functionalities; e.g. fluorescent probes, surface-adhesive moieties or drug molecules, to be used for imaging and/or as therapeutic conjugates smuggled into microbial species via siderophore recognition and a 'Trojan Horse' strategy. Biomimetic analogues can overcome both these limitations and offer novel tools for both diagnostics and therapeutics. Siderophore mimics with a narrow spectrum of activity offer the possibility of developing selective diagnostic tools, while those with broad-spectrum activity may find therapeutic applications as antifungal drug delivery tools. © 2016 Elsevier B.V.

Balcerzak L.,Wroclaw University of Technology | Lipok J.,University of Opole | Strub D.,Wroclaw University of Technology | Lochynski S.,Wroclaw University of Technology | Lochynski S.,Institute of Cosmetology
Journal of Applied Microbiology | Year: 2014

Summary: Monoterpenes are widely used in food technology, cosmetic and pharmaceutical industries and as compounds of agricultural importance. It is known that compounds comprising this class can be transformed by a variety of organisms, namely by: bacteria, fungi, yeasts, plants or isolated enzymes. Biotransformations, as one of the most important tools of green chemistry, allow obtaining new products using whole cells of micro-organisms or isolated enzymes in mild reaction conditions. Therefore, biotransformations of monoterpenes, by different type of reaction such as: epoxidation, oxidation and stereoselective hydroxylation, resulted in the production of so desired, enantiomerically defined compounds that can be advised as natural seem to be interesting. Bearing in mind that such processes are carried out also by easy to maintain, photoautotrophic micro-organisms cultivated at large scale, this paper is focused on biotransformations of acyclic, monocyclic and bicyclic monoterpenes by freshwater or haliphylic cyanobacteria and microalgae on the way of mainly stereoselective hydroxylation. Moreover, aspects of potential industrial application of obtained products in medicine, perfume, cosmetics and food industry are discussed. © 2014 The Society for Applied Microbiology.

Pekala J.,Wroclaw University of Technology | Patkowska-Sokola B.,Wrocław University of Environmental and Life Sciences | Bodkowski R.,Wrocław University of Environmental and Life Sciences | Jamroz D.,Wrocław University of Environmental and Life Sciences | And 4 more authors.
Current Drug Metabolism | Year: 2011

L-Carnitine is an endogenous molecule involved in fatty acid metabolism, biosynthesized within the human body using amino acids: L-lysine and L-methionine, as substrates. L-Carnitine can also be found in many foods, but red meats, such as beef and lamb, are the best choices for adding carnitine into the diet. Good carnitine sources also include fish, poultry and milk. Essentially, L-carnitine transports the chains of fatty acids into the mitochondrial matrix, thus allowing the cells to break down fat and get energy from the stored fat reserves. Recent studies have started to shed light on the beneficial effects of L-carnitine when used in various clinical therapies. Because L-carnitine and its esters help reduce oxidative stress, they have been proposed as a treatment for many conditions, i.e. heart failure, angina and weight loss. For other conditions, such as fatigue or improving exercise performance, L-carnitine appears safe but does not seem to have a significant effect. The presented review of the literature suggests that continued studies are required before L-carnitine administration could be recommended as a routine procedure in the noted disorders. Further research is warranted in order to evaluate the biochemical, pharmacological, and physiological determinants of the response to carnitine supplementation, as well as to determine the potential benefits of carnitine supplements in selected categories of individuals who do not have fatty acid oxidation defects. © 2011 Bentham Science Publishers © 2011 Bentham Science Publishers.

Strub D.J.,Wroclaw University of Technology | Kula J.,Technical University of Lodz | Sikora M.,Technical University of Lodz | Gibka J.,Technical University of Lodz | And 2 more authors.
Flavour and Fragrance Journal | Year: 2016

Novel semi-synthetic fragrant compounds were prepared from both isomers of carvone. Deprotonation of (+) and (-)-carvone oximes with sodium hydride and subsequent O-Alkylation with various alkyl halides in DMSO resulted in 18 ethers. Scents of most synthesized compounds are agreeable. A shift of fragrance is observed between substrates. The scent of (-)-carvone resembles that of spearmint and (+)-carvone - caraway. The fragrance of carvone oximes is similar, vegetable-like. Significant differences were observed between homologous series of carvone oxime ethers. Their odours range from vegetable-like (pickled cucumber, leaves of horseradish and carrot, scallion and onion) and herbaceous to sulphuric, floral (lily) and fruity (blackcurrant and pear). © 2016 John Wiley & Sons, Ltd.

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