Forum for Science, Industry and Business

Sponsored by:     3M 
Search our Site:

 

Take Your Vitamins!

18.03.2011
Tocopherol Derivatives as New Dioxin Receptor Antagonists

When reactive oxygen species (ROS) hit the body, vitamin E helps to prevent damage to tissues and cells by acting as an antioxidant. The health benefits of vitamin E are numerous, and in fact, studies have found that people with higher levels of vitamin E in their system have a lower risk of heart disease and certain forms of cancer.

A team led by Thomas Rosenau from the University of Natural Resources and Life Sciences in Vienna (Austria) now describe their synthesis of a series of modified vitamin E derivatives that show promise as dioxin receptor antagonists in the European Journal of Organic Chemistry.

Chemically, vitamin E is composed of several compounds from the tocopherol and tocotrienol family. The search for novel tocopherol derivatives that possess altered properties, including different lipophilicity or oxidative lability, while still maintaining the physiological benefits of the vitamin is now an important field of study. In this vein, the aryl hydrocarbon receptor (AhR), also called dioxin receptor, is present in most cells and tissue types of the body. AhR is typically inactive, but upon exposure to environmental pollutants, carcinogens, and drugs, for instance, it can form a complex that may be harmful to the body. Several aromatic, fat-soluble derivatives have been identified as key compounds that bind to AhR, and a correlation between their binding and their toxic nature has been documented.

Fluorine-containing aromatic compounds have been shown to be strong AhR antagonists in that they preclude the negative health effects associated with exposure to toxic substances. The Austrian research team reasoned that substitution of the planar aromatic ring of tocopherol compounds with a fluorinated aromatic moiety in combination with their inherent antioxidative and lipophilic properties would produce very suitable ligands for the AhR target. Thus, a small library of substituted tocopherols carrying mono- or difluorinated aromatic substituents was prepared. The authors showed that their compounds were very potent AhR antagonists in vitro, and in fact, their compounds were two to three orders of magnitude more effective than previously known antagonists and comparably as effective as some of the strongest antagonists hitherto known. Thus, patients may someday be able to turn to this new family of vitamin E derivatives as a preventative measure against the onslaught of diseases and illnesses after exposure to dangerous materials.

Author: Thomas Rosenau, University of Natural Resources and Life Sciences (Vienna), http://www.chemie.boku.ac.at/16054.html

Title: Synthesis of 5-(Fluorophenyl)tocopherols as Novel Dioxin Receptor Antagonists

European Journal of Organic Chemistry, Permalink to the article: http://dx.doi.org/10.1002/ejoc.201100178

Thomas Rosenau | Wiley-VCH
Further information:
http://www.chemie.boku.ac.at/16054.html
http://dx.doi.org/10.1002/ejoc.201100178
http://www.wiley-vch.de

More articles from Life Sciences:

nachricht Multi-institutional collaboration uncovers how molecular machines assemble
02.12.2016 | Salk Institute

nachricht Fertilized egg cells trigger and monitor loss of sperm’s epigenetic memory
02.12.2016 | IMBA - Institut für Molekulare Biotechnologie der Österreichischen Akademie der Wissenschaften GmbH

All articles from Life Sciences >>>

The most recent press releases about innovation >>>

Die letzten 5 Focus-News des innovations-reports im Überblick:

Im Focus: Novel silicon etching technique crafts 3-D gradient refractive index micro-optics

A multi-institutional research collaboration has created a novel approach for fabricating three-dimensional micro-optics through the shape-defined formation of porous silicon (PSi), with broad impacts in integrated optoelectronics, imaging, and photovoltaics.

Working with colleagues at Stanford and The Dow Chemical Company, researchers at the University of Illinois at Urbana-Champaign fabricated 3-D birefringent...

Im Focus: Quantum Particles Form Droplets

In experiments with magnetic atoms conducted at extremely low temperatures, scientists have demonstrated a unique phase of matter: The atoms form a new type of quantum liquid or quantum droplet state. These so called quantum droplets may preserve their form in absence of external confinement because of quantum effects. The joint team of experimental physicists from Innsbruck and theoretical physicists from Hannover report on their findings in the journal Physical Review X.

“Our Quantum droplets are in the gas phase but they still drop like a rock,” explains experimental physicist Francesca Ferlaino when talking about the...

Im Focus: MADMAX: Max Planck Institute for Physics takes up axion research

The Max Planck Institute for Physics (MPP) is opening up a new research field. A workshop from November 21 - 22, 2016 will mark the start of activities for an innovative axion experiment. Axions are still only purely hypothetical particles. Their detection could solve two fundamental problems in particle physics: What dark matter consists of and why it has not yet been possible to directly observe a CP violation for the strong interaction.

The “MADMAX” project is the MPP’s commitment to axion research. Axions are so far only a theoretical prediction and are difficult to detect: on the one hand,...

Im Focus: Molecules change shape when wet

Broadband rotational spectroscopy unravels structural reshaping of isolated molecules in the gas phase to accommodate water

In two recent publications in the Journal of Chemical Physics and in the Journal of Physical Chemistry Letters, researchers around Melanie Schnell from the Max...

Im Focus: Fraunhofer ISE Develops Highly Compact, High Frequency DC/DC Converter for Aviation

The efficiency of power electronic systems is not solely dependent on electrical efficiency but also on weight, for example, in mobile systems. When the weight of relevant components and devices in airplanes, for instance, is reduced, fuel savings can be achieved and correspondingly greenhouse gas emissions decreased. New materials and components based on gallium nitride (GaN) can help to reduce weight and increase the efficiency. With these new materials, power electronic switches can be operated at higher switching frequency, resulting in higher power density and lower material costs.

Researchers at the Fraunhofer Institute for Solar Energy Systems ISE together with partners have investigated how these materials can be used to make power...

All Focus news of the innovation-report >>>

Anzeige

Anzeige

Event News

ICTM Conference 2017: Production technology for turbomachine manufacturing of the future

16.11.2016 | Event News

Innovation Day Laser Technology – Laser Additive Manufacturing

01.11.2016 | Event News

#IC2S2: When Social Science meets Computer Science - GESIS will host the IC2S2 conference 2017

14.10.2016 | Event News

 
Latest News

UTSA study describes new minimally invasive device to treat cancer and other illnesses

02.12.2016 | Medical Engineering

Plasma-zapping process could yield trans fat-free soybean oil product

02.12.2016 | Agricultural and Forestry Science

What do Netflix, Google and planetary systems have in common?

02.12.2016 | Physics and Astronomy

VideoLinks
B2B-VideoLinks
More VideoLinks >>>