title: Active core structure of terfestatin A, a new specific inhibitor of auxin signaling.
abstract: The auxins, plant hormones, regulate many aspects of the growth and development of plants. Terfestatin A (TrfA), a novel auxin signaling inhibitor, was identified in a screen of Streptomyces sp. F40 extracts for inhibition of the expression of an auxin-inducible gene. However, the mode of action of TrfA has not been elucidated. To identify the active core structure, 25 derivatives of TrfA were synthesized and their inhibitory activities against auxin-inducible gene expression were evaluated. The structure-activity relationships revealed the essential active core structure of TrfA, 3-butoxy-4-methylbiphenyl-2,6-diol, which will lead to the design of biotin-tagged active TrfA.
authors.affiliation: Department of Biochemistry, Okayama University of Science, 1-1 Ridai-cho, Okayama City 700-0005, Japan. hayashi@dbc.ous.ac.jp
authors.forename: Ken-ichiro
authors.initials: K
authors.lastname: Hayashi
authors.forename: Atsushi
authors.initials: A
authors.lastname: Yamazoe
authors.forename: Yuki
authors.initials: Y
authors.lastname: Ishibashi
authors.forename: Naoyuki
authors.initials: N
authors.lastname: Kusaka
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Oono
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Nozaki
mesh_terms: D001665:Binding Sites; D003573:Cytochrome b Group / Q000187:drug effects / Q000235:genetics; D015195:Drug Design; D004353:Drug Evaluation, Preclinical; D003576:Electron Transport Complex IV / Q000187:drug effects / Q000235:genetics; D015971:Gene Expression Regulation, Enzymologic / Q000187:drug effects; D005960:Glucosides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005966:Glucuronidase / Q000187:drug effects / Q000235:genetics; D007210:Indoleacetic Acids / Q000037:antagonists & inhibitors* / Q000494:pharmacology; D008958:Models, Molecular; D015394:Molecular Structure; D015398:Signal Transduction / Q000187:drug effects*; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry; D013329:Structure-Activity Relationship; D013730:Terphenyl Compounds / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D003573:Cytochrome b Group; D005960:Glucosides; D007210:Indoleacetic Acids; D013730:Terphenyl Compounds; C506193:terfestatin A; C058557:cytochrome ba3; D003576:Electron Transport Complex IV; D005966:Glucuronidase