Use this URL to cite or link to this record in EThOS:
Title: Synthesis and reactions of cyclopropamitosenes and related pyrrolo[1,2-a]indoles
Author: O'Sullivan, Noeleen
ISNI:       0000 0001 3454 5306
Awarding Body: Loughborough University of Technology
Current Institution: Loughborough University
Date of Award: 1992
Availability of Full Text:
Access from EThOS:
Access from Institution:
The use of Mitomycin C in the treatment of a wide range of neoplastic conditions is discussed. The mechanism of action of mitomycin anticancer antibiotics under reductive activation conditions using either enzymes, sodium dithionite, catalytic hydrogenation or chromium (Il) perchlorate is examined, as is the alkylation of DNA. An intramolecular [3+2] cycloaddition strategy has been employed to synthesise the pyrrolo[I,2-aJ]indole nucleus for a wide range of cyclopropamitosenes, whereas the key step in the synthesis of pyrrolo[I ,2-a]indoles without the cyclopropane ring was a modified Wittig reaction. From the onset of the work it was important to investigate the role of the 7 -methoxy group. Hence a variety of cyclopropamitosenes or related pyrrolo[I,2-a]indoles were subjected to C-7 exchange reactions with either (i) other alkoxides or (ii) cyclic / acyclic amines. In this way, structural modification at C-7 can be related to the biological results. Biological and electrochemical data were recorded for the cyclopropamitosenes and related pyrrolo[I,2-a]indoles and correlated with their structures.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: Antitumour antibiotics