title: Terphenylquinone inhibitors of the src protein tyrosine kinase from Stilbella sp.
abstract: Three new secondary metabolites, 2,5-dihydroxy-3-(3,4-dihydroxyphenyl)-6-phenyl-1,4-benzoquinone (3), 2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone (4), and 2,7,8-trihydroxy-3-phenyl-1,4-dibenzofurandione (5), as well as two known natural products were isolated from the fungus Stilbella sp. strain 1586. The structures of these compounds were established by spectroscopic and chemical methods. The terphenylquinones 3-5 exhibited significant activity against human src protein tyrosine kinase.
authors.affiliation: Boehringer Ingelheim Pharma GmbH & Co. KG, Birkendorfer Strasse 65, D-88397 Biberach/Riss, Germany. Carsten.Puder@ing.boehringer-ingelheim.com
authors.forename: Carsten
authors.initials: C
authors.lastname: Puder
authors.forename: Klaus
authors.initials: K
authors.lastname: Wagner
authors.forename: Regine
authors.initials: R
authors.lastname: Vettermann
authors.forename: Rudolf
authors.initials: R
authors.lastname: Hauptmann
authors.forename: Olivier
authors.initials: O
authors.lastname: Potterat
mesh_terms: D001572:Benzofurans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D016227:Benzoquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005658:Fungi / Q000737:chemistry*; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D019061:src-Family Kinases / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: C499557:2,5-dihydroxy-3-(3,4-dihydroxyphenyl)-6-phenyl-1,4-benzoquinone; C499558:2,5-dihydroxy-3-phenyl-6-(3,4,5-trihydroxyphenyl)-1,4-benzoquinone; C499561:2,7,8-trihydroxy-3-phenyl-1,4-dibenzofurandione; D001572:Benzofurans; D016227:Benzoquinones; D004791:Enzyme Inhibitors; D019061:src-Family Kinases