Daniel Jan Strub

• PhD - organic chemistry, M.Sc. - biotechnology, M.Sc. - organic chemistry
• Professor (Assistant) at Wrocław University of Science and Technology

Currently, one of the most serious global problems is the increasing incidence of infectious diseases. This is closely related to the increase in antibiotic use, which has resulted in the development of multidrug resistance in microorganisms. Another problem is the numerous microbiological contaminations of cosmetic products, which can lead to dang...

Due to their toxicity, some aroma chemicals are banned by national, regional, and international regulatory bodies. As a result, the development of novel fragrance compounds is in line with the goals of several industrial sectors, including household chemistry, cosmetics, and fragrance. In this study, we examine the effects of new potential fragranc...

Despite the large number of odoriferous compounds available, new ones with interesting olfactory characteristics are desired due to their potentially high commercial value. Here, we report for the first time mutagenic, genotoxic, and cytotoxic effects, and antimicrobial properties of low-molecular fragrant oxime ethers, and we compare their propert...

Essential oils and aromatic extracts (oleoresins, absolutes, concretes, resinoids) are often used as food flavorings and constituents of fragrance compositions. The flavor and fragrance industry observed significant growth in the sales of some natural materials during the COVID-19 outbreak. Some companies worldwide are making false claims regarding...

Volatile oxime ethers are chemically and biologically interesting compounds since they are hydrolytically stable and can exhibit agreeable sensory traits. We aimed to develop a straightforward combinatorial strategy for the discovery of novel odorants for functional perfumery. We have created and screened small combinatorial libraries of 380 compou...

Due to market and legislative expectations, there is a constant need to explore new potential antimicrobial agents for functional perfumery. In this study, we evaluated the antimicrobial activity of 53 low molecular oximes and the corresponding carbonyl compounds against Escherichia coli, Enterococcus hirae, Pseudomonas aeruginosa, Bacillus cereus,...

Essential oils and aromatic extracts (oleoresins, absolutes, concretes, resinoids) are often used as food flavorings and constituents of fragrance compositions. The flavor and fragrance industry observes significant growth in sales of some natural materials during the COVID-19 outbreak. Some companies worldwide are making false claims regarding the...

Terpenoids with lactone moieties have been indicated to possess high bioactivity. Certain terpenoid lactones exist in nature, in plants and animals, but they can also be obtained by chemical synthesis. Terpenoids possessing lactone moieties are known for their cytotoxic, anti-inflammatory, antimicrobial, anticancer, and antimalarial activities. Mor...

Oximes, which are highly bioactive molecules, have versatile uses in the medical sector and have been indicated to possess biological activity. Certain oximes exist in nature in plants and animals, but they are also obtained by chemical synthesis. Oximes are known for their anti-inflammatory, antimicrobial, antioxidant and anticancer activities. Mo...

Oximes, which are highly bioactive molecules, have versatile uses in the medical sector and have been indicated to possess biological activity. Certain oximes exist in nature in plants and animals, but they are also obtained by chemical synthesis. Oximes are known for their anti-inflammatory, antimicrobial, antioxidant and anticancer activities. Mo...

A small library of 57 low molecular weight oximes was prepared from fragrant aldehydes and ketones, and their olfactory profiles were determined. The most substantive and interesting in terms of the sensory impressions were (+)-isomenthone oxime (fresh, musty, green) and cyclocitral oxime (earthy with patchouli, moss and leather notes). The linear...

A series of new benzene-based derivatives was designed, synthesized and comprehensively characterized. All of the tested compounds were evaluated for their in vitro ability to potentially inhibit the acetyl- and butyrylcholinesterase enzymes. The selectivity index of individual molecules to cholinesterases was also determined. Generally, the inhibi...

Bioreductive capabilities of four morphologically different strains of cyanobacteria have been assessed in this work. Arthrospira maxima, Leptolyngbya foveolarum, Nodularia sphaerocarpa and Synechococcus bigranulatus were applied as catalysts for the reduction of acetophenone to the corresponding chiral phenylethyl alcohol. The process was modified...

The major drawbacks of native lipase applications in processes occurring in water or in organic solvents include: difficulties in catalyst recycling, low activity and operational instability. The immobilization of Burkholderia cepacia lipase by adsorption or covalent binding onto 5 differently functionalized carriers (silica, acrylic, cellulose-bas...

The bioluminescence inhibition bioassay using marine bacteria Vibrio fischeri is widely used as a tool to assess the toxicity of chemical compounds, because of the many benefits comprising cost and time effectiveness, rapidness, sensitivity, and ease of operation. In addition, the test is used for various types of organic and inorganic compounds. D...

Kinetic resolution of a non-equimolar mixture of optical isomers may be a problem, and no study on the very fast, high-yield continuous-flow resolution process has been reported. In this paper, we demonstrate the exceptional performance of the microstructured monolithic reactor in the continuous kinetic resolution of the non-equimolar mixture (S:R...

The ecotoxicity assessment of new substances is crucial for their considered launch on the market. Due to various properties of chemical compounds, however, the application of biotests can be challenging. In the case of insoluble compounds, a proper, non-toxic solvent must be applied. The presented preliminary results demonstrate the extremely high...

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-nitril...

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 o...

Background: Anxiety-related disorders are among the most common mental illnesses in the world for which benzodiazepines, buspirone and antidepressant drugs remain the first-line treatment. These drugs have good efficacy but they have numerous disadvantages, such as drug abuse potential, delayed onset of action or tolerance. A literature review rev...

Incubation of the Colorado potato beetle aggregation pheromone, (S)-1,3-dihydroxy-3,7-dimethyl-6-octen-2-one, with antennal or leg extracts from this beetle gave 6-methyl-5-hepten-2-one as the major product. This ketone was used as a substrate in a stereoselective synthesis of the pheromone. It was attached to the butanediacetal of glycolic acid wi...

Limonoids are chemically classified on the basis of the four rings, marked as A, B, C and D in the intact triterpene nucleus with various oxidative modifications. The structural variations of limonoids found in Rutaceae species are lesser than in species of Meliaceae. Limonoids isolated from the plant family Meliaceae are more complex with very hig...

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 g...

O-alkylation of (+) and (-)-fenchone oximes with various alkyl halides led to 20 novel ethers. Better results were obtained when mild reaction conditions were employed (i.e., aprotic, polar solvent and room temperature). The hydrolytic kinetic resolution of the O-glycidyl derivative was carried out using cobalt-salen catalysts. The best results wer...

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 va...

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 agr...

Previous studies of the propranolol monoterpene derivative (-)-4-[2-hydroxy-3-(N-isopropylamino)-propoxyimino]-cis-carane hydrochloride (KP-23) and its diastereoisomers, KP-23R and KP-23S, demonstrated different effects on the cyclic AMP generating system as well as anti-inflammatory, analgesic, antihistaminic and antioxidant activity. The present...

In the search of new chiral derivatives with olfactory properties we performed stereoselective reactions mediated by different strains of microorganisms such as Aspergillus niger, Fusarium oxysporum, Fusarium culmorum, Hansenula anomala and Streptomyces lusitanus StA. Oxidation of (+)-3-carene with O2 and CrO3 led to (+)-3-carene-5-one and (−)-3-ca...