Search results for "DISCOVERY"

Insight into the Mechanism of Action of Marine Cytotoxic Thiazinoquinones

2017

The electrochemical response of four natural cytotoxic thiazinoquinones isolated from the Aplidium species was studied using conventional solution-phase and solid-state techniques, based on the voltammetry of immobilized particles methodology. The interaction with O-2 and electrochemically generated reactive oxygen species (ROS) was electrochemically monitored. At the same time, a molecular modeling study including density functional theory (DFT) calculations was performed in order to analyze the conformational and electronic properties of the natural thiazinoquinones, as well as those of their reduced intermediates. The obtained electrochemical and computational results were analyzed and c…

Marine Pyrrole Alkaloids

2021

Nitrogen heterocycles are essential parts of the chemical machinery of life and often reveal intriguing structures. They are not only widespread in terrestrial habitats but can also frequently be found as natural products in the marine environment. This review highlights the important class of marine pyrrole alkaloids, well-known for their diverse biological activities. A broad overview of the marine pyrrole alkaloids with a focus on their isolation, biological activities, chemical synthesis, and derivatization covering the decade from 2010 to 2020 is provided. With relevant structural subclasses categorized, this review shall provide a clear and timely synopsis of this area.

Morphogenetic (Mucin Expression) as Well as Potential Anti-Corona Viral Activity of the Marine Secondary Metabolite Polyphosphate on A549 Cells

2020

The mucus layer of the nasopharynx and bronchial epithelium has a barrier function against inhaled pathogens such as the coronavirus SARS-CoV-2. We recently found that inorganic polyphosphate (polyP), a physiological, metabolic energy (ATP)-providing polymer released from blood platelets, blocks the binding of the receptor binding domain (RBD) to the cellular ACE2 receptor in vitro. PolyP is a marine natural product and is abundantly present in marine bacteria. Now, we have approached the in vivo situation by studying the effect of polyP on the human alveolar basal epithelial A549 cells in a mucus-like mucin environment. These cells express mucins as well as the ectoenzymes alkaline phospha…

Oxygenated Cembrene Diterpenes from Sarcophyton convolutum: Cytotoxic Sarcoconvolutum A–E

2021

The soft coral genus Sarcophyton contains the enzymatic machinery to synthesize a multitude of cembrene-type diterpenes. Herein, highly oxygenated cembrenoids, sarcoconvolutum A–E (1–5) were purified and characterized from an ethyl acetate extract of the red sea soft coral, Sarcophyton convolutum. Compounds were assemblies according to spectroscopic methods including FTIR, 1D- and 2D-NMR as well as HRMS. Metabolite cytotoxicity was tested against lung adenocarcinoma, cervical cancer, and oral-cavity carcinoma (A549, HeLa and HSC-2, respectively). The most cytotoxic compound, (4) was observed to be active against cell lines A549 and HSC-2 with IC50 values of 49.70 and 53.17 μM, respectively.

Unusual redox play of Mo(V/IV) during oxidative aryl–aryl coupling

2012

The oxidative treatment of a suitable 1,3-diarylpropene precursor by MoCl5 causes a series of redox steps yielding a dimer of dibenzo[a,c]cycloheptene. After the oxidative aryl–aryl bond formation, a C,H activation occurs providing a tropylium intermediate. Upon aqueous workup the metal waste acts as reductive media generating the dimer in an almost quantitative manner. The oxidative generation of the tropylium species as well as the subsequent redox play by the metal waste is unique and unprecedented. The dimeric compound can be oxidatively cleaved and subsequently decarboxylated providing the key intermediate of a previous synthesis of metasequirin-B derivatives.

Dendritic octa-CMPO derivatives of calix[4]arenes

2004

Abstract Calix[4]arenes substituted at the narrow or wide rim by eight carbamoylmethyl-phosphine oxide (CMPO) functions in a dendritic manner were synthesised and studied in extraction of Eu 3+ and Am 3+ from aqueous nitric acid into o -nitrophenylhexyl ether. 1 H NMR relaxivity titrations for a wide rim octa-CMPO reveal the clear formation of a solvent-free 1:2 ligand/metal complex, while the wide rim tetra-CMPO formed oligomeric complexes under similar conditions.

Antivirale Wirkstoffe, 20. Mitt. 4,6-Dialkylierte 2-Benzylthiopyrimidine

1981

Aus der Kondensation von Benzylisothioharnstoff (1) mit den β-Diketonen 2a–c gehen die 2-Benzylthiopyrimidine 3a–c hervor. Wird die Reaktion 1+2b jedoch in 30proz. wasr. Kaliumcarbonat-Losung/Ethanol/Ether durchgefuhrt, so tritt unter Ethanolyse Bildung von 2-Ethoxy-4,6-diethylpyrimidin (4) ein. 2-Benzylthio-4-ethyl-6-(trifluormethyl)pyrimidin ubt Hemmwirkung gegen Influenza A-Virus aus. Antiviral Agents, XX: 4,6-Dialkylated 2-Benzylthiopyrimidines Condensations of benzylisothiourea (1) with the β-diketones 2a–c yield the 4,6-dialkylated 2-benzylthiopyrimidines 3a–c. However, in 30% aqueous potassium carbonate solution/ethanol/ether, the reaction 1+2b proceeds by ethanolysis to form 2-ethox…

Water-Soluble Polysaccharides from Ephedra alata Stems: Structural Characterization, Functional Properties, and Antioxidant Activity

2020

In this study, the physicochemical characterization, functional properties, and antioxidant activity of polysaccharides extracted from Ephedra alata (EAP) were investigated. EAP were extracted in water during 3 h with a liquid/solid ratio of 5 in a water bath at 90 &deg

A 45-year sub-annual reconstruction of seawater temperature in the Bay of Brest, France, using the shell oxygen isotope composition of the bivalve Gl…

2020

A reconstruction of sea surface temperature (SST) spanning 45 years (1966–2011) was developed from δ18O obtained from the aragonitic shells of Glycymeris glycymeris, collected from the Bay of Brest, France. Bivalve sampling was undertaken monthly between 2014 and 2015 using a dredge. In total, 401 live specimens and 243 articulated paired valves from dead specimens were collected, of which 24 individuals were used to reconstruct SST. Temperatures determined using the palaeotemperature equation of Royer et al. compared well with observed SST during the growing season between 1998 and 2010 (Pearson’s correlation: p = 0.002, r = 0.760). Furthermore, a significant negative correlation was foun…

2019

Structural changes of glycolic acid (GA) complex with nitrogen induced by selective overtone excitation of the νOH mode were followed in argon matrices using FTIR spectroscopy. For the most stable SSC1 complex present in different trapping sites directly upon deposition site, selective changes in the νOH region were achieved upon near-infrared irradiation. Simultaneously, new conformers of the GA…N2 complex were formed, giving rise to several sets of bands in the νOH and νC=O regions of the spectra. Both position and intensity of new absorptions appeared to be highly sensitive on the wavelength of radiation used, as well as on the annealing of the matrix. Based on theoretical calculations a…