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3D-QSAR studies of chromone derivatives as iron-chelating agent

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Abstract

The metal-chelating activity of a series of 48 chromone compounds, evaluated by ferrous (Fe2+) chelating test, were subjected to 3D-QSAR studies using comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA). The best CoMFA model obtained from HF/6-31G* geometry optimization and field fit alignment gave cross-validated r 2 (q 2) = 0.582, non-cross-validated r 2 = 0.975. The best CoMSIA model gave q 2 = 0.617, non-cross-validated r 2 = 0.917. The resulted CoMFA and CoMSIA contour maps proposed the Fe2+-chelating sites of chromone compounds compared with those of quercetin.

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Acknowledgments

This research is supported by the Office of the Higher Education Commission and Mahidol University under the National Research Universities Initiative. The authors thank High Performance Computer Center (HPCC), National Electronics and Computer Technology Center (NECTEC) of Thailand for providing SYBYL version 8.1 facilities.

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Authors and Affiliations

  1. Faculty of Pharmacy, Siam University, 38 Petkasem Road, Bangkok, 10160, Thailand

    Narumol Phosrithong

  2. Faculty of Pharmacy, Mahidol University, 447 Sri-Ayudhya Road, Bangkok, 10400, Thailand

    Jiraporn Ungwitayatorn

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  1. Narumol Phosrithong
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  2. Jiraporn Ungwitayatorn
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Correspondence to Jiraporn Ungwitayatorn.

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Phosrithong, N., Ungwitayatorn, J. 3D-QSAR studies of chromone derivatives as iron-chelating agent. Med Chem Res 23, 1037–1045 (2014). https://doi.org/10.1007/s00044-013-0710-5

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  • DOI: https://doi.org/10.1007/s00044-013-0710-5

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