An approach to the generation of simple analogues of the antitumour agent spicamycin.
The one-step glycosylation of arylamines in acidic medium is extended to adenine derivatives for the first time, providing a considerable improvement over existing reactions. This method is used to prepare some rhamnospicamycin analogues containing different base moieties. Results suggest that this novel approach will be applicable to a wide range of carbohydrates and arylamines, possibly leading to a combinatorial library of analogues of spicamycin for the better understanding of the modes of action of this antitumour antibiotic family.
Mons
Stéphane
S
Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford, UK OX1 3QY.
Fleet
George W J
GW
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry
D000970:Antineoplastic Agents; D011684:Purine Nucleosides; C015502:septacidin