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Updated: Nov 2, 2025

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Published on: March 28, 2017
Modeling the hydroxylation of estragole via human liver cytochrome P450
Rolly Yadav1, Nidhi Awasthi1, Anamika Shukla1
1Molecular Modeling Lab, Department of Physics, School of Physical and Decision Sciences, Babasaheb Bhimrao Ambedkar University, Lucknow, UP, 226025, India.
Abstract:
Natural compounds derived from plants are generally regarded safe and devoid of adverse effects. However, there are individual ingredients that possess toxic, genotoxic, and carcinogenic activities. These compounds when exposed at specific level become hazardous to health. Estragole (1-allyl-4-methoxybenzene) is a common component of spice plants. Its toxicity gets activated with the hydroxylation at benzylic carbon (C1') position by P450 enzymes present in the human liver. The present study grounds to explore the reaction mechanism of conversion of estragole to hydroxylated metabolite using computational methodology. Density functional theory (DFT)-based calculations were employed to explore the cytochrome P450-catalyzed mechanism at C1 position aliphatic hydroxylation of estragole. Overall reaction energy profile, electronic configuration, and 3D structure of all intermediates, transition states, and product complexes formed during the reaction along with their free energies were tried to be investigated.
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