New Analogues of the Antitumor Alkaloid Girolline: The 4-Deazathiogirolline Series

Abstract

Aminothiazole analogues of the antitumor alkaloid girolline have been asymmetrically synthesised using the chiral pool. The key-steps involved the Hantzsch reaction to build the thiazole heterocycle and the functionalisation of the side chain using the triphenylphosphane chemistry (i.e. azidation-chlorination of a diol). Biological activity of analogues has been evaluated (cytotoxicity on KB tumor cells and anti-HIV activity).

Key words

girolline - aminothiazole - chiral pool - antitumor - structure-activity relationships

References

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