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Citation link: http://nbn-resolving.de/urn:nbn:de:gbv:46-diss000007618
E-Diss761_Manski2.pdf
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Studien zur Synthese einer Modellverbindung für Tolyporphin A


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Other Titles: Studies to synthesis of a model compound of tolyporphin A
Authors: Manski, René 
Supervisor: Montforts, Franz-Peter  
1. Expert: Montforts, Franz-Peter  
2. Expert: Wolf-Dieter, Stohrer 
Abstract: 
Tolyporphin A was isolated by Moore and co-workers from the lipophilic extract of the blue green mircoalga Tolypothrix nodosa in 1992. This structurally unique porphyrin was found to reverse mulitidrug resistance (MDR) in a vinblastine resistant population of human ovarian adenocarinoma cells. Subsequently, 10 additional tolyporphins (B-K) were isolated from the same biological source. It was found that these additional structures to possess varying degrees of anti-MDR activity.Aim of this thesis was the total synthesis of a model compound for tolyporphin A. The envisaged model compound reflects the basic structural elements of naturally occurring tolyporphin A including stereochemistry. Only two pyrane moieties of tolyporphin A were replaced in the model structure by simple acetic acid residues.The basic synthetic strategy developed for the model compound should also open an access to tolyporphin A itself.
Keywords: Tolyporphin A, pyrrols, sonogashira coupling, multidrug resistence (MDR)
Issue Date: 29-Sep-2003
Type: Dissertation
URN: urn:nbn:de:gbv:46-diss000007618
Institution: Universität Bremen 
Faculty: FB2 Biologie/Chemie 
Appears in Collections:Dissertationen

  

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