THE SYNTHESIS, STEREOCHEMISTRY, AND ANTIMICROBIAL PROPERTIES OF SOME SUBSTITUTED CYCLOHEXANE DERIVATIVES AND RELATED ACYCLIC ANALOGUES

This thesis consists of the synthesis of two ß-amino ketones, a class of compounds known to possess a wide range of pharmacological properties, and also an investigation into the stereochemistry and antimicrobial properties of certain ketone derivatives which have been synthesized. Two series of compounds, (A) and (B), were prepared to examine the relationship between chemical structure and antimicrobial activity. Comparison of their antimicrobial properties should indicate whether flexibility or rigidity is favored for optimum biological activity in these compounds. It was considered that if the alcohols were biologically active, then utilization of the concept of latentiation may yield compounds with enhanced potency. Esterification would enable the alcohols to be released at different rates. In the case of the cyclic alcohol (Series B, X=H, Y=OH) two geometrical isomers are possible and a comparison of the antimicrobial activity of these compounds and the related esters may give information regarding the stereochemical requirements for high activity.

Name thesis:degree_name

Master of Science (M.Sc.)

Level thesis:degree_level

Masters

Grantor

University of Saskatchewan

Year dc:date.issued

1970

Author dc:creator

• Turner, Wayne Arnold

Advisor dc:contributor.advisor

• Dimmock, Jonathon R.

• ß-amino ketones

Handle dc:identifier.uri

https://hdl.handle.net/10388/15286

OAI identifier oai:identifier

oai:harvest.usask.ca:10388/15286