Advanced search ?

Object

Access Limited

This publication is protected and available only for logged users.
This publication is protected and available only for logged users.

Title: Synthesis of 1,2,3-triazole derivatives and their evaluation as potential CB1 receptor ligands

Author:

Szafrański, Przemysław

Date:

2017

Type:

Praca doktorska

Abstract:

The endocannabinoid system, which includes the CB1 receptors, is an interesting research subject due to its physiological roles and therapeutic applications. The aim of this thesis was to synthesize a library of potential CB1 receptor ligands and evaluate their biological activity and physicochemical properties. The library was designed to investigate the validity of the non-classical cannabinoid pharmacophore model for bicyclic 1,2,3-triazole derivatives. The choice of 1,2,3-triazole as a core unit use of the click chemistry concept, presented by Sharpless in 2001. The performed research allowed to synthesize 30 of novel 1,2,3-triazole derivatives and investigate their structure, CB1 receptor affinity, and lipophilicity. These studies revealed JCC2-65 as a micromolar CB1 receptor antagonist and provided important indications concerning structure-activity relationships within this class of compounds. JCC1-45 as a model compound for chemical stability and metabolism studies, proved to be chemically stable under a variety of conditions, but it also was very easily metabolized by Cunninghamella microorganisms. The synthetic studies also allowed to discover AMTC as a water-soluble chelate ligand improving the yield of copper-catalyzed azide-alkyne cycloaddition and to develop efficient and reliable synthetic protocols using AMTC.

Place of publishing:

Kraków

Level of degree:

2 - studia doktoranckie

Degree discipline:

farmacja ; chemia

Degree grantor:

Jagiellonian University Medical College. Faculty of Pharmacy. Chair of Organic Chemistry. Department of Organic Chemistry.

Promoter:

Marek Cegła

Date issued:

2016

Format:

application/pdf

Identifier:

oai:dl.cm-uj.krakow.pl:4248

Call number:

ZB-126489

LinkKatalogExplorUJ:

click here to follow the link

Language:

eng

Access rights:

tylko w bibliotece

Location of original object:

Biblioteka Medyczna Uniwersytetu Jagiellońskiego- Collegium Medicum

Subject and keywords:

Cannabinoids CB1 receptor 1,2,3-triazole cycloaddition click chemistry

Object collections:

Last modified:

May 24, 2021

In our library since:

Aug 28, 2018

Number of object content hits:

26

Number of object content views in PDF format

9

All available object's versions:

http://dl.cm-uj.krakow.pl:8080/publication/4249

Show description in RDF format:

RDF

Show description in OAI-PMH format:

OAI-PMH

Edition name Date
ZB-126489 May 24, 2021

Objects

Similar

Synthesis of 1,2,3-triazole derivatives and their evaluation as potential CB1 receptor ligands

Szafrański, Przemysław

2017
Praca doktorska

Synthesis of novel azide and alkyne fluorescent dyes and fluorescent labeling of azidothymidine and other biologically relevant molecules within the click chemistry concept

Kasza, Patryk

2021
Praca doktorska

Biochemical assessment of postoperative pain modulators in children undergoing extensive spinal surgeries

Kościelniak-Merak, Barbara Karolina

2020
Praca doktorska

Utilization of cellular models in search for potent metabotropic receptor ligands, basing on the example of adenosine, histamine and cannabinoid receptors

Karcz, Tadeusz

2015
Praca doktorska
More
×

Citation

Citation style:

Contact details

Address

Medical Library
Medyczna 7
30-688 Krakow

Phone

12 658 72 56
517 385 669

E-Mail

Collecting and Elaboration Department
cyfrowabm@cm-uj.krakow.pl

Visit us!

This page uses 'cookies'. More information