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Thesis topic proposal
 
László Juhász
Synthesis of potentially lectin-inhibiting carbohydrate derivatives and study their structure-activity relationships

THESIS TOPIC PROPOSAL

Institute: University of Debrecen
chemistry
Doctoral School of Chemistry

Thesis supervisor: László Juhász
Location of studies (in Hungarian): UD, Chemistry Building, E421
Abbreviation of location of studies: E 421


Description of the research topic:

It has long been known that carbohydrate derivatives play an important role in various biological processes such as cell development, cell-cell communication, cell-cell and cell-virus recognition, cell adhesion, inflammatory response and immune response. In most cases, these processes occur through interactions with proteins (lectins, glycoenzymes, transporters). Natural sugar derivatives can be valuable drug candidates because of their highly specific interactions, but their hydrophilicity, metabolic instability, and lack of availability in large quantities often hinder this type of utility. Several compounds have been prepared that are similar in chemical structure and/or biological activity to carbohydrate molecules but overcome the drawbacks. These compounds are called glycomimetics. In our research group, several potentially lectin inhibitory compounds have been synthesized in recent years, one of the most promising derivatives being prepared by thiol-ene addition of a 1-C substituted glycated derivative. As a continuation of this research, we intend to synthesize analogues of the previously synthesized derivative using different carbohydrate thiols and to investigate the structure - activity relationships. We also plan to extend the range of unsaturated carbohydrate derivatives to 2,3 unsaturated glycosides obtained by Ferrier rearrangement and to investigate the thiol-ene addition reactions of these derivatives. Of particular interest is the study of thiol-ene addition reactions of C-2 branched compounds which can be prepared from 2-halo-1-C substituted glycals by palladium catalyzed cross-coupling reactions. The biological studies will be carried out in an international collaboration.

Required language skills: angol
Further requirements: 
High skills in preparative organic chemistry; knowledge of 1D and 2D NMR methods

Number of students who can be accepted: 1

Deadline for application: 2024-05-15


2024. IV. 17.
ODT ülés
Az ODT következő ülésére 2024. június 14-én, pénteken 10.00 órakor kerül sor a Semmelweis Egyetem Szenátusi termében (Bp. Üllői út 26. I. emelet).

 
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