title: Antimalarial activity of n(6)-substituted adenosine derivatives (part 2).
abstract: We have investigated the in vitro antimalarial activity of a new series of adenosine derivatives. The results show that N(6)-(1-naphthylmethyl)-5'-deoxy-5'-(amido)adenosines as well as N(6)-(4-phenylbenzyl)-5'-deoxy-5'-(amido)adenosines display significant activity against the malaria-causing parasites, with the sterically demanding bisubstituted species reported being active in most cases in the low-micromolar range. The novel compounds with unusual substitution pattern were obtained applying an efficient convergent polymer-assisted solution-phase (cPASP) synthesis protocol. Thus, we were able to prepare a series of substituted derivatives in parallel that would have been difficult to synthesize by standard techniques. The scope and limitations of the synthetic methodology are discussed.
authors.affiliation: Institut für Pharmazie, Fachbereich Chemie, Universität Hamburg, Bundesstrasse 45, D-20146 Hamburg, Germany.
authors.forename: Claudia
authors.initials: C
authors.lastname: Herforth
authors.forename: Jochen
authors.initials: J
authors.lastname: Wiesner
authors.forename: Stephan
authors.initials: S
authors.lastname: Franke
authors.forename: Abolfasl
authors.initials: A
authors.lastname: Golisade
authors.forename: Hassan
authors.initials: H
authors.lastname: Jomaa
authors.forename: Andreas
authors.initials: A
authors.lastname: Link
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives*; D000818:Animals; D000962:Antimalarials / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010963:Plasmodium falciparum / Q000187:drug effects*; D016339:Spectrometry, Mass, Fast Atom Bombardment
chemical_list: D000962:Antimalarials; D000241:Adenosine