title: Design, synthesis and spectroscopic characterisation of a focused library based on the polyandrocarpamine natural product scaffold.
abstract: A focused library based on the marine natural products polyandrocarpamines A (1) and B (2) has been designed and synthesised using parallel solution-phase chemistry. In silico physicochemical property calculations were performed on synthetic candidates in order to optimise the library for drug discovery and chemical biology. A library of ten 2-aminoimidazolone products (3-12) was prepared by coupling glycocyamidine and a variety of aldehydes using a one-step stereoselective aldol condensation reaction under microwave conditions. All analogues were characterised by NMR, UV, IR and MS. The library was evaluated for cytotoxicity towards the prostate cancer cell lines, LNCaP, PC-3 and 22Rv1.
authors.affiliation: Eskitis Institute, Griffith University, Brisbane, Queensland 4111, Australia.
authors.forename: Paul S
authors.initials: PS
authors.lastname: Baron
authors.forename: Juliette E
authors.initials: JE
authors.lastname: Neve
authors.forename: David
authors.initials: D
authors.lastname: Camp
authors.forename: Lekha
authors.initials: L
authors.lastname: Suraweera
authors.forename: Ann
authors.initials: A
authors.lastname: Lam
authors.forename: John
authors.initials: J
authors.lastname: Lai
authors.forename: Lidija
authors.initials: L
authors.lastname: Jovanovic
authors.forename: Colleen
authors.initials: C
authors.lastname: Nelson
authors.forename: Rohan A
authors.initials: RA
authors.lastname: Davis
mesh_terms: D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry*; D004867:Equipment Design; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000588:Amines; D001688:Biological Products; D007093:Imidazoles; C588236:polyandrocarpamine A