University of Surrey

Test tubes in the lab Research in the ATI Dance Research

Some chemical and biochemical studies relating to chemical carcinogens.

Russell, Jeremy Colin. (1984) Some chemical and biochemical studies relating to chemical carcinogens. Doctoral thesis, University of Surrey (United Kingdom)..

Available under License Creative Commons Attribution Non-commercial Share Alike.

Download (4MB) | Preview


This thesis is largely concerned with the study of a series of compounds, related to 15,16-dihydrocyclopenta-[a]-phenanthren-17-one, which have very specific structure-activity relationships. Chapter 1 deals with the general tritiation of a number of these compounds, where labelling patterns were analysed using 3H-nmr spectroscopy. Similar studies were also performed on a related series of poly-aromatic hydrocarbons. The results of the detritiation kinetics,in aqueous sodium hydroxide, of a number of [16-[3]H]-15,16-dihydrocyclopenta-[a]-phenanthren-17-ones and similar ketones are presented in chapter 2. The results allowed interpretation in terms of both inductive effects and the three-dimensional shape of the molecules. Comparative in vitro metabolism of a number of 15,16-dihydrocyclopenta-[a]-phenanthren-17-ones, reported in chapter 3, showed that all of the compounds produce a trans-3,4-dihydrodiol in similar amounts, with the exception of the 1-methyl isomer, which yielded a 4-phenol. The mere presence of such a diol was shown not to necessarily imply carcinogenic activity in the compound under study. In chapter 4 the results of an investigation of the binding to DNA in vivo and in vitro of a series of 15,16-dihydrocyclopenta-[a]-phenanthren-17-ones are given. Each gave similar adduct patterns, where the major product is that derived from a deoxyguanosine residue. The dose/binding ratio of the 11-methyl derivative shows a linear relationship over a 32-fold range of dose, whilst the excision of the adducts from the DNA of the 12-methyl isomer is at a rate faster than that of cell division. The final chapter is concerned with the tritiation of a number of nitro and amino aromatic compounds, of interest in cancer chemistry. This was done either by direct catalytic exchange or by introducing the isotope as part of a synthetic step. The [3]H-nmr spectra of the products are presented.

Item Type: Thesis (Doctoral)
Divisions : Theses
Authors :
Russell, Jeremy Colin.
Date : 1984
Contributors :
Additional Information : Thesis (Ph.D.)--University of Surrey (United Kingdom), 1984.
Depositing User : EPrints Services
Date Deposited : 22 Jun 2018 14:25
Last Modified : 06 Nov 2018 16:53

Actions (login required)

View Item View Item


Downloads per month over past year

Information about this web site

© The University of Surrey, Guildford, Surrey, GU2 7XH, United Kingdom.
+44 (0)1483 300800