title: Polyamine quinoline rhodium complexes: synthesis and pharmacological evaluation as antiparasitic agents against Plasmodium falciparum and Trichomonas vaginalis.
abstract: A series of mono- and bis-salicylaldimine ligands and their corresponding Rh(i) complexes were prepared. The compounds were characterised using standard spectroscopic techniques including NMR, IR spectroscopy and mass spectrometry. The salicylaldimine ligands and complexes were screened for antiparasitic activity against two strains of Plasmodium falciparum i.e. the NF54 CQ-sensitive and K1 CQ-resistant strain as well as against the G3 isolate of Trichomonas vaginalis. The monomeric salicylaldimine quinolines exhibited good activity against the NF54 strain and the dimeric salicylaldimine quinolines exhibited no cross resistance across the two strains. The binuclear 5-chloro Rh(i) complex displayed the best activity against the Trichomonas vaginalis parasite, possibly a consequence of its enhanced lipophilicity. The compounds were also screened for cytotoxicity in vitro against WHCO1 oesophageal cancer cells. The monomeric salicylaldimine quinolines exhibited high selectivity towards malaria parasites compared to cancer cells, while the dimeric compounds were less selective.
authors.affiliation: Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa. gregory.smith@uct.ac.za.
authors.forename: Tameryn
authors.initials: T
authors.lastname: Stringer
authors.forename: Dale
authors.initials: D
authors.lastname: Taylor
authors.forename: Hajira
authors.initials: H
authors.lastname: Guzgay
authors.forename: Ajit
authors.initials: A
authors.lastname: Shokar
authors.forename: Aaron
authors.initials: A
authors.lastname: Au
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Smith
authors.forename: Denver T
authors.initials: DT
authors.lastname: Hendricks
authors.forename: Kirkwood M
authors.initials: KM
authors.lastname: Land
authors.forename: Timothy J
authors.initials: TJ
authors.lastname: Egan
authors.forename: Gregory S
authors.initials: GS
authors.lastname: Smith
mesh_terms: D000977:Antiparasitic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D056831:Coordination Complexes / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005260:Female; D006801:Humans; D016778:Malaria, Falciparum / Q000188:drug therapy*; D010963:Plasmodium falciparum / Q000187:drug effects*; D011073:Polyamines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D012238:Rhodium / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D014247:Trichomonas Vaginitis / Q000188:drug therapy*; D014246:Trichomonas vaginalis / Q000187:drug effects*
chemical_list: D000977:Antiparasitic Agents; D056831:Coordination Complexes; D011073:Polyamines; D011804:Quinolines; D012238:Rhodium; C037219:quinoline