title: N¹,N¹-Dimethyl-N³-(3-(trifluoromethyl)phenethyl)propane-1,3-diamine, a new lead for the treatment of human African trypanosomiasis.
abstract: The natural product, convolutamine I (1), has anti-trypanosomal activity however it has a high molecular weight of 473 due to a presence of 3 bromine atoms. The synthesis of the natural product convolutamine I (1) together with its analogues are presented. A SAR study against Trypanosoma brucei brucei led to compounds with improved physico-chemical properties: lower molecular weight and lower log P while maintaining potency (with a slight 2-fold improvement).
authors: Eskitis Institute for Drug Discovery, Griffith University, Nathan Campus, Brisbane, Queensland 4111, Australia.
authors: Ngoc B
authors: NB
authors: Pham
authors: Eskitis Institute for Drug Discovery, Griffith University, Nathan Campus, Brisbane, Queensland 4111, Australia.
authors: Sophie
authors: S
authors: Deydier
authors: Seattle BioMed, 307 Westlake Ave. N, Seattle, WA 98109-5219, USA.
authors: Mehdi
authors: M
authors: Labaied
authors: Seattle BioMed, 307 Westlake Ave. N, Seattle, WA 98109-5219, USA.
authors: Séverine
authors: S
authors: Monnerat
authors: Seattle BioMed, 307 Westlake Ave. N, Seattle, WA 98109-5219, USA.
authors: Kenneth
authors: K
authors: Stuart
authors: Eskitis Institute for Drug Discovery, Griffith University, Nathan Campus, Brisbane, Queensland 4111, Australia. Electronic address: r.quinn@griffith.edu.au.
authors: Ronald J
authors: RJ
authors: Quinn
mesh_terms: D003959:Diamines / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D010627:Phenethylamines / Q000737:chemistry* / Q000494:pharmacology; D021241:Spectrometry, Mass, Electrospray Ionization; D014344:Trypanocidal Agents / Q000627:therapeutic use*; D014353:Trypanosomiasis, African / Q000188:drug therapy*
chemical_list: D003959:Diamines; C000592700:N1,N1-dimethyl-N3-(3-(trifluoromethyl)phenethyl)propane-1,3-diamine; D010627:Phenethylamines; D014344:Trypanocidal Agents
keywords: Alkaloids; Anti-parasite; Anti-protozoa; Human African trypanosomiasis