Electronic Dissertations
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Weit. Tit.: Studies to synthesis of a model compound of tolyporphin A Fachbereich:Biologie/Chemie Internetadresse(n): (http://elib.suub.uni-bremen.de/publications/dissertations/E-Diss761_Manski2.pdf) Keywords: Tolyporphin A, pyrrols, sonogashira coupling, multidrug resistence (MDR), 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.
Studien zur Synthese einer Modellverbindung für Tolyporphin A / Manski, René
Bremen, Univ., Diss., 2003.
Betreuer: Prof. Dr. Montforts, Franz-Peter
Gutachter: Prof. Dr. Montforts, Franz-Peter; Prof. Dr. Stohrer Wolf-Dieter
Thesis.pdf Size: 1246994 [2004.01.23/11:26:42]
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