title: Unrevealed structural requirements for auxin-like molecules by theoretical and experimental evidences.
abstract: An computational-biostatistical approach, supported by ab initio optimizations of auxin-like molecules, was used to find biologically meaningful relationships between quantum chemical variables and fresh bioassay's data. It is proven that the auxin-like recognition requires different molecular assembling states. We suggest that the carboxyl group is not the determining factor in explaining the biological auxin-like conduct. The biological effects depends essentially on the chemical condition of the ring system. The aim to find active molecules (quantum objects) via statistical grouping-analysis of molecular quantum similarity measures was verified by bioactivity assays. Next, this approach led to the discovery of a non-carboxylated active auxin-like molecule (2,6-dibromo-phenol). This is the first publication on structure activity relationship of auxin-like molecules, which relies on highly standardized bioassays of different auxins screened in parallel as well as analysed by multi-dimensional scaling.
authors.affiliation: Institute for Plant Genetics, University of Hannover, Herrenhäuser Str. 2, D-30419 Hannover, Germany.
authors.forename: Noel
authors.initials: N
authors.lastname: Ferro
authors.forename: Patrick
authors.initials: P
authors.lastname: Bultinck
authors.forename: Ana
authors.initials: A
authors.lastname: Gallegos
authors.forename: Hans-Jörg
authors.initials: HJ
authors.lastname: Jacobsen
authors.forename: Ramon
authors.initials: R
authors.lastname: Carbo-Dorca
authors.forename: Thomas
authors.initials: T
authors.lastname: Reinard
mesh_terms: D001681:Biological Assay; D016000:Cluster Analysis; D007210:Indoleacetic Acids / Q000737:chemistry* / Q000378:metabolism* / Q000494:pharmacology; D008958:Models, Molecular; D010636:Phenols; D018517:Plant Roots / Q000187:drug effects; D025341:Principal Component Analysis; D013329:Structure-Activity Relationship; D014026:Nicotiana / Q000187:drug effects; D003313:Zea mays / Q000187:drug effects
chemical_list: D007210:Indoleacetic Acids; D010636:Phenols; C038964:2,6-dibromophenol