Tag Archives: anti-inflammatory

Quebecol, a maple syrup-based molecule, could be used as an anti-inflammatory

I think this is the first time I’ve had any research from Université Laval (Québec; Laval University) and it seems fitting that it would involve maple syrup. From a Dec. 22, 2015 Université Laval news release on EurekAlert,

Arthritis and other inflammatory diseases could someday be treated with medication containing a molecule from maple syrup. Université Laval researchers demonstrated in a recent study that quebecol, a molecule found in maple syrup, has interesting properties for fighting the body’s inflammatory response.

Discovered in 2011, quebecol is the result of chemical reactions during the syrup-making process that transform the naturally occurring polyphenols in maple sap. After successfully synthesizing quebecol and its derivatives, Université Laval researchers under the supervision of Normand Voyer, a chemist with the Faculty of Science and Engineering, evaluated its anti-inflammatory properties. They called on colleague Daniel Grenier of the Faculty of Dentistry, who developed an in vitro model for determining the anti-inflammatory potential of natural molecules. “We take blood cells called macrophages and put them with bacterial toxins,” explained Professor Grenier. “Macrophages usually react by triggering an inflammatory response. But if the culture medium contains an anti-inflammatory molecule, this response is blocked.”

The researchers carried out tests that showed quebecol curbs the inflammatory response of macrophages, and some derivatives are even more effective than the original molecule. “The most powerful derivative has a simpler structure and is easier to synthesize than quebecol,” said Normand Voyer. “This paves the way for a whole new class of anti-inflammatory agents, inspired by quebecol, that could compensate for the low efficacy of certain treatments while reducing the risk of side effects.”

Here’s a link to and a citation for the paper,

Anti-inflammatory properties of quebecol and its derivatives by Sébastien Cardinal, Jabrane Azelmat, Daniel Grenier, Normand Voyer. Bioorganic & Medicinal Chemistry Letters         doi:10.1016/j.bmcl.2015.11.096 Available online 27 November 2015

This paper is behind a paywall.

Self-assembling nanofibres could help mitigate side effects from pain killers

The research itself is pretty exciting but even more so is the fact that it was conducted by an undergraduate student. From an April 3, 2015 news item on Azonano,

A Chemistry undergraduate at the University of York [UK] has helped to develop a new drug release gel, which may help avoid some of the side effects of painkillers such as ibuprofen and naproxen.

In a final year project, MChem undergraduate student Edward Howe, working in Professor David Smith’s research team in the Department of Chemistry at York looked for a way of eliminating the adverse side-effects associated pain-killing drugs, particularly in the stomach, and the problems, such as ulceration, this could cause patients.

A March 31, 2015 University of York press release, which originated the news item, describes the research in more detail,

Supervised by PhD student Babatunde Okesola, whose research is supported by The Wild Chemistry Scholars Fund, Edward hoped to create gels which could interact with drugs such as Naproxen, and release them at the slightly alkaline pH values found in the intestine rather than the acidic conditions in the stomach.  His aim was to both protect the pain-killing drugs and help limit some of the side effects they can cause.

The researchers created a new gel, based on small molecules which self-assemble into nanofibers which could interact with a variety of anti-inflammatory, painkiller drugs, including iburofen and naproxen. The research is published in Chemical Communications.

Specific interactions between the gel nanofibres and the drugs meant that high loadings could be achieved, and more importantly, the release of the drug could be precisely controlled.  The gels were able to release naproxen at pH 8 – the value found in the intestine, but not at lower pH values found elsewhere in the body.

Professor Smith said: “Although researchers have used gels before to try and improve the formulation of naproxen, this is the first time that a self-assembling system has been used for the job, with the advantages of directed interactions between the nanoscale delivery scaffold and the drug.  As such, this is the first time that such precise control has been achieved.”

Edward Howe said: “The research really fascinated me. The prospect of being involved in developing a method to reduce the pain of others filled me with great pride. Understanding the interactions between the gel and the painkillers was very interesting and improved my knowledge of supramolecular chemistry.”

The next step for Professor Smith’s team will involve stabilising the gel drug delivery systems in the very acidic, low pH conditions found in the stomach so that they can transit safely to the intestine before delivering naproxen just where it is needed.

Professor Smith added: “Perhaps this is something that one of next year’s undergraduate project students might solve. As a research-intensive institution, York is committed to its undergraduates carrying out cutting-edge research such as this.”

Here’s a link to and a citation for the paper,

Self-assembled sorbitol-derived supramolecular hydrogels for the controlled encapsulation and release of active pharmaceutical ingredients by Edward J. Howe, Babatunde O. Okesola, and David K. Smith. Chem. Commun., 2015, Advance Article DOI: 10.1039/C5CC01868D First published online 31 Mar 2015

This paper is behind a paywall.