University of Leicester
Browse
U141457.pdf (6.27 MB)

Synthesis of aminosterols structurally related to squalamine

Download (6.27 MB)
thesis
posted on 2014-12-15, 10:35 authored by Andrew John. Matthews
Squalamine is a naturally occurring broad-spectrum antimicrobial agent isolated from the dogfish shark Squalus acanthias. It has been shown to have biological activity against both Gram-negative and Gram-positive bacteria, fungi, sexually transmitted diseases (STDs) and cancer. A flexible synthetic route to polyamine-steroid conjugates structurally related to squalamine has been developed.;Five different steroids and have been prepared, three of which have been combined with the protected polyamines shown below to give a large combinatorial library of aminosterols. (Fig. 8782A).;Reductive amination was used to combine the steroids with the protected polyamines, and putrescine. (Fig. 8782B).;Forty-four aminosterols were synthesised and are currently being tested for antimicrobial and anticancer activity.

History

Date of award

2001-01-01

Author affiliation

Chemistry

Awarding institution

University of Leicester

Qualification level

  • Doctoral

Qualification name

  • PhD

Language

en

Usage metrics

    University of Leicester Theses

    Categories

    Keywords

    Exports

    RefWorks
    BibTeX
    Ref. manager
    Endnote
    DataCite
    NLM
    DC