Advanced search options

Advanced Search Options 🞨

Browse by author name (“Author name starts with…”).

Find ETDs with:

in
/  
in
/  
in
/  
in

Written in Published in Earliest date Latest date

Sorted by

Results per page:

You searched for subject:(2 Imidazolin Dimere). One record found.

Search Limiters

Last 2 Years | English Only

No search limiters apply to these results.

▼ Search Limiters


Freie Universität Berlin

1. Üstünel, Murat. Synthesis and testing of new active compounds with higher affinity to the nuclear estrogen receptor and high adsorption capacity on surfaces of hormone dependent tumor cells.

Degree: 2015, Freie Universität Berlin

Bivalent meso-4,5-diaryl-2-imidazoline dihydrochlorides were synthesized among others with 2-halo-4-hydroxy, 4-hydroxy and 4-fluorine substitution. Alkyl spacers with a chain length of n = 4-10 have been attached. Through a modified synthesis soon to be published by Vögtle and Goldschmitt meso-1,2-diarylethylenediamines, which were substituted accordingly, were obtained and converted with diiminodiethyl esters dihydrochlorides into bivalent meso-4,5-diaryl-2-imidazoline dihydrochlorides with various chain lengths (n = 4-10). Furthermore, the monomer meso-4,5-bis(2,6-dichloro-4-hydroxyphenyl)-2-imidazoline hydrochloride has been synthesized. 2-Halo-4-hydroxy substituted organic compounds have been tested for affinity at ERalpha, beta and cytotoxicity. Compounds with 2-fluoro-4-hydroxy substitution showed neither cytotoxic nor agonistic/antagonistic effects on the ER. All bivalent 2-chloro-4-hydroxy-2-imidazoline dihydrochloride caused no anti-proliferative effect on hormone dependent MCF-7 mammary carcinoma cells. Using U2OS/alpha- and U2OS/beta-cells the interactions of the dimers with the ERalpha, beta are similar to their analogues monomers. Only the C4-analogue activated luciferase expression. Anti-estrogenity had not been observed. Interestingly this bivalent compounds influenced ERalpha-density in MCF-7 mammary carcinoma cells. The C4-analogue stimulated the density. Other compounds reduced the receptor density about 65 % at concentrations of 1 and 10 µM. None of the tested compounds have a binding affinity to either one of the ER subtypes. Only the 2,6-dichloro-4-hydroxy substituted monomer showed considerable effect on U2OS cells. A luciferase expression of 50 % referred to the natural ligand 17beta-estradiol has been ascertained at the two subtypes at concentrations of 3.88•10-9 M as well as 4.7•10-10 M. This compound showed the strongest agonistic effect in this work. 4-Hydroxy substituted compounds were inactive. Antiproliferative effects on MCF-7 cells could not be observed even at concentrations above 20 µM. The absence of a halogen substituent in the ortho position causes them a loss of ERalpha, beta affinity. 4-Fluorine substituted dimers were investigated for cytotoxicity and cell uptake at hormone dependent MCF-7 mammary carcinoma cells. They showed strong cytotoxic effects. Their IC50-values are in an upper nanomolar range [IC50: 60 (630 nM) > 61 (430 nM) > 62 (260 nM) > 63 (240 nM)]. With rising chain length this effect increased. This correlates with a very strong cellular accumulation. The 2-imidazoline monomer with fluorine substitution in para position however showed neither cytotoxic effect nor a high cellular uptake. The cellular enrichment was assessed with a new-developed method, the high resolution continuum source atom absorption spectroscopy. An accumulation grade of 219 could be observed with compound 61 after 60 minutes incubation of the cells with 2 µM. The effect becomes more potent with rising chain length. After the same incubation time for compound 62 cell admission increased an… Advisors/Committee Members: [email protected] (contact), m (gender), Prof. Dr. Ronald Gust (firstReferee), Prof. Dr. Gerhard Wolber (furtherReferee).

Subjects/Keywords: 2-Imidazolin-Dimere; Luciferase-Assay; Zellaufnahme-Studien; ER; meso-Bis(2,6-dichlor-4-hydroxyphenyl)-2-imidazolin; 500 Naturwissenschaften und Mathematik::540 Chemie

Record DetailsSimilar RecordsGoogle PlusoneFacebookTwitterCiteULikeMendeleyreddit

APA · Chicago · MLA · Vancouver · CSE | Export to Zotero / EndNote / Reference Manager

APA (6th Edition):

Üstünel, M. (2015). Synthesis and testing of new active compounds with higher affinity to the nuclear estrogen receptor and high adsorption capacity on surfaces of hormone dependent tumor cells. (Thesis). Freie Universität Berlin. Retrieved from http://dx.doi.org/10.17169/refubium-8601

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Chicago Manual of Style (16th Edition):

Üstünel, Murat. “Synthesis and testing of new active compounds with higher affinity to the nuclear estrogen receptor and high adsorption capacity on surfaces of hormone dependent tumor cells.” 2015. Thesis, Freie Universität Berlin. Accessed December 08, 2019. http://dx.doi.org/10.17169/refubium-8601.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

MLA Handbook (7th Edition):

Üstünel, Murat. “Synthesis and testing of new active compounds with higher affinity to the nuclear estrogen receptor and high adsorption capacity on surfaces of hormone dependent tumor cells.” 2015. Web. 08 Dec 2019.

Vancouver:

Üstünel M. Synthesis and testing of new active compounds with higher affinity to the nuclear estrogen receptor and high adsorption capacity on surfaces of hormone dependent tumor cells. [Internet] [Thesis]. Freie Universität Berlin; 2015. [cited 2019 Dec 08]. Available from: http://dx.doi.org/10.17169/refubium-8601.

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

Council of Science Editors:

Üstünel M. Synthesis and testing of new active compounds with higher affinity to the nuclear estrogen receptor and high adsorption capacity on surfaces of hormone dependent tumor cells. [Thesis]. Freie Universität Berlin; 2015. Available from: http://dx.doi.org/10.17169/refubium-8601

Note: this citation may be lacking information needed for this citation format:
Not specified: Masters Thesis or Doctoral Dissertation

.