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result(s) for
"Strub, Daniel"
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Biological Activity of Selected Natural and Synthetic Terpenoid Lactones
by
Lochyński, Stanisław
,
Strub, Daniel J.
,
Surowiak, Alicja K.
in
Antimicrobial agents
,
Biosynthesis
,
Enzymes
2021
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. Moreover, one terpenoid lactone, artemisinin, is used as a drug against malaria. Because of these abilities, there is constant interest in new terpenoid lactones that are both isolated and synthesized, and their biological activities have been verified. In some cases, the activity of the terpenoid lactone is specifically connected to the lactone moiety. Recent works have revealed that new terpenoid lactones can demonstrate such functions and are thus considered to be potential active agents against many diseases.
Journal Article
Unsubstituted Oximes as Potential Therapeutic Agents
by
Lochyński, Stanisław
,
Strub, Daniel J.
,
Surowiak, Alicja K.
in
Antibiotics
,
Anticancer properties
,
Antimicrobial agents
2020
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. Moreover, they are therapeutic agents against organophosphate (OP) poisoning. Two oximes are already commonly used in therapy. Due to these abilities, new oxime compounds have been synthesized, and their biological activity has been verified. Often, modification of carbonyl compounds into oximes leads to increased activity. Nevertheless, in some cases, oxime activity is connected to the activity of the substrate. Recent works have revealed that new oxime compounds can demonstrate such functions and thus are considered to be potential drugs for pathogenic diseases, as adjuvant therapy in various types of cancer and inflammation and as potential next-generation drugs against OP poisoning.
Journal Article
Evaluation of the anti-SARS-CoV-2 properties of essential oils and aromatic extracts
by
Zhang, Linlin
,
Strub, Maria
,
Lv, Zongyang
in
631/326/596/4130
,
631/45/468
,
Antiviral Agents - pharmacology
2022
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 the effectiveness of their essential oils or blends (or indirectly point toward this conclusion) against coronaviruses, even though the available data on the activity of plant materials against highly pathogenic human coronaviruses are very scarce. Our exploratory study aimed to develop pioneering knowledge and provide the first experimental results on the inhibitory properties of hundreds of flavor and fragrance materials against SARS-CoV-2 main and papain-like proteases and the antiviral potential of the most active protease inhibitors. As essential oils are volatile products, they could provide an interesting therapeutic strategy for subsidiary inhalation in the long term.
Journal Article
Application of microorganisms towards synthesis of chiral terpenoid derivatives
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.
Journal Article
Cytotoxicity, early safety screening, and antimicrobial potential of minor oxime constituents of essential oils and aromatic extracts
by
Sowała, Marta
,
Surowiak, Alicja Karolina
,
Strub, Daniel Jan
in
631/326/22
,
639/638/92/349
,
Anti-Bacterial Agents - pharmacology
2022
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, Staphylococcus aureus, Aspergillus brasiliensis, Legionella pneumophila
and
Candida albicans
. The most potent compound was α-isomethylionone oxime, which exhibited a minimum inhibitory concentration (MIC) of 18.75 µg/mL against
E. hirae
. The evaluation of the MICs for bacterial and fungal strains was performed for selected compounds, for example, the MIC of 2-phenylpropionaldehyde,
cis
-jasmone oxime, and
trans
-cinnamaldehyde measured against
A. brasiliensis
was 37.50 µg/mL. ADME-Tox (Absorption, Distribution, Metabolism, Excretion, and Toxicity) and 3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2
H
-tetrazolium (MTS) cell viability assays were performed to assess the cytotoxicity of tested compounds. ADME-Tox indicated the safety and promising properties of selected compounds, which enables their usage as nontoxic supporting antibacterial agents. The results of the in vitro MTS assay were consistent with the ADME-Tox results. None of the compounds tested was toxic to Human Embryonic Kidney 293T (HEK293T) cells, with all cell viabilities exceeding 85%.
Journal Article
Preliminary ecotoxicity assessment of selected flavour and fragrance compounds using Microtox assay
by
Kołodyński, Wojciech
,
Piekarska, Katarzyna
,
Strub, Daniel
in
Aroma compounds
,
Bacteria
,
Bioassays
2019
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. Due to the insolubility of organic compounds in water, a suitable solubilizer should be applied. The ecotoxicity of the solvent should be negligible in relation to marine bacteria. On account of superior human activities the synthesis of new chemical substances is inextricably linked to the emergence of chemical compounds that are a potential threat on environment. A Microtox system utilizing the 81.9% Basic Test with 14 dilutions was applied to pre-evaluate the ecotoxicity of β-cyclocitral oxime, citronellal oxime and perillaldehyde oxime. Substances solutions with an initial concentration of 0.036% in DMSO were prepared. The preliminary results show that the studied scent compounds are characterized by quite high toxicity. In order to confirm the received ecotoxicity values, it is necessary to carry out additional surveys using another range of concentrations and biotests on organisms at each trophic level.
Journal Article
Exploring the Antimicrobial Properties of 99 Natural Flavour and Fragrance Raw Materials against Pathogenic Bacteria: A Comparative Study with Antibiotics
by
Bacińska, Zuzanna
,
Baberowska, Kinga
,
Surowiak, Alicja Karolina
in
Antibacterial agents
,
Antibiotics
,
Antimicrobial agents
2023
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 dangerous bacterial infections in humans. Natural fragrance raw materials exhibit a wide spectrum of biological properties, including antimicrobial properties. Despite their prevalence and availability on the commercial market, there is little research into their effects on multidrug-resistant microorganisms. This study examines the inhibitory effect of natural substances on Gram-positive and Gram-negative bacteria. For this purpose, screening and appropriate assays were carried out to determine the minimum inhibitory concentration (MIC) value of individual substances, using the alamarBlueTM reagent. The lowest MIC values were observed for Staphylococcus aureus (black seed (Nigella sativa) expressed oil, MIC = 25 µg/mL), Kocuria rhizophila (fir balsam absolute, MIC = 12.5 µg/mL), and Pseudomonas putida (cubeb oil and fir balsam absolute, MIC = 12.5 µg/mL). The most resistant Gram-negative species was Enterobacter gergoviae, while Staphylococcus epidermidis was the most resistant Gram-positive species.
Journal Article
Incidence, management, and outcome of incidental gallbladder carcinoma: analysis of the database of the Swiss association of laparoscopic and thoracoscopic surgery
by
Käser, Samuel Andreas
,
Strub, Daniel
,
Glauser, Philippe Marc
in
Abdominal Surgery
,
Aged
,
Aged, 80 and over
2010
Background
Little is known about the long-term survival of patients with incidental gallbladder carcinoma (IGBC). The role of radical resection for this disease is discussed controversially in the literature. We present the long-term survival and the results of re-resection versus simple cholecystectomy of the database of the Swiss Association for Laparoscopic and Thoracoscopic Surgery (SALTS) from 1994 to 2004.
Methods
Eighty-nine patients with histologically confirmed carcinoma of the gallbladder were identified out of 30,960 patients undergoing laparoscopic cholecystectomy. Sixty-nine patients were included in our study. Long-term survival by different T-stage and comparison of patients with extended resection versus simple cholecystectomy were calculated using the log-rank test. The time-to-event data are demonstrated by Kaplan–Meier curves.
Results
The overall incidence of IGBC in patients who underwent laparoscopic cholecystectomy was 0.28% (89 of 30,960). Fifty patients underwent simple cholecystectomy [
n
= 2: carcinoma in situ (CIS);
n
= 2: pT1a;
n
= 10: pT1b;
n
= 23: pT2;
n
= 8: pT3;
n
= 5: pT4], whereas extended resection was performed in 19 cases (
n
= 2: pT1b;
n
= 11: pT2;
n
= 6: pT3). The comparison of simple cholecystectomy versus extended re-resection of the gallbladder bed and regional lymph node resections showed a significant benefit in overall survival for the pT2 and pT3 group (
p
< 0.05). The pT1b group showed no significant benefit in overall survival (
p
= 0.34).
Conclusion
IGBC has a low incidence (0.28%). We present a large study of patients with IGBC, comparing the overall survival by different histological findings. We observed a significant benefit for the group with pT2 and pT3. Therefore we recommend extended resection of the gallbladder bed and the regional lymph nodes for patient with incidental histologically confirmed pT2 and pT3 carcinoma of the gallbladder after performance of laparoscopic cholecystectomy. For patients with pT1b stage no recommendations can be given based on this study.
Journal Article
Ecotoxicity assessment of camphor oxime using Microtox assay – preliminary research
by
Siedlecka, Agata
,
Piekarska, Katarzyna
,
Strub, Daniel
in
Camphor
,
Chemical compounds
,
Chemical industry
2018
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 ecotoxicity of camphor and camphor oxime, assessed by means of the Microtox system. A 81.9% Basic Test with 14 dilutions was applied. The ecotoxicity of a solvent (i.e. DMSO) was also assessed. The initial concentration of substances was 5%. EC 50 values reached 0.00023% and 0.00007% for camphor and camphor oxime, respectively, after 15 min. of incubation of the samples with bioluminescent bacteria. The ecotoxicity of the solvent remained negligible. Due to the extremely high ecotoxicity values of the tested substances, another range of concentrations needs to be applied in future tests to confirm the results.
Journal Article
Novel Benzene-Based Carbamates for AChE/BChE Inhibition: Synthesis and Ligand/Structure-Oriented SAR Study
by
Polanski, Jaroslaw
,
Bak, Andrzej
,
Imramovsky, Ales
in
Acetylcholinesterase - metabolism
,
Animals
,
Benzene - chemical synthesis
2019
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 inhibitory potency was stronger against butyryl- compared to acetylcholinesterase; however, some of the compounds showed a promising inhibition of both enzymes. In fact, two compounds (23, benzyl ethyl(1-oxo-1-phenylpropan-2-yl)carbamate and 28, benzyl (1-(3-chlorophenyl)-1-oxopropan-2-yl) (methyl)carbamate) had a very high selectivity index, while the second one (28) reached the lowest inhibitory concentration IC50 value, which corresponds quite well with galanthamine. Moreover, comparative receptor-independent and receptor-dependent structure–activity studies were conducted to explain the observed variations in inhibiting the potential of the investigated carbamate series. The principal objective of the ligand-based study was to comparatively analyze the molecular surface to gain insight into the electronic and/or steric factors that govern the ability to inhibit enzyme activities. The spatial distribution of potentially important steric and electrostatic factors was determined using the probability-guided pharmacophore mapping procedure, which is based on the iterative variable elimination method. Additionally, planar and spatial maps of the host–target interactions were created for all of the active compounds and compared with the drug molecules using the docking methodology.
Journal Article