title: Synthesis and evaluation of 9-deoxy analogues of (-)-thysanone, an inhibitor of HRV 3C protease.
abstract: 9-Deoxy analogues of the HRV 3C protease inhibitor (-)-thysanone display better inhibitory properties than the natural product, inferring the C9-OH hinders binding to the enzyme.
authors.affiliation: School of Chemical Sciences, The University of Auckland, 23 Symonds St., Auckland 1142, New Zealand; School of Biological Sciences, The University of Auckland, 3A Symonds St., Auckland 1010, New Zealand.
authors.forename: Joo
authors.initials: J
authors.lastname: Young Jeong
authors.affiliation: School of Chemical Sciences, The University of Auckland, 23 Symonds St., Auckland 1142, New Zealand.
authors.forename: Jonathan
authors.initials: J
authors.lastname: Sperry
authors.affiliation: School of Biological Sciences, The University of Auckland, 3A Symonds St., Auckland 1010, New Zealand. Electronic address: ja.taylor@auckland.ac.nz.
authors.forename: John A
authors.initials: JA
authors.lastname: Taylor
authors.affiliation: School of Chemical Sciences, The University of Auckland, 23 Symonds St., Auckland 1142, New Zealand; Maurice Wilkins Centre for Molecular Biodiscovery, The University of Auckland, Private Bag 92019, Auckland Mail Centre, Auckland 1142, New Zealand. Electronic address: m.brimble@auckland.ac.nz.
authors.forename: Margaret A
authors.initials: MA
authors.lastname: Brimble
mesh_terms: D000086042:3C Viral Proteases; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D003546:Cysteine Endopeptidases / Q000378:metabolism; D015195:Drug Design; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D011480:Protease Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012229:Rhinovirus / Q000201:enzymology*; D014764:Viral Proteins / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D001578:Benzopyrans; D009285:Naphthoquinones; D011480:Protease Inhibitors; D014764:Viral Proteins; C000592476:thysanone; D003546:Cysteine Endopeptidases; D000086042:3C Viral Proteases
keywords: C–H activation; HRV 3C protease; Inhibitor; Pyranonaphthoquinone; Thysanone