Papers by Lubomír Opletal
Chemicke Listy, Nov 15, 2011
Rukopis byl zařazen k tisku v rámci placené služby urychleného publikování. Klíčová slova: přírod... more Rukopis byl zařazen k tisku v rámci placené služby urychleného publikování. Klíčová slova: přírodní látka, chuť slaná, potravní doplněk, obnovitelné zdroje Obsah 1. Úvod 2. Látky slané chuti 3. Trocha teorie o chuti slané 4. Závěr
Natural Product Communications, Jun 1, 2014
Ongoing studies of Zephyranthes robusta resulted in the isolation of the lycorine-type alkaloid p... more Ongoing studies of Zephyranthes robusta resulted in the isolation of the lycorine-type alkaloid previously called carinatine and 10-O-demethylgalanthine. The NMR data given previously for this compound were revised and completed by two-dimensional 1 H-1 H and 1 H-13 C chemical shift correlation experiments. The name of the isolated compound was corrected to 9-O-demethylgalanthine in accordance with the currently used system of numbering of lycorine-type alkaloids. 9-O-Demethylgalanthine and galanthine, a previously isolated alkaloid from Z. robusta, were inactive in acetylcholinesterase/butyrylcholinesterase assays (IC 50 > 500 µM), but showed important prolyl oligopeptidase inhibition activity.
Chemistry & Biodiversity, Jun 1, 2013
The bulbs of Zephyranthes robusta (Amaryllidaceae) have been extensively analyzed for their chemi... more The bulbs of Zephyranthes robusta (Amaryllidaceae) have been extensively analyzed for their chemical constituents, resulting in the isolation of 13 alkaloids. The chemical structures of the isolated compounds were elucidated by mass-spectrometric, and 1D- and 2D-NMR spectroscopic experiments. The complete NMR assignments were achieved for hippeastidine. All isolated alkaloids were evaluated for their erythrocytic acetylcholinesterase and serum butyrylcholinesterase inhibitory activities using the Ellman's method. Significant acetylcholinesterase inhibition activity was exhibited by 8-O-demethylmaritidine (IC₅₀ (HuAChE) 28.0±0.9 μM).
Chemicke Listy, Dec 15, 2014
A brief survey of the naturally occurring astringent compounds aims to show the importance of thi... more A brief survey of the naturally occurring astringent compounds aims to show the importance of this group of renewable materials to contribute to the knowledge of the biodiversity of secondary metabolites that can be utilized among others, in food, cosmetic and pharmaceutical industry. The beauty and biodiversity of this group of mostly secondary metabolites are illustrated. The article is also aimed as teaching tool for teachers and students.
Chemicke Listy, Nov 15, 2012
PubMed, Apr 1, 2013
The paper analyzes the basic features of the development of pharmacognosy as the oldest profile s... more The paper analyzes the basic features of the development of pharmacognosy as the oldest profile subject of pharmacy primarily in Europe during the 20th century. Historical consequences of its development are declared, which should create the basis for its embedment, new content and tasks in Czech pharmacy of the 21st century, especially in education at Czech universities.
PubMed, Nov 1, 1994
Pharmacy is one of very comprehensive and complex fields of human activity; the interrelationship... more Pharmacy is one of very comprehensive and complex fields of human activity; the interrelationships of its individual principal disciplines did not always develop synergically in the course of time. At present, when the field commemorates important anniversaries and develops in the period of new social changes, it is necessary to contemplate the development of the individual fields and their balances in the principal entity for the pharmacist--the medicament. The historiography of the field unambiguously points at the cardinal position of classic pharmacognosy in this process, showing its development, separation of pharmacology, the relationship of pharmacognosy to pharmaceutical chemistry, the differences between the two disciplines and the origin of galenical pharmacy, or the not very fortunate concept of biopharmaceutics. This process takes place in the picture of the dialectical unity of the principal pharmaceutical categories: the drug--the pharmaceutical preparation--the medicament. The development of pharmacobotany as a practical complex discipline originated from pharmacognosy shows in a graphic way the development of the discipline "an sich" into the entity "für sich" and suggests the approach of the pharmacist to the phenomenon of the medicament from the historiographical viewpoint.
PubMed, Dec 1, 1997
Leuzea carthamoides (WILLD.) DC., Asteraceae, has become an important taxon usable in human pract... more Leuzea carthamoides (WILLD.) DC., Asteraceae, has become an important taxon usable in human practice and animal production in recent years. Originally an endemic plant of southern Siberia, now it is widely grown not only in the Union of Independent States, once the original region of introduction, but also in central and eastern Europe. The principal constituents of the whole plant are ecdysteroids (5 beta-cholest-6-on-7-ene derivatives) and flavonoids. In addition, the aerial part contains sesquiterpenic lactones of the guajanolide type, and the roots contain polyines (on the thiophene base). The present paper comprehensively discusses the occurrence, content and biological activity of these substances, the preparations manufactured from the plant, their use in therapeutic practice, food manufacture and animal production in the world and the Czech Republic. The plant has certainly become a taxon with prospects in the Czech Republic, particularly as the source of 20-hydroxyecdysone, which is getting into the limelight in the world.
South African Journal of Botany, 2021
Fourteen (1À14) known Amaryllidaceae alkaloids, of various structural types, have been isolated f... more Fourteen (1À14) known Amaryllidaceae alkaloids, of various structural types, have been isolated from fresh bulbs of Hippeastrum X hybridum cv. Ferrari. The chemical structures were identified by various spectroscopic (1D and 2D NMR) and mass spectrometric (GCÀMS, LC-MS) methods, and by comparison with literature data. Isolated alkaloids which, up to this date have not been studied for their inhibition potency against AChE, BuChE and POP, were screened in vitro for these inhibition activities. Unfortunatelly, all natural alkaloids were inactive in the AChE/BuChE assay; only zephyranthine (14) displayed moderate inhibition activity agains POP with an IC 50 value of 142 § 10 mM. Moreover, twelve new derivatives of the haemanthaminetype alkaloid vittatine (7), isolated in gram amounts from Hippeastrum cv. Ferrari, have been designed, synthesized and tested in vitro with particular emphasis on the treatment of neurodegenerative diseases. Some of the tested compounds revealed an intriguing selective hBuChE inhibitory profile with single-digit micromolar IC 50 values. The strongest hBuChE inhibition was demonstrated by 3-O-(2-methylbenzoyl)vittatine (7b), 3-O-(2-nitrobenzoyl)vittatine (7h) and 3-O-(2-chlorbenzoyl)vittatine (7m) with IC 50 values 8.0 § 0.1 mM, 1.4 § 0.1 mM and 5.4 § 0.1 mM, respectively. The mode of hBuChE inhibition was minutely inspected using enzyme kinetic analysis in tandem with in silico experiments, the latter elucidating crucial interaction in 7b-, 7h-, and 7m-hBuChE complexes.
Molecules, May 16, 2020
Plants of the Amaryllidaceae family are promising therapeutic tools for human diseases and have b... more Plants of the Amaryllidaceae family are promising therapeutic tools for human diseases and have been used as alternative medicines. The specific secondary metabolites of this plant family, called Amaryllidaceae alkaloids (AA), have attracted considerable attention due to their interesting pharmacological activities. One of them, galantamine, is already used in the therapy of Alzheimer's disease as a long acting, selective, reversible inhibitor of acetylcholinesterase. One group of AA is the montanine-type, such as montanine, pancracine and others, which share a 5,11-methanomorphanthridine core. So far, only 14 montanine-type alkaloids have been isolated. Compared with other structural-types of AA, montanine-type alkaloids are predominantly present in plants in low concentrations, but some of them display promising biological properties, especially in vitro cytotoxic activity against different cancerous cell lines. The present review aims to summarize comprehensively the research that has been published on the Amaryllidaceae alkaloids of montanine-type.
Pharmaceutical Biology, Mar 17, 2016
Context Some mushrooms of the order Polyporales are known for their immunomodulatory actions. Obj... more Context Some mushrooms of the order Polyporales are known for their immunomodulatory actions. Objective The objective of this study is to evaluate the in vitro phagocytic and cytotoxic effects of extracts from polyporales native to Central Europe. Materials and methods The effects of ethanol extracts from 27 polypore species on opsonized zymosaninduced phagocytosis of isolated human neutrophils were tested by a chemiluminescence method. Colon epithelial cell lines, Caco-2 and HT-29, were used for cytotoxicity assays, and extracts were chemically characterized in terms of total phenolic and b-glucan content. Results We observed phagocytosis or respiratory burst enhancing activity in 17 extracts, of which five species, namely Aurantiporus fissilis (Berk. & M.A. Curtis) H. Jahn ex Ryvarden, Trametes gibbosa (Pers.) Fr., Piptoporus betulinus (Bull.) P. Karst, Neolentinus lepideus (Fr.) Redhead & Ginns, Polyporus squamosus (Huds.) Fr., significantly increased phagocytosis in granulocytes by 205, 181, 158, 155 and 141%, respectively. The b-glucan content of the three most potent extracts was 58, 42 and 74 mg/g, respectively, and the polyphenol content was 155.6, 133.5 and 155.2 lmol of gallic acid equivalent/g, respectively. Some extracts showed cytotoxic activity, with higher cytotoxicity in Caco-2 than in HT-29 cells. Pycnoporus cinnabarinus (Jacq.) P. Karst. extract was cytotoxic to both cell lines, with IC 50 values of 81 and 31 lg/mL, respectively. Discussion and conclusion The most promising extracts were from N. lepideus and Polyporus squamosus, which are edible species and may be considered safe. Our findings support their use as culinary preparations or food supplements for various immunological gut disorders.
Revista Brasileira de Farmacognosia, Aug 1, 2011
Amaryllidaceae are known as ornamental plants, furthermore some species of this family contain ga... more Amaryllidaceae are known as ornamental plants, furthermore some species of this family contain galanthamine, an acetylcholinesterase inhibitor approved for the treatment of Alzheimer´s disease, and other alkaloids with interesting pharmacological activity. The chemical composition of alkaloids from Zephyranthes grandiflora Lindl. was analyzed by GC/MS. Seven known compounds, belonging to five structural types of Amaryllidaceae alkaloids, were identified. The alkaloid extract from the bulbs showed promising cholinesterase inhibitory activities against human blood acetylcholinesterase (HuAChE; IC50 39.2±3.0 μg/mL) and human plasma butyrylcholinesterase (HuBuChE; IC50 356±9.3 μg/mL).
Molecules, Oct 19, 2020
Lycoris Herbert, family Amaryllidaceae, is a small genus of about 20 species that are native to t... more Lycoris Herbert, family Amaryllidaceae, is a small genus of about 20 species that are native to the warm temperate woodlands of eastern Asia, as in China, Korea, Japan, Taiwan, and the Himalayas. For many years, species of Lycoris have been subjected to extensive phytochemical and pharmacological investigations, resulting in either the isolation or identification of more than 110 Amaryllidaceae alkaloids belonging to different structural types. Amaryllidaceae alkaloids are frequently studied for their interesting biological properties, including antiviral, antibacterial, antitumor, antifungal, antimalarial, analgesic, cytotoxic, and cholinesterase inhibition activities. The present review aims to summarize comprehensively the research that has been reported on the phytochemistry and pharmacology of the genus Lycoris.
Uploads
Papers by Lubomír Opletal