AK&M 24 October 2024 12:27
Researchers from MIPT and the Institute of Organic Chemistry of the Russian Academy of Sciences have developed an innovative method for the synthesis of previously unknown biologically active substances — pyrrolizidine derivatives. Scientists have obtained molecules that are potentially in demand in medicine and pharmaceuticals. The work is being carried out within the framework of a project to create in the Russian Academy of Sciences its own scientific base for the development of domestic medicines.
Pyrrolizidine is an organic compound that is part of many plant alkaloids. They are in demand in medicine, but their synthesis has been a difficult task for scientists. The new method overcomes these difficulties and opens up new opportunities for medical research.
In the course of their work, the scientists used the so-called domino reactions, a process in which chemical reactions are triggered sequentially, like falling chips in a domino.
The key stage of synthesis is the domino recycling of functionalized isoxazoline N-oxides, which proceeds in an autoclave through the reduction of the nitro fragment to an amino group, and its subsequent cyclization into carbonyl and ester groups”
Professor Alexey Sukhorukov, Head of the Laboratory of Organic and Organometallic Nitrogen-oxygen Systems, IOH RAS, told.
To create complex molecules, scientists have developed and tested a new three-step method.
During the process, it is possible to form four diastereomers — molecules having the same structure, but differing in the spatial arrangement of atoms, but the yield of one of the diastereomers is significantly greater than the others”
Svetlana Aksenova, a student of the Department of Chemical Physics of Functional Materials at the Physics and Technology School of Electronics, Photonics and Molecular Physics at MIPT, added.
The researchers used nitroalkene, sulfur ylides with an ether group and methylvinyl ketone as reagents. Thanks to this, the research team has created analogues of well-known medicines, including a remedy for the treatment of respiratory diseases, and a drug that helps prevent nausea and vomiting after surgery.
According to chemical scientists, the results obtained can significantly accelerate the creation of new Russian medicines.
Earlier, MIPT created a domestic drug for the destruction of cancer cells in the lungs. The university has also developed a new method for determining the shape of polymers, which will accelerate the creation of Russian nanocontainers for medicines.
The results of the research are published in The Journal of Organic Chemistry.
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