TY - JOUR

T1 - Unrevealed structural requirements for auxin-like molecules by theoretical and experimental evidences

AU - Reinard, Thomas

AU - Ferro, Noel

N1 - Funding information: This work was supported by a grant from the Deutsche Akademischer Austauschdienst (DAAD) to N.F. and also by continuous support from the National Fund for Scientific Research in Flanders (FWO-Vlaanderen).

PY - 2007

Y1 - 2007

N2 - 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. ?? 2006 Elsevier Ltd. All rights reserved.

AB - 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. ?? 2006 Elsevier Ltd. All rights reserved.

U2 - 10.1016/j.phytochem.2006.10.006

DO - 10.1016/j.phytochem.2006.10.006

M3 - Article

VL - 2007

JO - Phytochemistry

JF - Phytochemistry

SN - 0031-9422

IS - 68:2

ER -