Synthesis of the bis-tetrahydropyran core of amphidinol 3. [PDF]
A convergent synthesis of the C31-C52 bis-tetrahydropyran core of the natural product amphidinol 3 is reported. A common intermediate was synthesized from D-tartaric acid utilizing an asymmetric glycolate alkylation/ring-closing metathesis sequence to construct the THP rings.
Crimmins MT, Martin TJ, Martinot TA.
europepmc +9 more sources
Conformational dynamics and molecular interactions of natural products: unveiling functional structures in biological membranes [PDF]
Structural studies of natural products have been a driving force in the development of organic chemistry throughout its long history, especially in the early years. Recently, structure determination based on new concepts has also gained momentum. In this
Michio MURATA +2 more
doaj +2 more sources
HPLC-HRMS Quantification of the Ichthyotoxin Karmitoxin from Karlodinium armiger [PDF]
Being able to quantify ichthyotoxic metabolites from microalgae allows for the determination of ecologically-relevant concentrations that can be simulated in laboratory experiments, as well as to investigate bioaccumulation and degradation.
Aaron John Christian Andersen +7 more
doaj +2 more sources
LC-MS/MS Detection of Karlotoxins Reveals New Variants in Strains of the Marine Dinoflagellate Karlodinium veneficum from the Ebro Delta (NW Mediterranean) [PDF]
A liquid chromatography-tandem mass spectrometry (LC-MS/MS) method was developed for the detection and quantitation of karlotoxins in the selected reaction monitoring (SRM) mode. This novel method was based upon the analysis of purified karlotoxins (KcTx-
Bernd Krock +11 more
doaj +2 more sources
Amphidinol C, a major polyketide from an Irish strain of the dinoflagellate Amphidinium carterae
An Irish strain of the dinoflagellate Amphidinium carterae was previously shown to produce antibacterial amphidinol derivatives of unknown masses. Inspection of the major metabolites present in a bulk culture of this strain led to the isolation and structure elucidation of a new amphidinol derivative named amphidinol C featuring an unprecedented ...
Maria Elena Barone +2 more
exaly +2 more sources
LC-MS/MS Method Development for the Discovery and Identification of Amphidinols Produced by Amphidinium. [PDF]
Amphidinols are polyketides produced by dinoflagellates suspected of causing fish kills. Here, we demonstrate a liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for the identification and quantification of amphidinols (AM). Novel AM were detected by neutral loss (NL) scan and then quantified together with known AM by selection reaction ...
Wellkamp M +5 more
europepmc +7 more sources
Channel Formation and Membrane Deformation via Sterol-Aided Polymorphism of Amphidinol 3. [PDF]
AbstractAmphidinol 3 (AM3) is an anti-fungal polyene extracted from a marine dinoflagellate. Here, we examined the ion channel activity and membrane-embedded structure of AM3 using a lipid bilayer method and atomic force microscopy (AFM). AM3 exhibited large-conductance (~1 nS) and non-selective single-channel activity only when sterols were present in
Iwamoto M +5 more
europepmc +4 more sources
Towards the total synthesis of amphidinol 3
Amphidinols are intriguing amphiphilic architectures exhibiting a variety of biological actions, including antifungal, hemolytic, cytotoxic and ichthyotoxic activities. These properties derive from the disturbance of the arrangement of the lipid bilayer of the targeted cells.
Karier, Pol
openaire +2 more sources
The two main methods for partitioning crude methanolic extract from Amphidinium carterae biomass were compared. The objective was to obtain three enriched fractions containing amphidinols (APDs), carotenoids, and fatty acids.
Mercedes López-Rodríguez +8 more
doaj +1 more source
Brown Allylation: Application to the Synthesis of Natural Products
The Brown allylation is a well‐known efficient tool for the synthesis of chiral homoallylic alcohols. Here we address the way in which it can be applied to furnish valuable intermediates and versatile building blocks in the synthesis of complex natural products.
Zlata Boiarska +3 more
wiley +1 more source

