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Studien zur Synthese einer Modellverbindung für Tolyporphin A
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E-Diss761_Manski2.pdf | 1.22 MB | Adobe PDF | View/Open |
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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